Ever find yourself burnt out from all the responsibility?
Not the first year. I was back-to-wall ambitious.
What did you start with for equipment?
MS 192tc, big shot, portawrap, steel block pulley, 1978 Schwinn LeTour II, Bikes At Work 96" flatbed trailer.
How many employees?
Just me, and whatever random person/friend I could get out on short notice.
Ever take on jobs you really weren't equipped to handle but didn't want to say no to?
My first big water oak removal - 28" dbh, front yard next to house, slight lean towards house, $1000 to climb, rig down, cut stump flush, and remove debris off site... dinged a shingle for $75. Launched an experienced groundie off a roof. Tried to drop the spar across a sidewalk "protected" by logs, which remains the worst damage of my career - 10' of concrete, $500. Rolled rounds across the yard and lifted them 18" onto a flatbed trailer to take 30 minutes to a pile - 3 trips, $325 dump fee.
The client remains a regular every year or so, and had me back last week to evaluate their trees. We also watch world cup soccer together. The sidewalk repair has blended in nicely.
I referred someone to the concrete company this week.
Ever lose money with certain jobs?
See above.
Also, my first climbing job - removal of a 18" diameter oak limb from low over a house, bid at $425. 3 days (I had zero experience), plus a 1" dead branch that spiked butt-first through a porch roof for $150, plus a climbing line stuck in the tree while removing it at day's end.
Losing money is a massive fun sucker. Now I avoid it.