I went through this.
- I was too tired / burnt to start a third company (unless you count SaaStr, Inc.).
- Money aside, I was too young to retire. You get antsy after a while.
- So I somewhat accidentally got into investing. I think it is now going well. I really enjoy helping the companies I have invested in.
But … the right answer was none of the above. It was to not sell. Building a company from scratch into something that changes the world, even a small part of it, is 50x more special than investing in one. And also 50x harder.
An exit may create cash and other positive outcomes. In particular, providing financial stability for your family is a great thing.
But an exit is also an ending.