Check in # 1 (with Andrew Calloway)

It’s been a month since we had did our “Independent Journey” episode with Andrew Calloway.  He was one month into the transition from captive to independent when I interviewed him.  My plan has been to check in with him every month for 1 year.  This is the first check in.


Welcome to Episode 26a


I’m checking in with Andrew every month so those of you considering this transition can see what it actually looks like.  Andrew isn’t holding back.  We talk about the wins AND the struggles during his 2nd month.  It was great checking in with him and I’m excited to watch the rest of his journey.


My 2 biggest takeaways from this episode are:

  • When starting an Independent Agency, you have to be prepared for the unknown.
  • The captive companies will say you’re an independent contractor, but there is a lot of control they exert over you in terms of how you can grow and conduct business.

“I’m at the beginning of this journey, but I’m in control of my own destiny.  ” (Andrew Calloway – Agency Owner)


Watch the show below or catch it on our podcast all the way at the top.