Comedian Jeff Ross Reveals Shocking Reason Tom Brady Agreed to Do Netflix Roast

Miami Herald

7 hours ago

It was just revealed why Tom Brady agreed to participate in Netflix's live roast of him - and the reason might surprise you.
Comedian Jeff Ross, who cohosted the Roast of Tom Brady in May 2024 alongside Kevin Hart, shared during a Wednesday, June 26 appearance on The Howard Stern Show Brady's motivation for being the subject of the Netflix special.
On the day of the roast, Ross asked Brady, "Why are you doing this?"
According to Ross, Brady replied, "I love this kind of humor. People are too snowflaky right now,"
On top of that, Brady allegedly sent Ross a text that day saying: "No fear. This is what we do."
The comedian also opened up about how to roast came to be, sharing that it took several years to get to the taping from when he first connected with the NFL star via Instagram.
"I had seen him looking at my Instagram on Super Bowl Sunday a few years ago," Ross said. "I was like, Why the f**k is Tom Brady on my Instagram?' I go, 'Oh, I had some jokes up. Maybe that's how he unwinds before a big game.' And he f***ing wins!"
It's likely that Ross is referring to Brady's Super Bowl win in 2021 as the quarterback of the Tampa Bay Buccaneers, his seventh and final Super Bowl win as an NFL quarterback.
"I hit him the next day on Instagram going, 'Dude, it's time for a roast. You obviously love this s**t,'" Ross continued. "He writes me back and we start talking and it turns out my agent and his agent, they work together. And we put a deal together to do a roast. Netflix is like, 'Sure!'"
But just as Ross's plans were coming to fruition - Brady announced he had to decided not to retire from professional football, after previously announcing he was going to in February 2022.
"He agreed and he retired and we were like, 'Let's go! Now's our chance.' Then he unretired," Ross said. "I was like, 'No, we got to wait until he's done playing. It's a little more fun.'"
That opportunity came after Brady's second retirement in February 2023. However, the long-anticipated event was pushed back even more due to Brady's split from ex-wife Gisele Bündchen in October 2022 after 13 years of marriage.
"Then he was going through a divorce and I'm like, 'Let's wait for that,'" Ross explained.
The event featured Brady getting roasted by comedians like Nikki Glaser and Andrew Schulz, celebrities like Kim Kardashian and Ben Affleck and former New England Patriots teammates Rob Gronkowski and Julian Edelman.
Copyright 2025 The Arena Group, Inc. All Rights Reserved