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Try to think of bankruptcy as an accounting procedure.
"As requested, we're going to go over you retirement fund, so, if at all possible, let's hold questions until I have finished and I'm out in the parking lot starting my car."
'No, anabolic steroids won't keep you in the workforce longer, to make up for your 401k losses.'
'Help! Sold everything on eBay...and then lost the profits playing online poker!'
"If you lose any more money you'll go from "eccentric" to "crazy"'.
'How much do you think we'd be worth if we lost all our money?'
'There's one clever man, he managed to lose almost a billion dollars before they caught him.'
'Mr Sims, in honor of your portfolio, we're flying our flag at half-mast.'
"You will shortly be losing a lot of money - that'll be £20 please!"
Posh Gym - Run out of money machine.