Starting and running my first business, Cater2.me, was the most stressful, rewarding, terrible, incredible thing I’ve done in my life. For 15 years, I, along with my cofounder, Zach Yungst, was on the front lines of the entrepreneurial experience as we took the company from birth in September 2010 to its ultimate exit in November 2024.
The origin of Cater2.me goes back even further, as we started to brainstorm ideas as early as 2009 that would allow us to leave our corporate jobs and start on the path to self-sufficiency. Along the way, from original ideation all the way through to exit, we did plenty right but also made myriad mistakes.
This blog is about my quest to start another business, and as I go, to compare the major steps and milestones against the first time to see what I’ve learned and what has changed, for better or for worse. I hope that you, the reader, will learn something about the entrepreneurial process and can profit from my experience.
Ever since I left Cater2.me, and for some time before that, I have thought long and hard about whether I want to start another company. I still have that entrepreneurial itch and it’s time to scratch it again. Let’s get started.