I think I met Jamison about 2006 at SMB Nation. Since then, he has bought a few companies, built a few companies, and sold a few companies. Even today he owns a few companies.
He calls himself a serial entrepreneur, but I consider that a parallel entrepreneur. Personally, I think all small business owners should have at least two companies. But that's another story.
Here we chat a bit about TimeZest, a calendaring add-on for ConnectWise. Then we move to EOS - the Entrepreneurial Operating System - as described by Gino Wickman in his book Traction.
There are many, many books filled with advice for business owners. Jamison likes the EOS model because it is most easily applied to small business. In fact, as he says, it can be self-applied without a coach.
But there are some obvious advantages to having a coach who can help you have those difficult meetings and keep things moving when you get stuck in the weeds.
Jamison has been a "serial entrepreneur" for over 20 years. He has a wealth of experience in several areas include: Founding and operating companies in the SaaS and IT Services space; participating in and moderating professional peer groups (HTG & EO); advising organizations in the SaaS and IT Services verticals; speaking on a range of topics from Cloud to M&A to People, and implementing EOS®.