Many Tree Care businesses I've seen over the years were started by top notch climbers, and failed, because they were not top notch business men.
But at UPS I got 8 weeks vacation, health care, pension, 401K. My pension with all of the deductibles taken out is $75,000 a year, and I don't have to touch my Social security or 401K yet.
You're speaking sound wisdom here. I had a business in the 90's doing contract timber cruising, which is how I discovered that I have exactly zero business acumen. I ended up joining the Navy to dig myself out of that hole, and promised myself that I'd go back to the woods, but on the other side of the contract. I've been a civilian Fed for 11 years now, with military time counting toward retirement. I'm doing the same sort of work now that I was when I was in my mid-20's, plus more kinds of work including fire. The work is more interesting, the pay is better, and there may be a light at the end of the tunnel if the whole world doesn't burn down one way or another before I'm of retirement age.
To the OP: I know plenty of sharp folks making a living by their wits and by their skills in the contract world. I also know plenty of folks who drift from job to job with no stability, living not from contract to contract but from paycheck to paycheck. I can honestly recommend that you feel things out, don't go all in on anything before you're sure that it's gonna at least sort of work, and keep a backup plan. A skilled and clever person should always be able to land on their feet no matter how rough things get, but you gotta keep developing and nurturing skill. The world changes pretty quickly.