Do it! Neighbor is 56 now, taught him to use spurs and belt 10 years ago, at 46, can't keep him outta the trees anyway might as well make money at it
Bidding gets easier after you lose yer ass a few times, but figure out what you need to cover costs, add 10-20% fer boo boo's then double it to pay yourself.
Trouble is competition, some will underbid you to get the work, some will way under cut because they don't have insurance or scruples
Don't play by their rules, bid so you can make money without gouging folks and let the other punters fight over the scraps, good work pays for itself, happy clients bring more happy clients.
Find yourself outta work or to busy and goin broke then sit down and rethink how yer going about things