Saw a concrete truck last summer back up over a fresh septic lid because the guy spotting him was busy on his phone. Whole rear axle dropped about a foot into the tank. Took a backhoe, some cribbing, and most of an afternoon to get him out, and the homeowner just stood there laughing like it was dinner and a show.
My own best one was less dramatic but more embarrassing. Measured a doorway twice, cut it once, still got it wrong because I measured from the wrong side of the trim. Nothing to do but frame out a new jamb and pretend it was always the plan.
Curious what you all consider a real oopsie versus just a normal Tuesday. Does it have to cost money, or does pure embarrassment count? And has anyone ever watched one happen in slow motion, where you coud see it coming but saying something would've just made it worse?