[stefanobernardi]

A bit hard to comment without knowing what it is about, but ff the business is stable and anyone can run it, you can probably get a deal without a lock in. You won't get a 10x but you might be able to sell it for 5m if you find the right strategic acquirer that can fit it into his business model.

Having it as a cash cow is also cool, and you might be able to sell it in a few years at the same amount, pocketing the cashflow in the meantime.

What I'd do is:

- start transitioning to other people. This will take you in the sweet spot of being able to pursue option 1 and 2.

- get the dividends every month

- get heavy on the lookout for an acquirer

In this way you'll be free to do other things (or party), not be in the pressure to sell for a small amount and be ready for the big payday when it'll come

[next20years]

Neat hybrid idea between the two scenarios. Thank you for the advice!