I suspect you'll find that for all the people happily FIREd from careers they didn't like the answer is "none." It's an unanswerable question because why would I give up my freedom for something I derive literally no benefit from. I actually thought about this a bit, like would I do one more year for $100 million? When I thought about the actual process of going back to my job it's really the same thing to me as saying I'd go to jail for a year. Jail might actually be better because at least there I don't have to pretend to look busy. I honestly can't say I'd do it, even for $100 million. Sure I'd love the baller lifestyle that money would give me. I could do basically anything without giving a thought to the cost. I could give money freely to the charitable causes I want to support, donate more to my Alma mater, etc. But I have to give up a year of my life for it - my 37th year, only the third year I've been truly free, and possibly my last free year for a long time if a child comes along. The wife and I are thinking about another big trip next year, 7-10 months on the road touring the US and Canada. I don't think $100 million would do it. I think I'd regret it later in life, like oh all this money was awesome but I maybe gave up my last opportunity for a big, wild, carefree road trip like that while I was young enough to hike 15-20 miles a day, sleep in a car, shower in hostels, see things few other people see because they have to get there to see them. I suppose that kind of money would let me throw kid in boarding school though. Then we'd still be 100% free. Lol, I'm probably making the argument for me that kids may not really be for us. Hah!