I never thought I’d end up here. After launching my content marketing agency in 2006, struggling, and then finally finding my equilibrium with it, I started a second business this year.

Yeah. I’m kinda crazy.

My second business is nothing like the first: I run creative classes in my neighborhood at local venues. So, by day, I’m writing about business and marketing; by night, I’m renting chairs and tables, and teaching people how to create succulent arrangements.

While it’s still early in my journey, I’m realizing that starting a second business alongside a first requires a very specific strategy. If you’re brave enough to go along this path with me with your own endeavors, I hope these lessons learned will help you.