Best Eligible Bachelor - 2001
A repeat victory for the no-longer-so-boyish Herald columnist, who last won this award in 1996, following his arrest for disorderly intoxication at Johnny Rockets restaurant in Coconut Grove. (Charges were later dropped.) Five years later the still-single sportswriter has joined George Clooney, Derek Jeter, and Matt Damon as one of People magazine's "100 Most Eligible Bachelors." In the magazine LeBatard squats over a pool table and admits he's "never been in love." People made no mention of "I Am the Hunter," the notorious 1800-word essay LeBatard wrote for Cosmopolitan in 1997. "Men like me travel in packs, pursuing perfume, and we find the chase more intoxicating than everything after it," LeBatard admitted. "We dabble in relationships for the same reason we dabble in hunting: There's an incomparable rush wrapped in the search and discovery. But then, when the last bullet has been fired and the gun is spent, when the conquest is complete and the game is done and we get to see what we've done close up, all that remains is the blood and the smell and a mess to clean up. Doesn't mean we won't go hunting again, mind you. We drink after a bad hangover, don't we?" Hard to believe the guy hasn't found a mate.