Then there was unfiltered Michael Irvin before he’d undergone years of media training. These days, he probably wouldn’t launch an Emmitt Smith story with “I'm gonna try to remember it, you all know I smoked a lot of weed, it messes with your memory."
Invite Mean People
This should go without saying, Tom, but don’t be afraid to hire the people with the sharpest comedy knives. Bill Simmons, still at ESPN back in the 2000s, marveled at Foxx’s “no effs to give” approach. “He brought a mean-spirited edge to the proceedings,” Simmons wrote. “As Foxx kept saying all night, ‘I don’t give a f***.’”
Roastmaster General Ross, then at the peak of his powers, laid into all the athletes in the room at the Smith roast. “Troy Aikman wanted to be here,” joked Ross without an ounce of compassion, “but he got a concussion opening the invitation.”
Shaq took his lumps during his roast as well. “The only thing worse than an earthquake in California is you coming out with another rap record,” shot D.L. Hughley. “You made a record that didn’t even go wood.” Sure, people might be afraid of Shaq because he’s such a big guy, but Hughley isn’t worried about revenge. If he wants to make sure Shaq would never hit him, he’d just dress like a free throw.