Great thread Sean...especially since I climb solo 95% of the time. It seems that most tree guys prefer to always have help, which is no doubt safer, but a guy can make it work solo, and still maintain safe practices, and be a professional. Pretty much everything that has been mentioned already, as far as tips and tricks, I have utilized. I like to natural crotch rig, and find stubs for friction if I can. I have a mini pow, that I have used sometimes. Did a semi-vertical speed line job a while back, where I used a remote control warn winch to take up slack. Most of the time when I am self rigging, I have someone there that can undo the rigging. Around here, folks tend to be do-it-yourselfer's, so, if my client looks halfway competent, I will use them to help...most times just untying a knot, or sending a chainsaw up etc. I contract climb for a lot of forestry outfits around here, and they always have at least one guy that can help. I have 4 kids (14,15,17 and 23), and a Wife that can help as well. I have the proper ppe, for everyone that helps.
I choose to stay solo, because there is no way I could deal with the bs that comes with employees...I guess I am just too high strung

I have learned to deal with some of the trials of working solo, and don't really mind. Sometimes when I see guys doing big rigging jobs, with awesome groundie's, I have to admit, that I get a little jealous. But, I seriously enjoy figuring out how to work solo, and stay as safe as possible. I have been so busy the last few years, that I just try to take the jobs that are easy for me, and if there is a lot of major rigging, I bid high, or refer to friends. The worst time I have had with staying solo, is not the tree work part, but all the other stuff...bidding, scheduling, books, maintenance, and being a family man. The dingo, has really helped me to keep from killing myself with cleaning up big jobs, I want to figure out how to turn it into remote control, and figure out how to undo knots with the bmg

I am pretty good at breaking down my bids for people, and when they see what the cleanup costs are, sometimes they just want me to get the tree on the ground, so if I could just get more of them on board, to heck with the equipment! No, seriously though, I just want to stay small, get better at weeding out bad clients, spacing out my jobs enough where I am not running myself into the ground, and trying to keep my main goal of enjoying my job.