Going back to the OP: Are you considering a job reset, or a life reset?
It doesn’t sound like you have a career now, and by “career” I mean a skill set which is slow to acquire and not very portable to alternative uses. By that definition you can have a career which involves a lot of different employers, but doing essentially the same sorts of work, perhaps with increasing dollops of management tasks and money as you move on/up.
I’ve had 4 career resets over my life; two voluntary, two not. And the latest was at age 45, five years ago. I’ve moved across the country each time. What has been constant is my overall lifestyle and my wife.
The one major advice I would offer on career resets is to consider the likely earnings / seniority curve of your field. If you’re trying to go into something that doesn’t pay much because you value your free time or your art or whatever more than money, that’s fine.
But if you are looking at pay as a major discriminator of potential careers, then this matters.
Many lawyers make good money. But most make their serious money after 20 years in the field. IOW, the career is structured with too much work for too little pay up front and too little work for too much pay at the end.
At age 40, you won’t have as much of a long tail to enjoy as somebody who’s 25.
Specific example:
At my last career change I considered going to Chiropractic school. I have no medical background, but was always interested in medicine, and as hokey as chiro is, it looked like something I could get through the schooling and out the other end before I was 10 years older and $500K in debt.
But when I ran the math, the length of school & the cost (including lost earnings while in school) were still such that my break-even point was about age 65 over staying with career skills I already had. And I intend to retire no later than 60, period, amen, even if it has to be to a double-wide instead of a McMansion.
So I stuck with something I knew, and so far that’s been working great.
In fact, I changed careers last time, instead of just jobs in the career precisely because I was then in a career with a particularly strong defered comp aspect & starting a new job at the bottom of the deferral curve again made no sense.
The other side of career profiles is to consider how many people actually make the headline results. There are hotshot lawyers making $200K after just two years. But there are probably 500 of them in the whole US. The rest of their year cohort (all 10,000 of 'em) are making $50K/yr, many working 3000 hrs/yr for it. Except for the 5% who are unemployed or have changed careers again.
If you are considering a life reset, my main thought would be to ensure you’re running towards something, not away from something.
When you’re running away, anywhere that’s not *here *is good. But there’s no assurance you’re not heading towards something not much better than where you are, just different. That’s a lot of work for not much payoff.
Take the time to understand where you want to be, then go there.
And by “where”, I mean geography, personality, lifestyle, job, whatever. You can change any or all of those more or less independently of the other.
At age 40, you’ve got about 1.5-2x as long ahead of you as you do behind you. If the past has turned out unrewarding to date, that’s sure no reason to double down by doing it again for another 20+ years.
*Pace * the poster above me, one of the advantages we have as adults over our teenage selves is we *can * (not will) make much better decisions because we can gather a lot more data & make better use of it.
My wife decided to be a lawyer at age 12. She’s 53 & is still a lawyer. She has never accomplished any of the things that made her want to go into the law, and while she’s not “burnt out”, she’s only in it for the paycheck now & would love to do something else. Said another way, her career is killing her soul.
Don’t go there. Take the time to really understand what your proposed future entails before you commit to it. If you’ve always wanted to live in Alaska, make sure to visit in Feb as well as June.
I grew up on the beach & would love to become a beach bum again, as I was at age 12. But going back to where I grew up I see easy-going “beach bum” culture has been largely replaced by “drug-addled street bum” culture mixed with “yuppies drowning in mortgages just to live in the sun” culture. Neither of which is attractive, nor leaves room for what I’m looking for in between them.
I’m all for exploration. If it’s geography you want to change, get an RV & plan to spend a year on the road finding your spot. But don’t make a big fixed investment of time or money (e.g. school or house) until after you’ve explored.

