Look, we need to make note here that books tell you crap. They give you great information about the proper cut technique, physiology, and biology of trees. They can even show you how to prevent a barber chair from taking your head off.
Until you work with someone to learn how these great techniques work and which trees need what type of pruning the possibility of death and injury is too great to just buy a bunch of equipment and start felling/pruning trees.
We have few people in this industry for a reason. We have to train for a long time before we can just go out and start working on our own.
I picked up climbing in a few days, I learned technique and biology in a few months. I have now been doing this work for a few years and just started bidding and doing work on my own. It is only with the help, and advise from my mentors that allowed me to do this.
We all hate when we are outbid, show up to price an old hack job, so ADVISE is all we can give you. Unless you are serious about training, training, training, do not start felling trees on your own. I get that this job worked out for you but that will not be the case every time you start up a tree.
Hard hat, safety glasses, hearing protection, workers comp (for tree work), liability insurance (1 million, 3 million), certs, classes, proper equipment, ie ropes, saddle, chain saws, pole saws, chipper, etc are just scratching the surface on where to start putting money.
My first climbing rig + chain saw 338 Cali set me back $1,500.00 just a simple setup.
Your best option for OJT is to sub out the tree work on your jobs and watch what they do. Ask some questions, etc. That way you dont have to work for someone else, they will work for you. Then at the end of the day when the trained climber is done, give him some extra money to sit and talk to you about what is involved in safe, proper pruning/removals.
Good luck to you and again train first then make the big money in the industry. You'll find that this work is a lot harder than it looks at the beginning but after a few years you can climb like this guy...:monkey: