On this 100th episode Ashley celebrates this big milestone for the show sharing her top 10 strategies that helped her grow her business.

In this episode Ashley covers:

•How fear shows up in your business.
•Customer Centric Sales conversations.
•Hosting a podcast!
•Proposal writing.
•Outstanding customer service; and much more!!

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About Ashley: If you ever meet Ashley Kirkwood in-person you will feel her energy!
She has a magnetic personality and truly cares for her clients!

After graduating from Northwestern University Pritzker School of Law with honors, she started her career at one of the largest law firms in the world, Kirkland & Ellis LLP. While there, she tried cases on behalf of large insurance companies. She also landed in the pages of the American Lawyer after a hard-won victory in a federal civil rights jury trial! Soon after that trial, Ashley left Kirkland to work at another large law firm where she represented employers in employment discrimination and sexual harassment cases. It was there that Ashley decided that she wanted to represent emerging businesses in order to help them bulletproof their businesses!


Ashley makes her expertise accessible by providing legal products for the busy entrepreneur! She frequently provides legal trainings open to all via her Facebook and Instagram accounts. She also has do-it-yourself legal classes such as Clapback with Contracts and Get The Tea On Trademarks!


You might catch Ashley serving as an on-air legal correspondent for a local Chicago television network or speaking at a college or corporation!

Ashley is committed not just to entrepreneurs, but also to students. She and her husband, Chris, run a nonprofit, The Kirkwood Foundation, where they teach students on Chicago’s West Side about high paying legal, medical and STEM careers.

Whether Ashley is advocating for a billion dollar business or a solopreneur, she gives it all she’s got!