https://www.spreaker.com/podcast/stack-and-startup-baltimore--6877039enEntrepreneurship2026https://d3wo5wojvuv7l.cloudfront.net/t_rss_itunes_square_1400/images.spreaker.com/original/19cb80e549b625a1922c522639040860.jpghttps://www.spreaker.com/podcast/stack-and-startup-baltimore--6877039Sun, 23 Aug 2026 14:49:11 +0000Jason SherwoodJason Sherwoodjason.sherwood@sd-tech.netThe Stack & Startup Podcast is a Baltimore-based business podcast focused on entrepreneurship, technology, and the realities of building companies in Maryland. Through interviews and direct commentary, the show features founders and business...false0247e876-fd51-5374-b645-2b7fbb3021c0episodichttps://www.spreaker.com/episode/how-20-software-subscriptions-become-a-business-problem--74584338Neither does a $50 tool somebody needed for a project.
Or the platform someone signed up for six months ago and forgot about.
But eventually, those decisions start adding up — and not just on the credit card statement.
In this episode of Stack & Startup Al Fresco, I talk about subscription creep: the slow accumulation of software, SaaS platforms, licenses, accounts, and services that can quietly turn into operational complexity.
The problem is bigger than wasted money.
Every additional tool can introduce another account to manage, another place where company information lives, another integration, another renewal, and another piece of your technology environment that somebody needs to understand.
That does not mean businesses should start canceling every subscription they can find. Cloud software and SaaS tools can create tremendous value.
The goal is intentionality.
Know what you are paying for.
Know who owns it.
Know who has access.
Know what business value it creates.
And know what risk it introduces.
Useful tools should earn their place in your stack.
If they do, great.
If they do not, it might be time to clean up the stack.
Stack & Startup Al Fresco explores business, technology, operations, and growth from the perspective of the decisions behind the technology — not just the technology itself.
Subscribe for future conversations about building businesses and technology environments more intentionally.


Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/74584338Sun, 23 Aug 2026 14:46:39 +0000Jason SherwoodA $20 software subscription does not look like a business problem. Neither does a $50 tool somebody needed for a project. Or the platform someone signed up for six months ago and forgot about. But eventually, those decisions start adding up — and not...Neither does a $50 tool somebody needed for a project.
Or the platform someone signed up for six months ago and forgot about.
But eventually, those decisions start adding up — and not just on the credit card statement.
In this episode of Stack & Startup Al Fresco, I talk about subscription creep: the slow accumulation of software, SaaS platforms, licenses, accounts, and services that can quietly turn into operational complexity.
The problem is bigger than wasted money.
Every additional tool can introduce another account to manage, another place where company information lives, another integration, another renewal, and another piece of your technology environment that somebody needs to understand.
That does not mean businesses should start canceling every subscription they can find. Cloud software and SaaS tools can create tremendous value.
The goal is intentionality.
Know what you are paying for.
Know who owns it.
Know who has access.
Know what business value it creates.
And know what risk it introduces.
Useful tools should earn their place in your stack.
If they do, great.
If they do not, it might be time to clean up the stack.
Stack & Startup Al Fresco explores business, technology, operations, and growth from the perspective of the decisions behind the technology — not just the technology itself.
Subscribe for future conversations about building businesses and technology environments more intentionally.


Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>2698business,creep,saas,strategy,subscriptions,technologyfalse120fullhttps://www.spreaker.com/episode/ai-isn-t-a-crutch-better-business-decisions-start-with-better-judgment--73611441In this episode of Al Fresco, I explore why AI should strengthen your judgment instead of replacing it. Whether you're writing emails, creating policies, making strategic decisions, or solving customer problems, AI can accelerate your work—but it cannot replace experience, ethics, accountability, or business judgment.
The businesses that succeed with AI won't be the ones using it the most. They'll be the ones using it thoughtfully.
AI is a powerful tool.
It is not a substitute for thinking.
Topics Covered
• Why AI should amplify—not replace—your thinking
• The danger of outsourcing judgment
• Business ethics and responsible AI use
• Why experience still matters
• How leaders should approach AI adoption
• Practical ways to use AI without becoming dependent on it
If you enjoyed this discussion, consider subscribing for more conversations on technology, leadership, entrepreneurship, and practical business strategy.
New Al Fresco episodes release every Friday.
🌐 SD Tech
https://www.sdtechbaltimore.com


Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/73611441Fri, 07 Aug 2026 11:16:09 +0000Jason SherwoodArtificial intelligence is becoming part of nearly every business conversation. The problem is not the technology. The problem is how people choose to use it. In this episode of Al Fresco, I explore why AI should strengthen your judgment instead of...In this episode of Al Fresco, I explore why AI should strengthen your judgment instead of replacing it. Whether you're writing emails, creating policies, making strategic decisions, or solving customer problems, AI can accelerate your work—but it cannot replace experience, ethics, accountability, or business judgment.
The businesses that succeed with AI won't be the ones using it the most. They'll be the ones using it thoughtfully.
AI is a powerful tool.
It is not a substitute for thinking.
Topics Covered
• Why AI should amplify—not replace—your thinking
• The danger of outsourcing judgment
• Business ethics and responsible AI use
• Why experience still matters
• How leaders should approach AI adoption
• Practical ways to use AI without becoming dependent on it
If you enjoyed this discussion, consider subscribing for more conversations on technology, leadership, entrepreneurship, and practical business strategy.
New Al Fresco episodes release every Friday.
🌐 SD Tech
https://www.sdtechbaltimore.com


Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>1193false119fullhttps://www.spreaker.com/episode/building-a-biotech-startup-that-could-change-cancer-treatment-roman-owens--73609760In this episode of Stack & Startup, Jason Sherwood sits down with Roman Owens, Co-Founder & CEO of OncoVanta Therapeutics, to discuss what it really takes to build a biotech startup pursuing new treatments for pancreatic cancer and other solid tumors.
Rather than focusing only on the science, this conversation explores leadership, entrepreneurship, learning outside your expertise, raising capital, building partnerships, and why some companies exist because the problem is simply too important to ignore.
Topics include:
• Starting a biotech company without coming from a medical research background
• Building partnerships with Howard University and the NIH
• Immuno-oncology explained for non-scientists
• Why fundraising is a full-time job for biotech founders
• The importance of mentorship and lifelong learning
• Balancing family, entrepreneurship, and long-term vision
• Leadership in highly technical industries
• Why great businesses are really systems
Whether you are a founder, entrepreneur, scientist, investor, or simply fascinated by how difficult companies are built, this episode offers valuable lessons that extend far beyond biotech.
Guest:
Roman Owens
Co-Founder & CEO
OncoVanta Therapeutics
🌐 Website:
https://oncovanta.com
💼 LinkedIn:
https://www.linkedin.com/in/roman-owens-447b762bb/
📧 Email:
rowens@oncovanta.com
Stack & Startup explores the real stories behind building companies—from first ideas to growing organizations. We talk with founders, operators, creators, and business leaders about what actually goes into building something meaningful.
🎙 Available wherever you get your podcasts.


Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/73609760Fri, 07 Aug 2026 10:39:39 +0000Jason SherwoodCancer research is one of the hardest entrepreneurial journeys imaginable. Long development cycles, scientific uncertainty, fundraising, regulatory hurdles, and the hope of improving lives all collide in one mission. In this episode of Stack &...In this episode of Stack & Startup, Jason Sherwood sits down with Roman Owens, Co-Founder & CEO of OncoVanta Therapeutics, to discuss what it really takes to build a biotech startup pursuing new treatments for pancreatic cancer and other solid tumors.
Rather than focusing only on the science, this conversation explores leadership, entrepreneurship, learning outside your expertise, raising capital, building partnerships, and why some companies exist because the problem is simply too important to ignore.
Topics include:
• Starting a biotech company without coming from a medical research background
• Building partnerships with Howard University and the NIH
• Immuno-oncology explained for non-scientists
• Why fundraising is a full-time job for biotech founders
• The importance of mentorship and lifelong learning
• Balancing family, entrepreneurship, and long-term vision
• Leadership in highly technical industries
• Why great businesses are really systems
Whether you are a founder, entrepreneur, scientist, investor, or simply fascinated by how difficult companies are built, this episode offers valuable lessons that extend far beyond biotech.
Guest:
Roman Owens
Co-Founder & CEO
OncoVanta Therapeutics
🌐 Website:
https://oncovanta.com
💼 LinkedIn:
https://www.linkedin.com/in/roman-owens-447b762bb/
📧 Email:
rowens@oncovanta.com
Stack & Startup explores the real stories behind building companies—from first ideas to growing organizations. We talk with founders, operators, creators, and business leaders about what actually goes into building something meaningful.
🎙 Available wherever you get your podcasts.


Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>4284false110fullhttps://www.spreaker.com/episode/has-your-business-outgrown-its-it-signs-you-re-creating-more-friction-than-growth--73140331It takes longer to find information. Communication becomes more difficult. Processes require more work than they should. The business hasn't become worse—it has simply outgrown the systems that once supported it.
In this week's Al Fresco Friday, I discuss how operational friction quietly builds over time, why business growth exposes weaknesses in technology and processes, and how recognizing those warning signs early can save countless hours of frustration later.
Growth shouldn't make your business harder to run.
It should make it stronger.
What you'll learn:
• Why "it's working fine" can become an expensive mindset
• The difference between business growth and operational maturity
• Common signs your systems are creating unnecessary friction
• Why risk management starts long before something actually breaks
• How to recognize when your business has outgrown its current IT environment
If you enjoyed this episode, consider subscribing for more conversations about business, technology, entrepreneurship, and practical lessons learned in the real world.
New Al Fresco Friday episodes every Friday.
🌐 SD Tech Maryland
https://sdtechbaltimore.com
🎙️ Stack & Startup
https://stackandstartup.com


Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/73140331Fri, 24 Jul 2026 12:00:03 +0000Jason SherwoodAt some point, every growing business reaches a stage where things that once worked perfectly begin creating friction. It takes longer to find information. Communication becomes more difficult. Processes require more work than they should. The...It takes longer to find information. Communication becomes more difficult. Processes require more work than they should. The business hasn't become worse—it has simply outgrown the systems that once supported it.
In this week's Al Fresco Friday, I discuss how operational friction quietly builds over time, why business growth exposes weaknesses in technology and processes, and how recognizing those warning signs early can save countless hours of frustration later.
Growth shouldn't make your business harder to run.
It should make it stronger.
What you'll learn:
• Why "it's working fine" can become an expensive mindset
• The difference between business growth and operational maturity
• Common signs your systems are creating unnecessary friction
• Why risk management starts long before something actually breaks
• How to recognize when your business has outgrown its current IT environment
If you enjoyed this episode, consider subscribing for more conversations about business, technology, entrepreneurship, and practical lessons learned in the real world.
New Al Fresco Friday episodes every Friday.
🌐 SD Tech Maryland
https://sdtechbaltimore.com
🎙️ Stack & Startup
https://stackandstartup.com


Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>2081baltimore,business,entrepreneurship,growth,it,leadership,maryland,mspfalse118fullhttps://www.spreaker.com/episode/the-future-of-healthcare-starts-with-access-charlie-nahabedian--73078511In this episode of Stack & Startup, I sit down with Charlie Nahabedian, founder of VK Digital Health, to discuss the decades-long journey that led him to rethinking how healthcare is delivered.
We explore:
• Building businesses with long-term vision
• Why persistence matters more than quick wins
• Expanding healthcare access through technology
• Lessons learned from decades of entrepreneurship
• How innovation can improve patient outcomes without losing the human element
Whether you're a business owner, healthcare leader, entrepreneur, or simply interested in how technology is changing healthcare, this conversation offers valuable insights into building solutions that solve real problems.
Learn more about Charlie and VK Digital Health:
🌐 https://www.vkdigitalhealth.com/
💼 https://www.linkedin.com/in/cnahabedian/


Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/73078511Tue, 21 Jul 2026 12:00:02 +0000Jason SherwoodThe future of healthcare may not be about making people travel further for care. It may be about bringing more healthcare to the people who need it. In this episode of Stack & Startup, I sit down with Charlie Nahabedian, founder of VK Digital...In this episode of Stack & Startup, I sit down with Charlie Nahabedian, founder of VK Digital Health, to discuss the decades-long journey that led him to rethinking how healthcare is delivered.
We explore:
• Building businesses with long-term vision
• Why persistence matters more than quick wins
• Expanding healthcare access through technology
• Lessons learned from decades of entrepreneurship
• How innovation can improve patient outcomes without losing the human element
Whether you're a business owner, healthcare leader, entrepreneur, or simply interested in how technology is changing healthcare, this conversation offers valuable insights into building solutions that solve real problems.
Learn more about Charlie and VK Digital Health:
🌐 https://www.vkdigitalhealth.com/
💼 https://www.linkedin.com/in/cnahabedian/


Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>3920false19fullhttps://www.spreaker.com/episode/the-most-dangerous-phrase-in-business-it-s-working-fine--73018698"It's working fine."
Sometimes that's true.
Sometimes it's the warning sign you only recognize after something breaks.

In this episode of Stack & Startup Al Fresco, I explore one of the most common mindsets that quietly creates operational risk inside businesses. Whether it's undocumented processes, aging technology, tribal knowledge, or a single employee who "just knows how everything works," these hidden dependencies can become expensive overnight.
This episode isn't really about IT.
It's about operations.
It's about leadership.
And it's about asking a simple question before your business is forced to answer it the hard way.
If you're building a business that you want to grow, sell, or simply sleep better running, this conversation is for you.
Connect with Jason Sherwood
🌐 https://stackandstartup.com
🌐 https://sdtechbaltimore.com
💼 LinkedIn
https://www.linkedin.com/in/jasonsherwood/
If you enjoyed this episode:
👍 Like
💬 Leave a comment
🔔 Subscribe for weekly conversations with entrepreneurs and business leaders plus Al Fresco Fridays, where we explore business, technology, and leadership.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/73018698Fri, 17 Jul 2026 12:00:03 +0000Jason SherwoodEvery business owner has said it. "It's working fine." Sometimes that's true. Sometimes it's the warning sign you only recognize after something breaks. In this episode of Stack & Startup Al Fresco, I explore one of the most common mindsets that..."It's working fine."
Sometimes that's true.
Sometimes it's the warning sign you only recognize after something breaks.

In this episode of Stack & Startup Al Fresco, I explore one of the most common mindsets that quietly creates operational risk inside businesses. Whether it's undocumented processes, aging technology, tribal knowledge, or a single employee who "just knows how everything works," these hidden dependencies can become expensive overnight.
This episode isn't really about IT.
It's about operations.
It's about leadership.
And it's about asking a simple question before your business is forced to answer it the hard way.
If you're building a business that you want to grow, sell, or simply sleep better running, this conversation is for you.
Connect with Jason Sherwood
🌐 https://stackandstartup.com
🌐 https://sdtechbaltimore.com
💼 LinkedIn
https://www.linkedin.com/in/jasonsherwood/
If you enjoyed this episode:
👍 Like
💬 Leave a comment
🔔 Subscribe for weekly conversations with entrepreneurs and business leaders plus Al Fresco Fridays, where we explore business, technology, and leadership.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>3144false117fullhttps://www.spreaker.com/episode/innovation-needs-people-not-just-ai-dowdy-jackson-phd--72956673In this episode of Stack & Startup, Jason Sherwood sits down with Dowdy Jackson, PhD, Chief Scientific Officer at Antigenix Therapeutics, to discuss entrepreneurship, innovation, biotechnology, and how AI is being used to accelerate meaningful research instead of simply automating routine work.
Rather than replacing people, AI has the potential to help researchers move faster, discover more, and focus on solving some of healthcare's biggest challenges.
In this conversation we discuss:
• Entrepreneurship and building innovative companies
• AI as a practical research tool
• Biotechnology and cancer research
• Leadership and innovation
• Bringing new therapies to market
• The future of AI in scientific discovery
• Why people remain at the center of innovation
Innovation has never been about technology alone. It's about giving talented people better tools to solve meaningful problems.
Guest: Dowdy Jackson, PhD
🌐 https://www.antigenixthera.com/
🌐 https://www.jackson-consulting-group.com/
LinkedIn: https://www.linkedin.com/in/dowdy-jackson-aa167a4/
Stack & Startup shares the hidden stories of Maryland business leaders, entrepreneurs, and innovators.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/72956673Tue, 14 Jul 2026 12:00:03 +0000Jason SherwoodFor years we've heard that artificial intelligence would transform the way we work. But what does that actually look like in the real world? In this episode of Stack & Startup, Jason Sherwood sits down with Dowdy Jackson, PhD, Chief Scientific...In this episode of Stack & Startup, Jason Sherwood sits down with Dowdy Jackson, PhD, Chief Scientific Officer at Antigenix Therapeutics, to discuss entrepreneurship, innovation, biotechnology, and how AI is being used to accelerate meaningful research instead of simply automating routine work.
Rather than replacing people, AI has the potential to help researchers move faster, discover more, and focus on solving some of healthcare's biggest challenges.
In this conversation we discuss:
• Entrepreneurship and building innovative companies
• AI as a practical research tool
• Biotechnology and cancer research
• Leadership and innovation
• Bringing new therapies to market
• The future of AI in scientific discovery
• Why people remain at the center of innovation
Innovation has never been about technology alone. It's about giving talented people better tools to solve meaningful problems.
Guest: Dowdy Jackson, PhD
🌐 https://www.antigenixthera.com/
🌐 https://www.jackson-consulting-group.com/
LinkedIn: https://www.linkedin.com/in/dowdy-jackson-aa167a4/
Stack & Startup shares the hidden stories of Maryland business leaders, entrepreneurs, and innovators.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>3540false18fullhttps://www.spreaker.com/episode/al-fresco-prepare-your-business-for-growth--72903467In this episode of Stack & Startup – Al Fresco, Jason Sherwood discusses one of the biggest challenges facing growing businesses: knowing when it's time to move beyond "good enough" technology and begin building systems that support long-term success.
Whether it's networking, cybersecurity, cloud services, automation, or operational processes, growth shouldn't mean constant friction. Technology should remove obstacles—not create them.
In this episode:
• Why growing businesses eventually outgrow their original technology
• Common bottlenecks that hold companies back
• Planning infrastructure before problems appear
• Balancing cost with long-term value
• Building technology that scales alongside your business
• Why strategic IT decisions matter more than ever
Technology isn't just something you buy—it's an investment in how efficiently your business can grow.
If you're a Maryland business owner looking to build a stronger technology foundation, I'd love to connect.
🌐 https://sdtechbaltimore.com
Subscribe for more conversations about entrepreneurship, technology, cybersecurity, and the hidden stories of Maryland business.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/72903467Fri, 10 Jul 2026 12:00:03 +0000Jason SherwoodGrowing a business is exciting—until the technology that helped you get started begins slowing you down. In this episode of Stack & Startup – Al Fresco, Jason Sherwood discusses one of the biggest challenges facing growing businesses: knowing when...In this episode of Stack & Startup – Al Fresco, Jason Sherwood discusses one of the biggest challenges facing growing businesses: knowing when it's time to move beyond "good enough" technology and begin building systems that support long-term success.
Whether it's networking, cybersecurity, cloud services, automation, or operational processes, growth shouldn't mean constant friction. Technology should remove obstacles—not create them.
In this episode:
• Why growing businesses eventually outgrow their original technology
• Common bottlenecks that hold companies back
• Planning infrastructure before problems appear
• Balancing cost with long-term value
• Building technology that scales alongside your business
• Why strategic IT decisions matter more than ever
Technology isn't just something you buy—it's an investment in how efficiently your business can grow.
If you're a Maryland business owner looking to build a stronger technology foundation, I'd love to connect.
🌐 https://sdtechbaltimore.com
Subscribe for more conversations about entrepreneurship, technology, cybersecurity, and the hidden stories of Maryland business.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>2242baltimore,business,cybersecurity,entrepreneur,entrepreneurship,growth,it,maryland,networking,operations,podcast,scaling,strategy,talking,technologyfalse116fullhttps://www.spreaker.com/episode/how-ai-is-changing-healthcare-without-replacing-doctors-dr-mikel-daniels--72845625In this episode of Stack & Startup, Jason Sherwood sits down with Dr. Mikel Daniels of WeTreatFeet Podiatry and The Podiatry Voice to discuss how AI, documentation, cybersecurity, HIPAA, trust, and human care all collide inside a modern medical practice.
We discuss:
• How AI is changing medical documentation
• Why healthcare technology still needs human review
• The risks and limits of AI in patient communication
• Cybersecurity and HIPAA in real-world medical practices
• Why trust matters in healthcare and business
• How AI helps with marketing, operations, and accessibility
• Why the human element still matters as technology advances
This conversation is not just about healthcare. It is about what business leaders can learn from one of the most regulated, high-trust industries in the world.
Guest: Dr. Mikel Daniels
WeTreatFeet Podiatry: https://wetreatfeetpodiatry.com/
LinkedIn: https://www.linkedin.com/in/drmikeldaniels/
Stack & Startup explores business, technology, leadership, and the people building across Maryland.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/72845625Tue, 07 Jul 2026 12:00:03 +0000Jason SherwoodHealthcare is one of the most human industries in the world, but behind every patient visit is a system most people never see. In this episode of Stack & Startup, Jason Sherwood sits down with Dr. Mikel Daniels of WeTreatFeet Podiatry and The...In this episode of Stack & Startup, Jason Sherwood sits down with Dr. Mikel Daniels of WeTreatFeet Podiatry and The Podiatry Voice to discuss how AI, documentation, cybersecurity, HIPAA, trust, and human care all collide inside a modern medical practice.
We discuss:
• How AI is changing medical documentation
• Why healthcare technology still needs human review
• The risks and limits of AI in patient communication
• Cybersecurity and HIPAA in real-world medical practices
• Why trust matters in healthcare and business
• How AI helps with marketing, operations, and accessibility
• Why the human element still matters as technology advances
This conversation is not just about healthcare. It is about what business leaders can learn from one of the most regulated, high-trust industries in the world.
Guest: Dr. Mikel Daniels
WeTreatFeet Podiatry: https://wetreatfeetpodiatry.com/
LinkedIn: https://www.linkedin.com/in/drmikeldaniels/
Stack & Startup explores business, technology, leadership, and the people building across Maryland.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>3532false17fullhttps://www.spreaker.com/episode/ai-is-already-in-your-business-are-you-governing-it--72793893Maybe it's helping write emails.
Maybe it's summarizing notes.
Maybe it's drafting proposals.
Maybe it's creating marketing content.
The question is no longer whether businesses should use AI.
The question is whether businesses are governing it intentionally.
In the first episode of a new monthly AI series, Jason Sherwood explores practical AI governance for small and midsize businesses, including acceptable use, data boundaries, verification, accountability, and why banning AI outright is rarely the answer.
Topics include:
• Why AI adoption usually starts with employees
• The hidden risks of unmanaged AI use
• AI governance for small businesses
• Acceptable use policies
• Human accountability
• Data protection
• Verification and review
• Practical leadership strategies
Whether you're a business owner, manager, IT professional, or entrepreneur, this episode provides a practical framework for using AI responsibly while protecting your business.
Stack & Startup explores business, technology, leadership, and the people building the future of Maryland business.
Patreon:
https://patreon.com/stackandstartup

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/72793893Fri, 03 Jul 2026 12:00:03 +0000Jason SherwoodIf your business has more than a handful of employees, there is a good chance AI is already being used somewhere inside your organization. Maybe it's helping write emails. Maybe it's summarizing notes. Maybe it's drafting proposals. Maybe it's...Maybe it's helping write emails.
Maybe it's summarizing notes.
Maybe it's drafting proposals.
Maybe it's creating marketing content.
The question is no longer whether businesses should use AI.
The question is whether businesses are governing it intentionally.
In the first episode of a new monthly AI series, Jason Sherwood explores practical AI governance for small and midsize businesses, including acceptable use, data boundaries, verification, accountability, and why banning AI outright is rarely the answer.
Topics include:
• Why AI adoption usually starts with employees
• The hidden risks of unmanaged AI use
• AI governance for small businesses
• Acceptable use policies
• Human accountability
• Data protection
• Verification and review
• Practical leadership strategies
Whether you're a business owner, manager, IT professional, or entrepreneur, this episode provides a practical framework for using AI responsibly while protecting your business.
Stack & Startup explores business, technology, leadership, and the people building the future of Maryland business.
Patreon:
https://patreon.com/stackandstartup

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>1146ai,aigovernance,aiinbusiness,aipeadership,aisecurity,aistrategy,alfresco,baltimorebusiness,businesspodcast,businesstechnology,cybersecurity,maryalndbusiness,productivityfalse115fullhttps://www.spreaker.com/episode/why-great-ideas-fail-without-execution-phil-parsons--72731489They fail because execution is harder than inspiration.
In this episode of Stack & Startup, Jason Sherwood sits down with Phil Parsons of KP Homescapes to discuss the systems, discipline, and leadership required to consistently turn ideas into finished results.
From engineering and Department of Defense work to construction leadership and AI-driven workflows, Phil shares lessons learned from building projects, teams, and businesses through repeatable systems rather than relying on motivation alone.
Topics include:
• Why great ideas often fail
• Execution versus inspiration
• Project management and accountability
• AI and responsible technology adoption
• Leadership and delegation
• Building systems that scale
• Construction, operations, and precision
• Maintaining the human element in an AI world
Whether you run a business, manage projects, lead teams, or simply want to become more effective, this conversation offers practical lessons that apply far beyond construction.
Guest:
Phil Parsons
KP Homescapes
Website:
https://kphomescapes.com/
LinkedIn:
https://www.linkedin.com/in/phil-parsons-17870850/
Stack & Startup explores entrepreneurship, technology, leadership, and the people building businesses across Maryland.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/72731489Tue, 30 Jun 2026 12:00:03 +0000Jason SherwoodMost people do not fail because they lack ideas. They fail because execution is harder than inspiration. In this episode of Stack & Startup, Jason Sherwood sits down with Phil Parsons of KP Homescapes to discuss the systems, discipline, and...They fail because execution is harder than inspiration.
In this episode of Stack & Startup, Jason Sherwood sits down with Phil Parsons of KP Homescapes to discuss the systems, discipline, and leadership required to consistently turn ideas into finished results.
From engineering and Department of Defense work to construction leadership and AI-driven workflows, Phil shares lessons learned from building projects, teams, and businesses through repeatable systems rather than relying on motivation alone.
Topics include:
• Why great ideas often fail
• Execution versus inspiration
• Project management and accountability
• AI and responsible technology adoption
• Leadership and delegation
• Building systems that scale
• Construction, operations, and precision
• Maintaining the human element in an AI world
Whether you run a business, manage projects, lead teams, or simply want to become more effective, this conversation offers practical lessons that apply far beyond construction.
Guest:
Phil Parsons
KP Homescapes
Website:
https://kphomescapes.com/
LinkedIn:
https://www.linkedin.com/in/phil-parsons-17870850/
Stack & Startup explores entrepreneurship, technology, leadership, and the people building businesses across Maryland.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>2780baltimorebusiness,marylandbusiness,stackandstartupfalse16fullhttps://www.spreaker.com/episode/could-your-business-survive-losing-everything--72696399Not just one file.
Not just one computer.
Everything.
In this episode of Stack & Startup: Al Fresco, Jason Sherwood walks through the real-world business impact of catastrophic data loss and why preparation—not panic—is what separates disruption from disaster.
Topics include:
• What "losing everything" actually means
• The critical first 24 hours after data loss
• Operational and financial consequences
• Why backups fail when they are never tested
• Recovery planning and business resilience
• Cyber insurance and risk mitigation
• Practical steps every business owner should understand
Data loss is not just an IT problem.
It is a business continuity problem.
If your business depends on data—and every business does—this episode is for you.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/72696399Fri, 26 Jun 2026 12:00:06 +0000Jason SherwoodWhat would actually happen if your business lost all of its data tomorrow? Not just one file. Not just one computer. Everything. In this episode of Stack & Startup: Al Fresco, Jason Sherwood walks through the real-world business impact of...Not just one file.
Not just one computer.
Everything.
In this episode of Stack & Startup: Al Fresco, Jason Sherwood walks through the real-world business impact of catastrophic data loss and why preparation—not panic—is what separates disruption from disaster.
Topics include:
• What "losing everything" actually means
• The critical first 24 hours after data loss
• Operational and financial consequences
• Why backups fail when they are never tested
• Recovery planning and business resilience
• Cyber insurance and risk mitigation
• Practical steps every business owner should understand
Data loss is not just an IT problem.
It is a business continuity problem.
If your business depends on data—and every business does—this episode is for you.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>704false114fullhttps://www.spreaker.com/episode/why-relationships-still-matter-in-business-andy-kobus--72624925But most people treat relationships like a tactic.
A follow-up email.
A LinkedIn connection.
A networking event.
A stack of business cards.
In this episode of Stack & Startup Baltimore, I sit down with Andy Kobus of United Rentals to discuss what actually creates trust, how reputation compounds over time, and why genuine relationships still outperform automation in business.
Andy serves on multiple nonprofit boards throughout the Baltimore region and has built a reputation as one of the area's most respected business connectors. Together we explore networking, leadership, emotional intelligence, mental health awareness, community involvement, authenticity, and the long-term value of showing up consistently for people.
If you are a business owner, entrepreneur, sales professional, or community leader, this conversation offers practical insight into building trust that lasts.
Topics discussed:
• Why relationships still outperform automation
• The difference between networking and trust-building
• How reputation compounds over time
• Emotional intelligence in leadership
• Collaboration versus competition
• Building stronger business communities
• Mental health and leadership
• Authenticity with accountability
• Why trust remains a competitive advantage
Connect with Andy Kobus:
LinkedIn: https://www.linkedin.com
Subscribe for more conversations with Baltimore business leaders, founders, creators, and entrepreneurs.
Support the show:
https://patreon.com/stackandstartup

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/72624925Tue, 23 Jun 2026 12:00:03 +0000Jason SherwoodEverybody says relationships matter in business. But most people treat relationships like a tactic. A follow-up email. A LinkedIn connection. A networking event. A stack of business cards. In this episode of Stack & Startup Baltimore, I sit down...But most people treat relationships like a tactic.
A follow-up email.
A LinkedIn connection.
A networking event.
A stack of business cards.
In this episode of Stack & Startup Baltimore, I sit down with Andy Kobus of United Rentals to discuss what actually creates trust, how reputation compounds over time, and why genuine relationships still outperform automation in business.
Andy serves on multiple nonprofit boards throughout the Baltimore region and has built a reputation as one of the area's most respected business connectors. Together we explore networking, leadership, emotional intelligence, mental health awareness, community involvement, authenticity, and the long-term value of showing up consistently for people.
If you are a business owner, entrepreneur, sales professional, or community leader, this conversation offers practical insight into building trust that lasts.
Topics discussed:
• Why relationships still outperform automation
• The difference between networking and trust-building
• How reputation compounds over time
• Emotional intelligence in leadership
• Collaboration versus competition
• Building stronger business communities
• Mental health and leadership
• Authenticity with accountability
• Why trust remains a competitive advantage
Connect with Andy Kobus:
LinkedIn: https://www.linkedin.com
Subscribe for more conversations with Baltimore business leaders, founders, creators, and entrepreneurs.
Support the show:
https://patreon.com/stackandstartup

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>4370baltimorebusiness,businessleadership,businesspodcast,entrepreneurship,networkingfalse15fullhttps://www.spreaker.com/episode/how-to-know-if-your-business-is-one-cyberattack-away-from-shutdown--72567107Until it happens.
In this episode of Stack & Startup: Al Fresco, Jason Sherwood explores a simple but important question:
How close is your business to a major disruption?
Drawing on industry research, real-world experience, and practical cybersecurity principles, this episode walks through five warning signs that your organization may be more vulnerable than you realize.
Topics include:
• Tested backups and disaster recovery
• Multi-factor authentication (MFA)
• Patch management and system updates
• Incident response planning
• Visibility into your environment
• The hidden risks many businesses overlook
• How to evaluate your cyber resilience
Cybersecurity is not about eliminating risk.
It is about reducing exposure and improving recovery when something eventually goes wrong.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/72567107Fri, 19 Jun 2026 12:00:02 +0000Jason SherwoodMost business owners think a cyberattack is unlikely. Until it happens. In this episode of Stack & Startup: Al Fresco, Jason Sherwood explores a simple but important question: How close is your business to a major disruption? Drawing on industry...Until it happens.
In this episode of Stack & Startup: Al Fresco, Jason Sherwood explores a simple but important question:
How close is your business to a major disruption?
Drawing on industry research, real-world experience, and practical cybersecurity principles, this episode walks through five warning signs that your organization may be more vulnerable than you realize.
Topics include:
• Tested backups and disaster recovery
• Multi-factor authentication (MFA)
• Patch management and system updates
• Incident response planning
• Visibility into your environment
• The hidden risks many businesses overlook
• How to evaluate your cyber resilience
Cybersecurity is not about eliminating risk.
It is about reducing exposure and improving recovery when something eventually goes wrong.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>650baltimorebusiness,cybersecurity,diasterrecovery,entrepreneurship,marylaandbusinessfalse113fullhttps://www.spreaker.com/episode/stack-and-startup-interview-crystal-baze-barney-cpa--72515368They run out of visibility.
In this episode of Stack & Startup Baltimore, I sit down with Crystal Baze Barney, CPA and founder of Journey Business Accounting, to discuss sustainable growth, financial visibility, modern business systems, leadership, technology, and what really happens when a company grows faster than its infrastructure.
We talk about:
• Why many business owners are flying blind
• The relationship between systems and sustainable growth
• Why more revenue can create more stress
• The difference between accounting and finance
• Technology, AI, automation, and modern business operations
• Why millennials may be uniquely positioned between analog and digital business worlds
• The biggest mistakes growing businesses make
Whether you are a founder, entrepreneur, operator, or small business owner, this conversation offers practical insights into building a business that can grow without creating chaos.
Connect with Crystal Baze Barney:
Website: https://www.jbamd.com
Journey Business Accounting
Stack & Startup Baltimore explores the realities of building businesses, careers, technology, and ideas throughout Baltimore and Maryland.
Subscribe for conversations with founders, operators, creators, and business leaders.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/72515368Tue, 16 Jun 2026 12:00:02 +0000Jason SherwoodMost business owners do not run out of ambition. They run out of visibility. In this episode of Stack & Startup Baltimore, I sit down with Crystal Baze Barney, CPA and founder of Journey Business Accounting, to discuss sustainable growth,...They run out of visibility.
In this episode of Stack & Startup Baltimore, I sit down with Crystal Baze Barney, CPA and founder of Journey Business Accounting, to discuss sustainable growth, financial visibility, modern business systems, leadership, technology, and what really happens when a company grows faster than its infrastructure.
We talk about:
• Why many business owners are flying blind
• The relationship between systems and sustainable growth
• Why more revenue can create more stress
• The difference between accounting and finance
• Technology, AI, automation, and modern business operations
• Why millennials may be uniquely positioned between analog and digital business worlds
• The biggest mistakes growing businesses make
Whether you are a founder, entrepreneur, operator, or small business owner, this conversation offers practical insights into building a business that can grow without creating chaos.
Connect with Crystal Baze Barney:
Website: https://www.jbamd.com
Journey Business Accounting
Stack & Startup Baltimore explores the realities of building businesses, careers, technology, and ideas throughout Baltimore and Maryland.
Subscribe for conversations with founders, operators, creators, and business leaders.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>3806baltimorebusiness,cpa,crystalbaze,marylandbusinessfalse14fullhttps://www.spreaker.com/episode/if-your-backups-aren-t-tested-they-don-t-exist--72404271Far fewer know whether those backups actually work.
In this episode of Stack & Startup: Al Fresco, we discuss one of the most overlooked risks in business technology: untested backups.
Because a backup is not about storage.
It is about recovery.
We cover:
• Why successful backup reports can create a false sense of security
• The most common reasons backups fail
• What happens when recovery is needed and systems cannot be restored
• Ransomware recovery challenges
• Downtime costs and operational disruption
• Why testing matters more than most businesses realize
• Practical steps every organization should take to validate backup systems
The goal is not simply having backups.
The goal is knowing they will work when you need them.
---
📊 Sources:
Veeam Data Protection Report
https://www.veeam.com
Datto Global State of the Channel Ransomware Report
https://www.datto.com
National Archives & Records Administration (NARA)
https://www.archives.gov
ITIC / Statista Downtime Research
https://www.statista.com
---
Stack & Startup: Al Fresco explores business growth, technology strategy, leadership, and the systems that help organizations scale effectively.
Subscribe for weekly conversations around business, technology, and growth.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/72404271Fri, 12 Jun 2026 12:00:02 +0000Jason SherwoodMost businesses believe they have backups. Far fewer know whether those backups actually work. In this episode of Stack & Startup: Al Fresco, we discuss one of the most overlooked risks in business technology: untested backups. Because a backup is...Far fewer know whether those backups actually work.
In this episode of Stack & Startup: Al Fresco, we discuss one of the most overlooked risks in business technology: untested backups.
Because a backup is not about storage.
It is about recovery.
We cover:
• Why successful backup reports can create a false sense of security
• The most common reasons backups fail
• What happens when recovery is needed and systems cannot be restored
• Ransomware recovery challenges
• Downtime costs and operational disruption
• Why testing matters more than most businesses realize
• Practical steps every organization should take to validate backup systems
The goal is not simply having backups.
The goal is knowing they will work when you need them.
---
📊 Sources:
Veeam Data Protection Report
https://www.veeam.com
Datto Global State of the Channel Ransomware Report
https://www.datto.com
National Archives & Records Administration (NARA)
https://www.archives.gov
ITIC / Statista Downtime Research
https://www.statista.com
---
Stack & Startup: Al Fresco explores business growth, technology strategy, leadership, and the systems that help organizations scale effectively.
Subscribe for weekly conversations around business, technology, and growth.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>734baltimorebusiness,businesscontinuity,cybersecurity,dataprotection,marylandbusiness,smallbusiness,stackandstartupfalse112fullhttps://www.spreaker.com/episode/most-legal-problems-start-as-business-problems-shavon-smith--72433425According to attorney Shavon Smith, they usually start much earlier.
In this episode of Stack & Startup Baltimore, Jason Sherwood sits down with Shavon J. Smith of The SJS Law Firm to discuss why legal issues often begin as operational issues, contract gaps, documentation failures, and communication breakdowns.
We discuss:
• Why founders wait too long to involve legal counsel
• Partnership agreements and business risk
• Contracts, documentation, and dispute prevention
• Operational systems that reduce legal exposure
• Scaling a business without creating unnecessary risk
• AI, technology, and legal workflows
• Building a stronger business foundation before problems appear
Whether you are a founder, entrepreneur, consultant, or small business owner, this conversation offers practical insights into protecting your business before expensive problems arise.
Connect with Shavon Smith:
Website:
https://www.thesjslawfirm.com/
LinkedIn:
https://www.linkedin.com/in/shavon-j-smith-1115051/
Stack & Startup Baltimore explores the people, businesses, technology, and ideas shaping Baltimore and Maryland's business community.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/72433425Tue, 09 Jun 2026 08:54:44 +0000Jason SherwoodMost business owners think legal problems start in a courtroom. According to attorney Shavon Smith, they usually start much earlier. In this episode of Stack & Startup Baltimore, Jason Sherwood sits down with Shavon J. Smith of The SJS Law Firm to...According to attorney Shavon Smith, they usually start much earlier.
In this episode of Stack & Startup Baltimore, Jason Sherwood sits down with Shavon J. Smith of The SJS Law Firm to discuss why legal issues often begin as operational issues, contract gaps, documentation failures, and communication breakdowns.
We discuss:
• Why founders wait too long to involve legal counsel
• Partnership agreements and business risk
• Contracts, documentation, and dispute prevention
• Operational systems that reduce legal exposure
• Scaling a business without creating unnecessary risk
• AI, technology, and legal workflows
• Building a stronger business foundation before problems appear
Whether you are a founder, entrepreneur, consultant, or small business owner, this conversation offers practical insights into protecting your business before expensive problems arise.
Connect with Shavon Smith:
Website:
https://www.thesjslawfirm.com/
LinkedIn:
https://www.linkedin.com/in/shavon-j-smith-1115051/
Stack & Startup Baltimore explores the people, businesses, technology, and ideas shaping Baltimore and Maryland's business community.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>2361entrepreneurship,marylandbusiness,smallbusiness,stackandstartupfalse13fullhttps://www.spreaker.com/episode/cloud-vs-local-servers-what-actually-makes-sense-in-2026--72343846Everyone seems to have an opinion about cloud computing.
Some people say everything belongs in the cloud. Others insist that local servers are still the better option.
The truth is more complicated.
In this episode of Stack & Startup: Al Fresco, we break down the real advantages and disadvantages of cloud infrastructure, local servers, and hybrid environments so business owners can make smarter technology decisions.
Because the question is not:
"Cloud or Local?"
The real question is:
"What best aligns with the needs of the business?"
We discuss:
• Cloud computing advantages and disadvantages
• Local server advantages and disadvantages
• Hybrid infrastructure models
• Security considerations
• Scalability and cost concerns
• Performance requirements
• Business continuity planning
• How to choose the right infrastructure strategy
The smartest technology decisions are not based on trends.
They are based on alignment.
📍 Stack & Startup: Al Fresco
Weekly conversations about business growth, leadership, technology, and operational strategy.
🔔 Subscribe for more business and technology insights.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/72343846Fri, 05 Jun 2026 12:00:02 +0000Jason SherwoodCloud vs Local: Which Is Better for Your Business? Everyone seems to have an opinion about cloud computing. Some people say everything belongs in the cloud. Others insist that local servers are still the better option. The truth is more complicated....Everyone seems to have an opinion about cloud computing.
Some people say everything belongs in the cloud. Others insist that local servers are still the better option.
The truth is more complicated.
In this episode of Stack & Startup: Al Fresco, we break down the real advantages and disadvantages of cloud infrastructure, local servers, and hybrid environments so business owners can make smarter technology decisions.
Because the question is not:
"Cloud or Local?"
The real question is:
"What best aligns with the needs of the business?"
We discuss:
• Cloud computing advantages and disadvantages
• Local server advantages and disadvantages
• Hybrid infrastructure models
• Security considerations
• Scalability and cost concerns
• Performance requirements
• Business continuity planning
• How to choose the right infrastructure strategy
The smartest technology decisions are not based on trends.
They are based on alignment.
📍 Stack & Startup: Al Fresco
Weekly conversations about business growth, leadership, technology, and operational strategy.
🔔 Subscribe for more business and technology insights.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>850businesssystems,businesstechnology,cloudcomputing,cloudvslocal,entrepreneurship,itstrategy,managedit,smallbusinessitfalse111fullhttps://www.spreaker.com/episode/what-an-msp-actually-does-and-why-businesses-wait-too-long--72159380The smartest one is not.
In this episode of *Stack & Startup: Al Fresco*, we break down the difference between cheap IT, overbuilt IT, and intentionally designed systems that actually fit the business they support.
Because technology decisions are not just about cost.
They are about:
• operational friction
• scalability
• reliability
• security
• and long-term impact
We talk about:
• why cheap systems become expensive over time
• the hidden cost of operational friction
• overengineered environments
• reactive vs intentional decision-making
• cybersecurity risks
• and how businesses can make smarter technology decisions without overspending
The goal is not the cheapest system.
And it is not the most advanced system.
It is the system that actually fits your business.
---
📊 **Sources:**
• IDC – Business inefficiency research
https://www.idc.com/
• McKinsey – Workplace inefficiency studies
https://www.mckinsey.com/
• Verizon DBIR – Cybersecurity and breach reporting
https://www.verizon.com/business/resources/reports/dbir/
• CompTIA – IT workforce and support trends
https://www.comptia.org/
---
📍 **Series: Stack & Startup: Al Fresco**
This channel focuses on business systems, operational thinking, leadership, and technology strategy for growing businesses.
🔔 Subscribe for weekly insights around business, systems, and growth:
https://www.youtube.com/@StackStartupBaltimore
---

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/72159380Fri, 29 May 2026 12:00:02 +0000Jason SherwoodThe cheapest IT setup is easy to find. The smartest one is not. In this episode of *Stack & Startup: Al Fresco*, we break down the difference between cheap IT, overbuilt IT, and intentionally designed systems that actually fit the business they...The smartest one is not.
In this episode of *Stack & Startup: Al Fresco*, we break down the difference between cheap IT, overbuilt IT, and intentionally designed systems that actually fit the business they support.
Because technology decisions are not just about cost.
They are about:
• operational friction
• scalability
• reliability
• security
• and long-term impact
We talk about:
• why cheap systems become expensive over time
• the hidden cost of operational friction
• overengineered environments
• reactive vs intentional decision-making
• cybersecurity risks
• and how businesses can make smarter technology decisions without overspending
The goal is not the cheapest system.
And it is not the most advanced system.
It is the system that actually fits your business.
---
📊 **Sources:**
• IDC – Business inefficiency research
https://www.idc.com/
• McKinsey – Workplace inefficiency studies
https://www.mckinsey.com/
• Verizon DBIR – Cybersecurity and breach reporting
https://www.verizon.com/business/resources/reports/dbir/
• CompTIA – IT workforce and support trends
https://www.comptia.org/
---
📍 **Series: Stack & Startup: Al Fresco**
This channel focuses on business systems, operational thinking, leadership, and technology strategy for growing businesses.
🔔 Subscribe for weekly insights around business, systems, and growth:
https://www.youtube.com/@StackStartupBaltimore
---

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>860baltimorebusiness,businessgrowth,businesssystems,cybersecurity,entrepreneurship,itstrategy,marylandbusiness,smallbusiness,technologystgrategyfalse110fullhttps://www.spreaker.com/episode/most-businesses-build-the-wrong-it-systems--72107002
They are about: 
• operational friction 
• scalability 
• reliability 
• security 
• and long-term impact 

We talk about: 
• why cheap systems become expensive over time 
• the hidden cost of operational friction 
• overengineered environments 
• reactive vs intentional decision-making 
• cybersecurity risks 
• and how businesses can make smarter technology decisions without overspending The goal is not the cheapest system. And it is not the most advanced system. It is the system that actually fits your business. --- 

📊 **Sources:** 
• IDC – Business inefficiency research https://www.idc.com/ 
• McKinsey – Workplace inefficiency studies https://www.mckinsey.com/ 
• Verizon DBIR – Cybersecurity and breach reporting https://www.verizon.com/business/resources/reports/dbir/ 
• CompTIA – IT workforce and support trends https://www.comptia.org/ --- 

📍 **Series: Stack & Startup: Al Fresco** 
This channel focuses on business systems, operational thinking, leadership, and technology strategy for growing businesses. 

🔔 Subscribe for weekly insights around business, systems, and growth: https://www.youtube.com/@StackStartupBaltimore ---

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/72107002Fri, 22 May 2026 12:00:02 +0000Jason SherwoodThe cheapest IT setup is easy to find. The smartest one is not. In this episode of *Stack & Startup: Al Fresco*, we break down the difference between cheap IT, overbuilt IT, and intentionally designed systems that actually fit the business they...
They are about: 
• operational friction 
• scalability 
• reliability 
• security 
• and long-term impact 

We talk about: 
• why cheap systems become expensive over time 
• the hidden cost of operational friction 
• overengineered environments 
• reactive vs intentional decision-making 
• cybersecurity risks 
• and how businesses can make smarter technology decisions without overspending The goal is not the cheapest system. And it is not the most advanced system. It is the system that actually fits your business. --- 

📊 **Sources:** 
• IDC – Business inefficiency research https://www.idc.com/ 
• McKinsey – Workplace inefficiency studies https://www.mckinsey.com/ 
• Verizon DBIR – Cybersecurity and breach reporting https://www.verizon.com/business/resources/reports/dbir/ 
• CompTIA – IT workforce and support trends https://www.comptia.org/ --- 

📍 **Series: Stack & Startup: Al Fresco** 
This channel focuses on business systems, operational thinking, leadership, and technology strategy for growing businesses. 

🔔 Subscribe for weekly insights around business, systems, and growth: https://www.youtube.com/@StackStartupBaltimore ---

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>1010baltimorebusiness,businessgrowth,businesssystems,cybersecurity,entrepreneurship,itstartegyu,maryalndbusiness,smallbusiness,technologystrategyfalse19fullhttps://www.spreaker.com/episode/al-fresco-my-it-guy--71987557
”That sounds reassuring.
But it is not a strategy.

In this episode of Stack & Startup: Al Fresco, we break down the hidden risks of relying on a single person to manage your entire IT operation—and why structure matters more than individual capability.

Because the problem is usually not the person.
It is the lack of systems around them.

We talk about:

• single points of failure
• reactive vs proactive IT
• documentation gaps
• burnout
• operational risk
• scalability
• and what a real IT strategy actually looks like

This is not about criticizing internal IT staff, freelancers, or trusted technicians.It is about understanding the difference between:
having support…
and having structure.

📊 Sources:

• Uptime Institute – IT outage and human error reporting
https://uptimeinstitute.com/
• CompTIA – IT workforce specialization trends
https://www.comptia.org/

📍 Series: Stack & Startup: Al FrescoThis channel focuses on business systems, operational thinking, technology strategy, and the real-world decisions behind sustainable growth.

🔔 Subscribe for weekly business and technology insight:
https://www.spreaker.com/podcast/stack-and-startup-baltimore--6877039

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/71987557Fri, 15 May 2026 12:00:02 +0000Jason Sherwood“My IT guy has it handled. ”That sounds reassuring. But it is not a strategy. In this episode of Stack & Startup: Al Fresco, we break down the hidden risks of relying on a single person to manage your entire IT operation—and why structure...
”That sounds reassuring.
But it is not a strategy.

In this episode of Stack & Startup: Al Fresco, we break down the hidden risks of relying on a single person to manage your entire IT operation—and why structure matters more than individual capability.

Because the problem is usually not the person.
It is the lack of systems around them.

We talk about:

• single points of failure
• reactive vs proactive IT
• documentation gaps
• burnout
• operational risk
• scalability
• and what a real IT strategy actually looks like

This is not about criticizing internal IT staff, freelancers, or trusted technicians.It is about understanding the difference between:
having support…
and having structure.

📊 Sources:

• Uptime Institute – IT outage and human error reporting
https://uptimeinstitute.com/
• CompTIA – IT workforce specialization trends
https://www.comptia.org/

📍 Series: Stack & Startup: Al FrescoThis channel focuses on business systems, operational thinking, technology strategy, and the real-world decisions behind sustainable growth.

🔔 Subscribe for weekly business and technology insight:
https://www.spreaker.com/podcast/stack-and-startup-baltimore--6877039

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>789baltimorebusiness,business,businessgrowth,businesssystems,cybersecurity,entrepreneuship,itstrategy,marylandbusiness,msp,smallbusinessfalse18fullhttps://www.spreaker.com/episode/why-right-to-repair-matters-for-every-business--71932138It is about control.Control over your systems.
Control over your costs.
And control over how quickly your business can recover when something breaks.In this episode of Stack & Startup: Al Fresco, we break down what right to repair actually means—and why it has real consequences for business operations, downtime, and long-term flexibility.Because when something fails…
you are either in control of the solution—
or you are waiting on someone else.💡 In this video:
• What “right to repair” actually means
• Why businesses are more dependent on technology than ever
• The hidden costs of restricted repair access
• How downtime, cost, and flexibility are impacted
• Common misconceptions about repair access
• What businesses should consider when choosing systems📍 Series: Stack & Startup: Al FrescoThis channel focuses on real-world business insight and the systems behind growth, decision-making, and long-term performance.🔔 Subscribe for weekly insights and founder-focused content: https://www.youtube.com/@StackStartupBaltimore


Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/71932138Sat, 09 May 2026 00:17:53 +0000Jason SherwoodIf your business relies on technology—then this affects you.Right to repair is not just about fixing devices. It is about control.Control over your systems. Control over your costs. And control over how quickly your business can recover when something...It is about control.Control over your systems.
Control over your costs.
And control over how quickly your business can recover when something breaks.In this episode of Stack & Startup: Al Fresco, we break down what right to repair actually means—and why it has real consequences for business operations, downtime, and long-term flexibility.Because when something fails…
you are either in control of the solution—
or you are waiting on someone else.💡 In this video:
• What “right to repair” actually means
• Why businesses are more dependent on technology than ever
• The hidden costs of restricted repair access
• How downtime, cost, and flexibility are impacted
• Common misconceptions about repair access
• What businesses should consider when choosing systems📍 Series: Stack & Startup: Al FrescoThis channel focuses on real-world business insight and the systems behind growth, decision-making, and long-term performance.🔔 Subscribe for weekly insights and founder-focused content: https://www.youtube.com/@StackStartupBaltimore


Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>824baltimorebusiness,businessgrowth,businesssystems,entrepreneurship,itstrategy,marylandbusiness,righttorepair,smallbusinessfalse17fullhttps://www.spreaker.com/episode/stack-and-startup-outdated-equipment--71759359
They slow it down.

And over time, that becomes expensive.

In this episode of Stack & Startup: Al Fresco, we break down the hidden cost of outdated systems—how small inefficiencies, slow workflows, and disconnected tools quietly reduce performance across your business.

Because the biggest risk is not failure.

It is friction.

💡 In this video:
• What “outdated systems” actually mean
• The hidden costs most businesses do not measure
• Why companies keep systems that no longer serve them
• The long-term impact on growth, efficiency, and risk
• How to identify outdated systems in your own business
• Practical steps to improve without overhauling everything

📊 Sources:
• McKinsey – Workplace productivity and inefficiency
https://www.mckinsey.com/
• CISA – Known exploited vulnerabilities
https://www.cisa.gov/

📍 Series: Stack & Startup: Al FrescoThis channel focuses on real-world business insight and the systems behind growth, decision-making, and long-term performance.
🔔 Subscribe for weekly insights and founder-focused content:
https://www.youtube.com/@StackStartupBaltimore

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/71759359Fri, 01 May 2026 16:00:04 +0000Jason SherwoodOutdated systems do not usually break your business. They slow it down. And over time, that becomes expensive. In this episode of Stack & Startup: Al Fresco, we break down the hidden cost of outdated systems—how small inefficiencies, slow...
They slow it down.

And over time, that becomes expensive.

In this episode of Stack & Startup: Al Fresco, we break down the hidden cost of outdated systems—how small inefficiencies, slow workflows, and disconnected tools quietly reduce performance across your business.

Because the biggest risk is not failure.

It is friction.

💡 In this video:
• What “outdated systems” actually mean
• The hidden costs most businesses do not measure
• Why companies keep systems that no longer serve them
• The long-term impact on growth, efficiency, and risk
• How to identify outdated systems in your own business
• Practical steps to improve without overhauling everything

📊 Sources:
• McKinsey – Workplace productivity and inefficiency
https://www.mckinsey.com/
• CISA – Known exploited vulnerabilities
https://www.cisa.gov/

📍 Series: Stack & Startup: Al FrescoThis channel focuses on real-world business insight and the systems behind growth, decision-making, and long-term performance.
🔔 Subscribe for weekly insights and founder-focused content:
https://www.youtube.com/@StackStartupBaltimore

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>731baltimorebusiness,businessgrowth,businesssystems,cybersecurity,entrepreneuship,itstrategy,marylandbusiness,smallbusinessfalse16fullhttps://www.spreaker.com/episode/why-things-fail-a-materials-scientist-explains-priyanshu-bannerjee--71658453
They start small.
They get missed.
And by the time the damage shows up, the real cause may already be buried.

In this episode of Stack & Startup, I sit down with Priyanshu Banerjee, a materials scientist and project manager at Anderson Materials Evaluation in Columbia, Maryland.

We talk about failure analysis, material testing, bad assumptions, calibration, diagnostic systems, and what businesses can learn from the way scientists investigate why things break.

This conversation goes beyond materials. It is about decision-making, testing assumptions, and building systems that can actually hold up under pressure.

In this episode:
• What failure looks like in materials science
• Why assumptions lead to bad diagnosis
• The cost of misreading a failure
• How testing systems create trust
• Why calibration matters
• Strange real-world lab stories
• What business owners can learn from scientific analysis
• Flexible materials, thermoelectrics, and future technology

Guest:
Priyanshu Banerjee LinkedIn: https://www.linkedin.com/in/p99/
Materials Scientist / Project Manager
Anderson Materials Evaluation

Learn more about Anderson Materials Evaluation:
https://www.andersonmaterials.com/
Mechanical testing services:
https://www.andersonmaterials.com/mechanical-testing/
Analytical testing services:
https://www.andersonmaterials.com/techniques/
Materials and chemical analysis:
https://www.andersonmaterials.com/analytical/

Subscribe for more conversations with business owners, builders, technologists, and experts shaping Baltimore, Maryland, and beyond.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/71658453Mon, 27 Apr 2026 23:51:25 +0000Jason SherwoodMost failures do not start as big problems. They start small. They get missed. And by the time the damage shows up, the real cause may already be buried. In this episode of Stack & Startup, I sit down with Priyanshu Banerjee, a materials...
They start small.
They get missed.
And by the time the damage shows up, the real cause may already be buried.

In this episode of Stack & Startup, I sit down with Priyanshu Banerjee, a materials scientist and project manager at Anderson Materials Evaluation in Columbia, Maryland.

We talk about failure analysis, material testing, bad assumptions, calibration, diagnostic systems, and what businesses can learn from the way scientists investigate why things break.

This conversation goes beyond materials. It is about decision-making, testing assumptions, and building systems that can actually hold up under pressure.

In this episode:
• What failure looks like in materials science
• Why assumptions lead to bad diagnosis
• The cost of misreading a failure
• How testing systems create trust
• Why calibration matters
• Strange real-world lab stories
• What business owners can learn from scientific analysis
• Flexible materials, thermoelectrics, and future technology

Guest:
Priyanshu Banerjee LinkedIn: https://www.linkedin.com/in/p99/
Materials Scientist / Project Manager
Anderson Materials Evaluation

Learn more about Anderson Materials Evaluation:
https://www.andersonmaterials.com/
Mechanical testing services:
https://www.andersonmaterials.com/mechanical-testing/
Analytical testing services:
https://www.andersonmaterials.com/techniques/
Materials and chemical analysis:
https://www.andersonmaterials.com/analytical/

Subscribe for more conversations with business owners, builders, technologists, and experts shaping Baltimore, Maryland, and beyond.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>3386false12fullhttps://www.spreaker.com/episode/stack-and-startup-al-fresco-millennial-advantage--71575419
They are entitled. 
They avoid risk.
They are not built for business.

But when you actually look at the data—that story does not hold.

In this episode of Stack & Startup: Al Fresco, we break down the real advantages millennial founders have in today’s business environment—from adaptability and tech fluency to survival rates and business structure.

If you are building a business right now, this is about understanding the environment you are actually operating in—and how to use it to your advantage.

💡 In this video:
• Why millennials are not a “young” generation anymore
• How economic instability shaped millennial founders
• The structural advantages of tech fluency
• Why millennial businesses show strong survival rates
• The role of purpose, diversity, and adaptability

📊 Sources & Data:
• Kauffman Foundation – Entrepreneurship data https://www.kauffman.org/
• U.S. Census / BLS – Workforce and generational data https://www.bls.gov/
• Federal Reserve – Household debt data https://www.federalreserve.gov/
• Flexera – IT and business efficiency data https://www.flexera.com/

📍 Series: Stack & Startup: Al Fresco This channel is focused on real business insight and the stories behind Baltimore and Maryland entrepreneurs.
🔔 Subscribe for weekly insights and founder conversations: https://www.youtube.com/@StackStartupBaltimore

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/71575419Fri, 24 Apr 2026 16:00:03 +0000Jason SherwoodFor years, the narrative around millennials has been consistent: They are entitled.  They avoid risk. They are not built for business. But when you actually look at the data—that story does not hold. In this episode of Stack & Startup: Al...
They are entitled. 
They avoid risk.
They are not built for business.

But when you actually look at the data—that story does not hold.

In this episode of Stack & Startup: Al Fresco, we break down the real advantages millennial founders have in today’s business environment—from adaptability and tech fluency to survival rates and business structure.

If you are building a business right now, this is about understanding the environment you are actually operating in—and how to use it to your advantage.

💡 In this video:
• Why millennials are not a “young” generation anymore
• How economic instability shaped millennial founders
• The structural advantages of tech fluency
• Why millennial businesses show strong survival rates
• The role of purpose, diversity, and adaptability

📊 Sources & Data:
• Kauffman Foundation – Entrepreneurship data https://www.kauffman.org/
• U.S. Census / BLS – Workforce and generational data https://www.bls.gov/
• Federal Reserve – Household debt data https://www.federalreserve.gov/
• Flexera – IT and business efficiency data https://www.flexera.com/

📍 Series: Stack & Startup: Al Fresco This channel is focused on real business insight and the stories behind Baltimore and Maryland entrepreneurs.
🔔 Subscribe for weekly insights and founder conversations: https://www.youtube.com/@StackStartupBaltimore

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>863baltimorebusiness,businessstrategy,entrepreneurship,foundermindset,marylandbusiness,millennials,startupsfalse15fullhttps://www.spreaker.com/episode/stack-and-startup-al-fresco-3-it-mistakes--71371166
It is not major outages or dramatic failures. It is the small, everyday decisions that quietly create inefficiencies, increase risk, and slow down growth over time.

In this episode of Stack & Startup: Al Fresco, we break down three common IT mistakes that cost businesses money—and what you can do to fix them.

If you are running a business or planning to scale, understanding these issues early can save you time, money, and unnecessary stress.

💡 In this video:
• Why IT problems often go unnoticed
• Mistake #1: Reactive IT environments
• Mistake #2: No clear IT strategy
• Mistake #3: Underinvesting in security
• How these issues impact growth and operations
• Practical steps to start fixing them
📊 Key Stats Mentioned:
• 20–30% revenue lost to inefficiencies (IDC)
• $5,600 per minute of downtime (Gartner)
• Up to 30% software waste (Flexera)
• 43% of cyberattacks target small businesses (Verizon)
• $4.45M average breach cost (IBM)

📍 Series: Stack & Startup: Al Fresco
Real business insight—one topic at a time.

This channel is dedicated to real-world business insight and the stories behind Baltimore and Maryland entrepreneurs.
🔔 Subscribe for weekly insights and founder stories: https://www.youtube.com/@StackStartupBaltimore

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/71371166Fri, 17 Apr 2026 16:00:02 +0000Jason SherwoodMost small businesses are losing money through their IT—just not in obvious ways. It is not major outages or dramatic failures. It is the small, everyday decisions that quietly create inefficiencies, increase risk, and slow down growth over time. In...
It is not major outages or dramatic failures. It is the small, everyday decisions that quietly create inefficiencies, increase risk, and slow down growth over time.

In this episode of Stack & Startup: Al Fresco, we break down three common IT mistakes that cost businesses money—and what you can do to fix them.

If you are running a business or planning to scale, understanding these issues early can save you time, money, and unnecessary stress.

💡 In this video:
• Why IT problems often go unnoticed
• Mistake #1: Reactive IT environments
• Mistake #2: No clear IT strategy
• Mistake #3: Underinvesting in security
• How these issues impact growth and operations
• Practical steps to start fixing them
📊 Key Stats Mentioned:
• 20–30% revenue lost to inefficiencies (IDC)
• $5,600 per minute of downtime (Gartner)
• Up to 30% software waste (Flexera)
• 43% of cyberattacks target small businesses (Verizon)
• $4.45M average breach cost (IBM)

📍 Series: Stack & Startup: Al Fresco
Real business insight—one topic at a time.

This channel is dedicated to real-world business insight and the stories behind Baltimore and Maryland entrepreneurs.
🔔 Subscribe for weekly insights and founder stories: https://www.youtube.com/@StackStartupBaltimore

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>760baltimorebusiness,businesstechnology,cybersecurity,entrepreneurship,itsupport,marylandbusiness,smallbusiness,startuptipsfalse14fullhttps://www.spreaker.com/episode/stack-and-startup-al-fresco-imposter-syndrome--71133375
Imposter syndrome shows up early for a lot of entrepreneurs. That feeling that you are not ready, not qualified, or somehow “faking it” is more common than most people realize. 

In this episode of Stack & Startup: Al Fresco, we break down what imposter syndrome really is, why it shows up when you are starting something new, and how to move forward even when you feel uncertain.

If you are starting a business, thinking about it, or questioning yourself—this is for you.

This channel is dedicated to real business insight and the stories behind Baltimore and Maryland entrepreneurs.

🔔 Subscribe for weekly insights and founder stories: [INSERT CHANNEL LINK]

💡 In this video:
• What imposter syndrome actually is
• Why it shows up when starting a business
• How self-doubt impacts decision making
• How to move forward despite uncertainty

📍 Series: Stack & Startup: Al Fresco Real business insight—one topic at a time.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/71133375Fri, 10 Apr 2026 16:00:03 +0000Jason SherwoodStarting a business comes with a lot of uncertainty—but one of the biggest challenges isn’t external. It’s internal. Imposter syndrome shows up early for a lot of entrepreneurs. That feeling that you are not ready, not qualified, or somehow “faking...
Imposter syndrome shows up early for a lot of entrepreneurs. That feeling that you are not ready, not qualified, or somehow “faking it” is more common than most people realize. 

In this episode of Stack & Startup: Al Fresco, we break down what imposter syndrome really is, why it shows up when you are starting something new, and how to move forward even when you feel uncertain.

If you are starting a business, thinking about it, or questioning yourself—this is for you.

This channel is dedicated to real business insight and the stories behind Baltimore and Maryland entrepreneurs.

🔔 Subscribe for weekly insights and founder stories: [INSERT CHANNEL LINK]

💡 In this video:
• What imposter syndrome actually is
• Why it shows up when starting a business
• How self-doubt impacts decision making
• How to move forward despite uncertainty

📍 Series: Stack & Startup: Al Fresco Real business insight—one topic at a time.

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>706baltimorebusiness,businessmindset,entrepreneurship,impostersyndrome,marylandbusiness,smallbusiness,startupsfalse13fullhttps://www.spreaker.com/episode/why-starting-a-business-in-a-recession-is-actually-smarter--71141777
In this episode of Stack & Startup: Al Fresco, we break down why tough economic times create unique opportunities for entrepreneurs, how to position yourself for long-term success, and what most people get wrong when they wait for “the perfect time.”

If you are thinking about starting a business, questioning your next move, or trying to navigate uncertainty—this is for you.

This channel is dedicated to telling the real stories behind Baltimore and Maryland businesses—highlighting the people, decisions, and moments that shape them.

🔔 Subscribe for more insights, founder stories, and weekly business breakdowns: https://www.youtube.com/@StackStartupBaltimore/videos

New episodes every Friday at 12:00 PM Eastern.

► Don't like commercials? Become a patron for ad-free content & more: www.patreon.com/stackandstartup
► Podcast versions of the show may be found at: https://www.spreaker.com/podcast/stack-and-startup-baltimore--6877039

Need help with your business technology? I work with Maryland businesses to improve security, reliability, and scalability of their IT systems.
👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting

💡 In this video, we cover:

• Why downturns create opportunity
• The advantage of starting lean
• How competition shifts during uncertainty
• Long-term positioning vs short-term fear

📍 Series: Stack & Startup: Al Fresco A weekly series focused on real, practical insights for building and growing businesses—one topic at a time. 


Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/71141777Mon, 06 Apr 2026 22:39:39 +0000Jason SherwoodStarting a business during an economic downturn might sound risky, but it may actually be one of the smartest moves you can make. In this episode of Stack & Startup: Al Fresco, we break down why tough economic times create unique opportunities...
In this episode of Stack & Startup: Al Fresco, we break down why tough economic times create unique opportunities for entrepreneurs, how to position yourself for long-term success, and what most people get wrong when they wait for “the perfect time.”

If you are thinking about starting a business, questioning your next move, or trying to navigate uncertainty—this is for you.

This channel is dedicated to telling the real stories behind Baltimore and Maryland businesses—highlighting the people, decisions, and moments that shape them.

🔔 Subscribe for more insights, founder stories, and weekly business breakdowns: https://www.youtube.com/@StackStartupBaltimore/videos

New episodes every Friday at 12:00 PM Eastern.

► Don't like commercials? Become a patron for ad-free content & more: www.patreon.com/stackandstartup
► Podcast versions of the show may be found at: https://www.spreaker.com/podcast/stack-and-startup-baltimore--6877039

Need help with your business technology? I work with Maryland businesses to improve security, reliability, and scalability of their IT systems.
👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting

💡 In this video, we cover:

• Why downturns create opportunity
• The advantage of starting lean
• How competition shifts during uncertainty
• Long-term positioning vs short-term fear

📍 Series: Stack & Startup: Al Fresco A weekly series focused on real, practical insights for building and growing businesses—one topic at a time. 


Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>417baltimorebusiness,businessgrowth,entrepreneurship,maryland,marylandbusiness,smallbusiness,startupsfalse12fullhttps://www.spreaker.com/episode/stack-and-startup-al-fresco-the-podcast-method-for-marketing--70794219
Welcome to the first Al Fresco edition of Stack & Startup — where we take business conversations outside and dive deep into a single powerful idea.

In this episode, Jason Sherwood breaks down The Podcast Method for Marketing — a strategic approach to building authority, creating meaningful relationships, and generating real business opportunities through podcasting.

This isn’t about going viral. It’s about building a network, brand, and pipeline the right way.

If you’ve ever wondered how a podcast can become one of your most valuable marketing assets, this episode gives you a clear, practical framework to start using today.

🎯 What You’ll Learn:

• What the “Podcast Method” actually is
• How to use conversations to build business relationships
• Why podcasting is a powerful B2B growth tool
• Turning content into long-term marketing assets
• How to position yourself as a trusted authority in your space

🚀 Perfect For:

Entrepreneurs, MSP owners, consultants, and professionals looking to grow their brand, expand their network, and create consistent opportunities without relying on traditional outbound marketing.

🌿 About Stack & Startup Al Fresco
A solo series by Jason Sherwood focused on breaking down key business, technology, and growth concepts — filmed outside, unscripted in feel, but intentional in value.

👍 If this gave you a new perspective, make sure to like, comment, and subscribe for more episodes.

💬 Drop a comment: Would you start a podcast as part of your marketing strategy?

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/70794219Sat, 21 Mar 2026 18:12:42 +0000Jason Sherwood🌿 Stack & Startup Al Fresco: The Podcast Method for Marketing Welcome to the first Al Fresco edition of Stack & Startup — where we take business conversations outside and dive deep into a single powerful idea. In this episode, Jason Sherwood...
Welcome to the first Al Fresco edition of Stack & Startup — where we take business conversations outside and dive deep into a single powerful idea.

In this episode, Jason Sherwood breaks down The Podcast Method for Marketing — a strategic approach to building authority, creating meaningful relationships, and generating real business opportunities through podcasting.

This isn’t about going viral. It’s about building a network, brand, and pipeline the right way.

If you’ve ever wondered how a podcast can become one of your most valuable marketing assets, this episode gives you a clear, practical framework to start using today.

🎯 What You’ll Learn:

• What the “Podcast Method” actually is
• How to use conversations to build business relationships
• Why podcasting is a powerful B2B growth tool
• Turning content into long-term marketing assets
• How to position yourself as a trusted authority in your space

🚀 Perfect For:

Entrepreneurs, MSP owners, consultants, and professionals looking to grow their brand, expand their network, and create consistent opportunities without relying on traditional outbound marketing.

🌿 About Stack & Startup Al Fresco
A solo series by Jason Sherwood focused on breaking down key business, technology, and growth concepts — filmed outside, unscripted in feel, but intentional in value.

👍 If this gave you a new perspective, make sure to like, comment, and subscribe for more episodes.

💬 Drop a comment: Would you start a podcast as part of your marketing strategy?

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>391b2bmarketing,businessgrowth,contentstrategy,entrepreneurship,msp,podcastmarketing,stackandstartupfalse11fullhttps://www.spreaker.com/episode/stack-and-startup-s01e01-kathleen-sherrill--70558552Jason Sherwood - https://www.linkedin.com/in/jason-m-sherwood/
Kathleen Sherrill - https://www.linkedin.com/in/kathleen-sherrill-sp-arch-inc/

📌 Project Management with Kathleen Sherrill Dive into this practical and insightful session on project management with Kathleen Sherrill — perfect for students, professionals, and anyone looking to sharpen their planning, execution, and leadership skills! From defining clear goals to managing risks and building high-performing teams, Kathleen breaks down the core frameworks and best practices you need to succeed in any project environment. Whether you’re new to project management or seeking strategies to elevate your workflow, this video offers real-world guidance and actionable takeaways.

🌟 What You’ll Learn: 
• Key stages of project planning and execution
• Effective prioritization and task management
• Tools and techniques for managing risk and change
• Tips for leading teams and delivering results on time

🎯 Who Is This For?
Beginners, aspiring project managers, business leaders, and anyone interested in improving efficiency and outcomes in their work or personal projects!

👍 Like, Comment & Subscribe if you found this session valuable — and hit the bell 🔔 so you never miss future insights!
#ProjectManagement #Leadership #businessskillstraining 00:00 - Introduction to Project Management Challenges 01:15 - The Critical Role of Communication 03:38 - Experience vs. Certification in Project Management 06:03 - Coordination and Early Planning 09:41 - Challenges in Older and Historic Buildings 13:52 - Benefits of Raised Floor Systems 15:17 - Logistics and Supply Chain Management 18:42 - Technology, Automation, and Future-Proofing 24:36 - Aesthetics, Craftsmanship, and Modern Design 32:41 - Infrastructure for Technology: Cabling and Wireless 38:43 - Evolution of Building Technology and Automation 45:01 - Privacy and Ethics in Smart Technology 49:23 - The Character and History of Baltimore 57:01 - Maryland's Diverse Identity and History 01:06:03 - Restoration, History, and Moving Forward 01:12:52 - Closing Thoughts on Maryland's Potential

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>https://api.spreaker.com/episode/70558552Tue, 10 Mar 2026 16:00:03 +0000Jason SherwoodConnect With Us On LinkedIn Jason Sherwood - https://www.linkedin.com/in/jason-m-sherwood/ Kathleen Sherrill - https://www.linkedin.com/in/kathleen-sherrill-sp-arch-inc/ 📌 Project Management with Kathleen Sherrill Dive into this practical and...Jason Sherwood - https://www.linkedin.com/in/jason-m-sherwood/
Kathleen Sherrill - https://www.linkedin.com/in/kathleen-sherrill-sp-arch-inc/

📌 Project Management with Kathleen Sherrill Dive into this practical and insightful session on project management with Kathleen Sherrill — perfect for students, professionals, and anyone looking to sharpen their planning, execution, and leadership skills! From defining clear goals to managing risks and building high-performing teams, Kathleen breaks down the core frameworks and best practices you need to succeed in any project environment. Whether you’re new to project management or seeking strategies to elevate your workflow, this video offers real-world guidance and actionable takeaways.

🌟 What You’ll Learn: 
• Key stages of project planning and execution
• Effective prioritization and task management
• Tools and techniques for managing risk and change
• Tips for leading teams and delivering results on time

🎯 Who Is This For?
Beginners, aspiring project managers, business leaders, and anyone interested in improving efficiency and outcomes in their work or personal projects!

👍 Like, Comment & Subscribe if you found this session valuable — and hit the bell 🔔 so you never miss future insights!
#ProjectManagement #Leadership #businessskillstraining 00:00 - Introduction to Project Management Challenges 01:15 - The Critical Role of Communication 03:38 - Experience vs. Certification in Project Management 06:03 - Coordination and Early Planning 09:41 - Challenges in Older and Historic Buildings 13:52 - Benefits of Raised Floor Systems 15:17 - Logistics and Supply Chain Management 18:42 - Technology, Automation, and Future-Proofing 24:36 - Aesthetics, Craftsmanship, and Modern Design 32:41 - Infrastructure for Technology: Cabling and Wireless 38:43 - Evolution of Building Technology and Automation 45:01 - Privacy and Ethics in Smart Technology 49:23 - The Character and History of Baltimore 57:01 - Maryland's Diverse Identity and History 01:06:03 - Restoration, History, and Moving Forward 01:12:52 - Closing Thoughts on Maryland's Potential

Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland.

If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights.

Watch and connect:

YouTube: https://www.youtube.com/@StackStartupBaltimore
LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/

Need help with your business technology?

👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting
]]>4234architecture,baltimore,business,constructions,design,entrapreneurship,first,landscape,leadership,mangement,maryland,owner,planning,project,resource,smb,talkingfalse11full