Sorry guys, I couldn't resist this one...
I've upgraded once and I've been upgraded twice.
First, MY upgrade was to my wife. I was married once before and she liked being on the boat (at the time, a Cal 20) but she had no interest in sailing.
My current (and "'til death do us part") wife has upgraded me twice by finding each of our last two boats, an O'day 27 and our current (maybe not "til death do us part") boat, an O'day 35. Many other great upgrades to the boat, but the BEST upgrade was to her.