Another update: wowza. I went from realizing I was miserable as a rank and file software engineer, to planning to move to Product Management, to realizing I was just plain miserable all over and taking a leave of absence (aka unpaid leave) to sort things out.
My boyfriend bought a restaurant this year in addition to working a full time software job. I swore up and down I wouldn't get involved, because I didn't want to do that thing where you get sucked into someone else's business. But things changed. His plan was always to own multiple restaurants and eventually other businesses. Working in a restaurant didn't sound like fun to me, but then I started thinking that running a business might be good. I started going to manager meetings for the restaurant. It turns out that I have a lot of good insights, I keep track of things, and I follow through - and I love having different things to do every day. None of them involve working in the kitchen or even the front of the house - I'm updating the menus and website, getting the key employees to give me a brain dump so that I can document processes, designing "free drink" cards and distributing them to local dealerships (where people often have time to kill and a shuttle available), working with a designer on ads ... and instead of dreading work, I find myself constantly motivated. I also have that life insurance. Instead of buying a mountain condo for personal use, I'm now looking at buying businesses and running them. Not in the "stand at the front and do the obvious work" way, but more in a "10,000 foot" way. I would never have considered this on my own, but my boyfriend and I work super well together (no, really - we used to work together at a previous high-pressure job, so we actually know this), and I missed working with him. The things that interest me don't interest him, and vice versa (doing taxes, writing contracts, figuring out how to save a few hundred a year here and there, blech). He has a finance degree and an interest in all things financial, and he's a cynic compared to my rose-tinted glasses - I trust and believe everyone; he points out my blind spots.
The funny thing is, everybody I know is freaked out about this - except my financial advisor, who thinks it's a great idea. He understands that I'm not talking about buying a business so that I can work like a dog for less money than I make now. The capital I have means I can buy businesses, rather than going through the really risky startup phase. The restaurant business is risky and uneven, but that's baked into the plan.
All of this leads to some major budgeting changes. For one thing, we're in the process of combining our incomes. (Savings are separate, and we will have individual contracts for each business based on how much we each kick into the purchase and how much we each will be working there.) This means that we need to agree on budget categories - and on budgets for each category! Of course, there's always the option that we could keep finances completely separate, and I could deal with my lower income on my own - but neither of us see the point in that, especially as this furthers his own goals of growing the larger business. And most importantly, I'm going to have to either learn how to spend less, or draw from my savings. I really don't want to draw from my savings. Longer-term, there should be enough income from several businesses to do just fine - and if enough of them go well, I'll end up with way more for retirement than I ever would working for someone else. If enough of them go well.
It's all pretty exciting. It's risky, in that if you buy a business and it fails, you walk away with nothing. But it makes me miserable thinking of working for someone else, working all day at a desk, feeling guilty or having to get approval to spend the morning doing something else - and I haven't been doing a good job for a long time, anyway, which really sucks.