What a shock. The 44-year-old funnyman seemed impervious to everything, so sharply honed was his wit. A Columbia and Harvard Law School-educated attorney who went on to a stellar career as a stand-up, Giraldo was brainy, opinionated and always hilarious during his appearances on The Howard Stern Show or as a judge on Last Comic Standing. (He completely stole every appearance he ever did on the old Tough Crowd with Colin Quinn.) He died of an accidental overdose in a New Jersey hotel room, leaving behind four children and an ex-wife.