A long time ago I had a hard drive fail that had a bitcoin wallet with about 10 bitcoins in it.
At the time it was worth a hundred USD or so. I tried to fix it myself, ended up failing and throwing the drive out.
Right after that bitcoin started its meteoric climb. Every now and then I check the prices, then I go check that my backups are running, that my restores work, that my offsite backup is setup correctly, that every single one of my devices is backed up.
It was a $9,000 life lesson (as of right now...)
In the end, it may end up being net positive in my life when I save something huge later.
(What's worse is losing 100+ BTC to Gox. :p)
I have not lost anything really important but I cannot live without at least 3 geographically separated backups of generations of backups for something I don't want to lose.
I lost 18 BTC to MtGox... Bought most of them when the exchange rate was about $500.
I knew there was danger in keeping it on the exchange. I wanted to show my girlfriend who bought one of those BTC how easy it was to transfer them to a local machine, to demonstrate the power of Bitcoin because I was passionate about it and thought it had a chance of changing our corrupt banking system.
She kept putting me off, she thought it was some big procedure and just wanted me to do it. I forgot about it after that for a couple of months... Then MtGox exploded.
:-(
If you're out there, MtGox thief, I worked for that BTC. Karma will get you in the end.
I bet you they were suddenly industry experts in source control and data backups.