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Any chance of your boss selling off the business to you? If you guys are tight, he might finance you with some interest. Kinda sounds like some worn equipment and least amount of investment on his part, but would you inherit a name with a good reputation and established client base? A good boss...

If he's running a crew without you than I think that makes him a foreman. Some climbers can't/ won't take on the leadership once they're out of the tree. Sounds like a valuable employee. I always felt really appreciated if i received a bonus.

I used to get 10% doing sales plus wage. I was usually too tired at the end of the day to chase that cash.