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Good question. Different risk tolerance than before; wife, kids, mortgage.


That sounds like an argument for the "slow pace" that you bemoan as a trait of the acquiring company. Slow growth and low risk go together. It's not a bad thing.


Good point - maybe what I'm looking for is the middle ground, to the extent that it's possible. I'd enjoy the stability of a slightly larger company, without the slowness and bureaucracy of a large one.

I think my wheelhouse would be a Series B and above growth trajectory company that is looking to flesh out it's founding team with established and experienced execs. Seems like a needle in a haystack.


I really think your network is the way to go here. Contact VC funds you've worked with, pitched to, or are otherwise connected with and talk to them about portfolio companies. As someone mentioned, recruiting/headhunting firms are usually on the lookout for executives as well.

Definitely not a needle in a haystack with a bit of networking. I have a similar story (not even as impressive as yours - 2x return to investors on an acquired seed-stage startup) and in 1-2 months of networking have plenty of inbound from Series B companies looking for VP/C-level folks.


Appreciate the advice, thank you.


This isn’t the most helpful answer but I’ve heard similarly to the sibling comment that most of the search for these roles happens through backchannels. There’s discussion around related topics in the app Blind.


You made no savings from the 5x sale?

It is a lot easier to have a less stable job if you have a few mil in the bank.


Sure, I have lots of savings. But I also have children who will want to attend college, a mortgage, a lovely wife who is pursuing her non-mercenary interests and whole host of other reasons that make it fiscally possible yet not preferable for me want to do it again right now.


What does 5x mean? How is that millions?


I read it as they sold for 5x their seed valuation, which is typically at least a few million, and is occasionally as high as $15M.


Yes, this is correct; we returned 5x the value to our investors. Apologies for the inelegant wording.




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