Over 200 times.
Literally.
When I was a novice player, I got cleaned 2-5m several times (when mills were $5/M)
Recently been getting cleaned for 100-200M. I just buy more lol.
I've lost bills doing stupid shit though (drop trading fails).
Lost a blue, yellow and red plus 250M alching at those pvp worlds. I clicked too far in going to my spot and the second I stepped into the pvp area, I got mauled by a pure with claws.
I am a dumbass, but goodfight.