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losingitallon Ask HN: How do you handle divorce as a startup owner?

We are in mediation (trying to avoid a contesting filing), however she's unwilling to give up any money she/her attorney believes she can get under MA law. The law appears to be solidly on her side.

losingitallon Ask HN: How do you handle divorce as a startup owner?

Recent = last year. We're bigger now, but our market has changed dramatically and we'll need to pivot/diversify successfully in order to avoid fading away in 2-3 years. So 8 years down the road seems like a total guess... We could be doing great or we could have been out of business for 5 years...

I am exploring transferring 1/2 my shares to her, which is less than ideal for a lot of reasons, but I suspect she and her attorney will fight to reject that (as it doesn't give her any cash). Not sure if it's possible or not. Downside of course is that then I'm in business with my ex-wife. As is my partner. Not ideal. But perhaps better than the alternative of paying her out over 8 years on top of the alimony...

losingitallon Ask HN: How do you handle divorce as a startup owner?

To be clear, I'm perfectly happy(?) to help give her a solid foundation to start the new life she feels she needs. I want her to be able to be successful and feel fulfilled, etc... However, I'm losing almost everything I've built up as my "life" (house, marriage, dog, 1/2 our friends, my best friend/wife, will likely have to move somewhere with a much lower cost of living, etc...), and it feels like I'm also losing my freedom or ability to build a new life for the next 8 years (unable to quit, working 60 hours a week and taking home a fraction of what I'm earning, etc...).