I watched my boss crash a crop spraying plane, and walk away
When they're crop spraying in a plane, they're only about 10 feet off the ground, so there's not much room for error.
He was coming over a little knoll, and lost his air, so the plane hit the ground. It was one of those old biplanes, so the landing gear didn't retract. When he hit, he pulled the emergency dump valve for the 200g water/spray tank, so the plane shot up. He wasn't out of the woods yet.
There was a semi with a reefer trailer coming down the highway, which he managed to barely hit, and ripped off what remained of the landing gear. When he hit the semi, the right wing dipped, hit the fucking power line on the other side of the highway, and banked right, hard into a tree row.
I'm watching this all take place, and I figured he was dead. I drove out to the tree grove, and there was the plane stuck in the trees about 20 feet off the ground. He had already gotten out of the cockpit, shut off the fuel, and shimmied down the tree waiting.
He refused to go to the hospital, until he passed out on his couch 4 hours later from a ruptured spleen.
Definitely not as entertaining, but I watched a different boss flip a lawnmower over backwards.