Somehow one of my guys managed to hear the wrong address and cut the wrong persons hedge down by half.. told them to tidy up and do a runner, must have messed with their head a bit when they got home... By no means the worst but quite funny. Got a digger stuck down some steps in a garden and came half a bawhair away from sliding it down through the wall of their living room, only avoiding it by some seat of the pants advanced bucket work that involved demolishing a wall and the Bannister, which all things considered was cheap to fix. All to save about half a day digging by hand...
Set a small forest fire/field burning involving a fire engine call out.. exploded myself a few times through enthusiastic use of petrol in burning waste, forgot to total up a quote so it looked to be 5 grand cheaper than it was... Drove a robotic 4 grand flail thing through a bus shelter, fell through several trees and hedges, electrofried myselfthrough standing in a water feature in the rain while angle grinding a piece of metal. Convinced a skip driver to come round the back way which turned out to be about a half mtr deep mud getting him stuck and ending up with ten tonne of crap to hand schlep out of there...
I could go on