Line clearance has its pro's and con's
In this area, the bigger line clearance contracts usually get awarded to either Wright's or Asplundh. Asplundh started putting GPS units in their trucks (AVMS) so they can track their crews. My experience with line clearance wasn't bad; they had a union IBEW, with several positions you could work through as you advanced. Foremen were making about $20 an hour, not including their health insurance and retirement. The retirement wasn't much, but it was better than nothing, but the Lineco insurance didn't cover us if we were injured in a treework related accident that wasn't on the job -- so for sidework, we were at our own risk, but we could do sidework without getting in trouble, as long as it was not during work hours and not using company equipment.
We had regular hours 7am-330pm Monday-Friday, which was nice, and rarely, if ever worked fewer than 40 hours per week.
I've worked for other companies doing residential, and it's not as easy to find a place that offered benefits of any kind, you never knew what time you would going to be done each night, and the hours were never stable -- seemed like either 20 hours a week or 70. Harder to get raises and seniority at smaller residential companies as well.
Asplundh is a very large company with lots of opportunity for advancement -- if you are willing to move, that is.
I also sub-contract climbed for several small companies for a couple years, and that was usually fun, I was usually the highest paid man on the job, didn't have to participate in any of the cleanup, and still got my write-offs for fuel, insurance, etc. It stopped being fun when companies started draggin arse writing the checks, and constantly trying to negotiate my fee down.
Having my own company, I can walk away from the trees I don't want to do, and obviously make much more overall, but it's non-stop being on the phone all hours of the day and night, constant emails, taxes, payments; some days (not many, but some) the guys on the payroll make more than I do. There are people out there that will take something we love doing, and turn it into something that we can no longer stand. Good days and bad days.
There's pro's and con's to being a climber in every part of this industry.
If money and a somewhat regular schedule, and stable work is important to you, and you don't have much to invest for your own, I would stick with line clearance for at least a while longer. Leave on good terms so that you can go back -- try out residential on the weekends and see how you like working for another place. It may take a few years to get that foreman position with line clearance, but $20 is much better than what alot of the residential companies will pay even a really skilled and talented climber. The right company will be willing to pay you, you just have to find them at the right time.
The thing about residential is: if you are absolutely indispensible to that company -- you will get treated better, and you will be able to get that extra bacon. A large company like Asplundh can replace any one of us and keep going. I wouldn't leave the line clearance if I were you until you have all of these things: your own climb saw, all the climb gear that's on your wish list, a CDL, a pesticide license, and better than average climbing skill and the confidence to ask for the money that your worth -- and the experience and knowledge to know exactly where that puts you $hr in the area where you live.