Twice, once when I was 15, and worked at a garden center. I was putting a small tree, in a smaller trunk, and broke it, beyond healing. It cost $125 bucks, and they told me, besides the fact I did that, I didn't seem to hustle fast enough, when hand unloading 50 pound bags of wet mulch, from unbelievably hot 48 foot trailers.
The second was about 13 years ago...I put a 32 foot dump trailer on it's side in the middle of a road that was having a new fresh water pipe line installed into it. I have a problem with this one because of several reasons, mainly because I followed the instructions of someone, and should've known better to raise the bucket, when I saw it shift as it came off of the frame. I was also pissed because the equipment was a sad, and pathetic example of rolling crap. In today's world, that semi would have been scraped by law, and I would refuse to drive it, in this day and age. It was also a closed section of road, so they were loading these trucks 10 or 20 thousand pounds over weight. It was weird, I was talking to another driver about my concerns regarding laying one over, because I had plenty of semi experience, but not a lot of dump truck experience, and there is a big difference. The owner figured that she could charge more per hour for a semi, then a straight truck, and no one else had a class A CDL. So they took me around ONCE, told me that's how you do it, and let me go on my own. It was surreal, I got back in my tractor, and was thinking about it not 5 minutes before it happened...I wonder what it's like to see one go over, then it happened. I watched for what seemed like an hour, but was only about 10 seconds, and it just slammed on the ground, twisted the frame, and yanked the tractor axles off the ground about 2 feet, and threw me out of the seat.