Flatiron Partners, 2002

Why did Jerry Colonna leave venture capital?

The short answer

Jerry Colonna, co-founder of Flatiron Partners, left venture capital in the early 2000s after a deep depression and growing unhappiness with the work. He became a coach to founders and CEOs and co-founded the coaching firm Reboot.

The situation

You co-founded one of New York's best-known venture firms. After the dot-com crash it winds down, and you land a senior job investing a huge fund at a big bank. You're successful, and you've started to hate the work. A deep depression sets in.

The options on the table

  • Raise a new fund of your own
  • Stay at the bank. It's safe money
  • Take a long sabbatical, then return to investing
  • Leave investing for good and start overWhat they did

What happened

Jerry Colonna walked away from venture capital and became a coach to founders and CEOs, later co-founding the coaching firm Reboot. One of the founders he talked with about depression on his podcast was Rand Fishkin.

Sources: TechCrunch, Reboot

Up next

Keep going