Background, for context: I'm a 43-yo female, married, with blended family. I left the work force (software development) a few years ago. My husband is a self-employed attorney. We have two kids, both boys, who still live at home. The older will finish his high school work in November. The younger just started first grade.
Although our savings rate had put G's retirement date around July 2018 for some time, over the last few months he made some bad investments in our mid- to short-term brokerage account that completely derailed us. Mistakes totaling 6 figures. [Which one of you was asking for ERE failure stories? Well, here you go! The takeaway: most people shouldn't trade stocks.] To say he's been kicking himself would be an understatement. He's been miserable at work for some time; those mistakes meant working a lot longer, and he felt like he failed me to boot.
Meanwhile, I've had two medical problems to deal with: depression and worsening chronic migraines. And unfortunately, those two maladies feed off each other. All my life goals have been derailed; I've either been in too much pain to act, or feeling too worthless to act, or both. Doctors and dietary changes have failed to move the needle very much. Three people I love dying over the course of the winter and losing that large sum of money did not help either. My marriage has sucked. My parenting has sucked. My life has basically sucked.
Then, a windfall.
We found out a few weeks ago that a personal injury case that G expected to be quite small will be worth a lot. At least twice as much as he lost through bad trades. So as soon as that case settles - sometime in the next 6 months, although it could be as soon as 2 months - G will retire. Ahead of our original plan instead of behind it.
You'd think I'd be happy about this, but I feel dissatisfied and guilty, like we're cheating and we don't deserve to retire. I also wonder if stock trading is out of G's system. And what skills I should start developing, if any, in case it isn't and things go sideways again.

[Sidenote: all our money is in two pots. We have age 60+ money, and we have pre-60 money. The 60+ money is fine and is plentiful. Our loss, and this upcoming gain, is part of the pre-60 money. So if we do lose money again in this fashion, we'll be eating rice and beans and otherwise shifting until we are 60, but not forever. That said, it will be a cold day in hell before I consent to dipping into the post-60 money early to cover pre-60 losses. SOMEONE will be working, while we're young enough to make that happen.]
Separate from all that, this summer I agreed to live in a travel trailer full time for the first 4 years of our mutual retirement and to home-school our youngest, on the condition that - barring the illness of one or other of our aging parents - we camp/live in places with more congenial weather than Cincinnati's. This decision was the result of multiple trips out west this year where I confirmed what I'd long suspected: drier areas with fewer wild weather swings equals way fewer migraines. I'm a homesteader and an introvert, so picture me with an ESTJ husband and an ENFJ first grader in a 28-ft camper in the desert. I can only say that a less-stressed-out husband, more sunshine and fewer barometric pressure headaches are so important to me right now that I'll do anything.
And now, anything = moving into a travel trailer sometime in the next few months. I admit it: I'm scared. Excited, but scared. The "what ifs" list feels very, very long.
So far, we've decided on Texas as our domicile state due to a combination of no state taxes, ease of road citizenship, and most of all for their lenient homeschooling regulations and extensive homeschooling support system. (We were told going in that pretty much everyone who road-schools their kids chooses to domicile in Texas; I can definitely see why.) We're also now looking for a used Winnebago travel trailer model 2401RG, which we intend to modify to suit our needs. One became available in our area two days ago; we plan to go see it this weekend.
We have not given up on choosing an ideal retirement spot. I think we will buy a condo in paradise eventually, but for the next few years I expect we'll be following the weather.
In short... things are currently crazy.
