I had to squeeze a freebie Darling out of a junk yard once. Couldn't get to it from the outside, so I had to move it through the front office with no dolly.
However, this led to a customer of said junk yard offering me some other pinball machines. Which is how, a week later, I was pulling two Judge Dredd machines out of a very sketchy bone yard of harley parts. I still think it was maybe a makeshift chop shop. I shoehorned both of those widebodies into my van, which necessitated turning one on its side.
Then, there was the time I made a deal for some games with a couple of Hell's Angels in a really bad part of town. The lead guy, a hulking giant of a man in full leathers, wouldn't do the cash deal outside, for fear of being mugged. But I scored a Baywatch, Black Knight 2000 and Jokerz! out of it. Still have the Jokerz!

That's freaking hilarious!