Today Scott sits down with Joe Keeley. Joe is the founder of College Nannies and Tutors, and led it from its launch in 2001, when he was just a college student at St. Thomas, all the way through to a sale in 2016 to Bright Horizons, a public company that is one of the largest providers of childcare in the world.

In this episode, Joe talks about the feeling of sitting at a stranger's dinner table, the empathy that inspires, and that process of going from 'stranger' to 'role model' as a nanny for a family. He would go on to build a company of thousands of role models and impacted families across the nation and beyond.

Joe is also refreshingly transparent about the daily grind of entrepreneurship, in one of our favorite stories Joe recalls:

Imagine someone in their early 20s calling an insurance company and saying, "I need liability and workers' compensation insurance for folks between 18 and 24 that are going to drive young children around unsupervised." Well, I talked to 50 insurance companies and if I could get them to stay on the phone long enough to simply hear the rest of the pitch, I considered it a win.