Tom and Benny Brady
Instagram

NFL superstar Tom Brady recently gave fans a deeper look into his relationship with his son in an intimate discussion while promoting Instagram's "Carversations."

The new video series from the popular photo-sharing app spotlights authentic conversations between parents and their teens, where some of the best conversations happen: in the car.

In Instagram's latest release, Tom Brady talks with his son, Benny, about everything under the sun, including driving, the motivational quotes he sends him through direct messages (DMs), and the Brady family values the Super Bowl champ has drilled into his teen's head.

Tom Brady Talks With His Son About How Driving Has Taught Him To Be Independent

In the second episode of Instagram's "Carversations," Tom spoke with Benny about the independence that driving grants him. According to Benny, driving is "definitely a cool feeling" that comes with pretty sweet perks. "For the first time in my life I’m able to like choose where I want to go when I want to go," Benny added.

The two then joked about who pays for the car's gas.

While Benny eventually admitted that his NFL star dad foots the bill, it makes him "feel more responsible and independent" when he says he does.

What Does Tom Brady Send His Son Benny Through Instagram DMs?

Tom Brady and son Benny Brady.
Instagram

Later in their conversation, Tom and Benny opened up about the types of content they send each other in DMs.

While Tom sends Benny "motivational stuff," Benny confessed that he sends "such stupid and funny videos."

For Tom, though, sending motivational content to his son has a deeper meaning than he may realize in the moment.

"I think it’s funny to send you some goofy stuff on occasion," Tom said. "But I think for the most part, if I'm going to share stuff with you, I want you to look at it and see a real value in it. Like, 'Why would Dad send me that?'"

As the conversation around DMs shifted, Benny imagined which megawatt celebrity he would message from Tom's account if given the chance.

"All right, so first of all, I want some cool clothes. I’m going to DM some really cool businesses, some really cool people, maybe like Travis Scott, Drake, some musicians I like," Benny said. "I’ll be like ‘Hey, I need some clothes, I’m going to this thing. Make sure it's a size smaller, though. I've started losing some muscle recently.'"

What Family Value Has Tom Brady Instilled In His Son, Benny?

Tom Brady and son Benny Brady.

Instagram

Tom and Benny spent part of their "Carversation" discussing more serious topics, including the values that matter most to their family. When Tom asked Benny to share some "Brady family values" he takes with him wherever he goes, Benny brought up one that he said has become like second nature.

"I mean, the biggest one that you literally drill into my brain is that being cool is to be caring. Like, cool people are people who care. And I mean, I literally hear it in my sleep the amount of times you’ve said that to me. Kind of gets scary," Benny said before sharing that he tries to live by that mantra daily.

"I feel like I do. Like, you’re not going to be 100% perfect all the time, but what you can be is you can learn from your mistakes, and you can grow from the mistakes," Benny said.

Why Benny Brady Thinks His Dad Has Reached 'Unc' Status

Tom Brady on NFL field

TKP/MEGA

Tom, known for his time with the New England Patriots and Tampa Bay Buccaneers, also took a moment to speak with Benny about how the world has continued to evolve. To drive the point home, Tom mentioned how football recruiting has changed since he attended the University of Michigan in 1995.

Tom told his son that back in the day, he had to physically mail a VHS tape to recruiters, whereas today, everything is digital. "I think it's very different now, like, you probably see a lot of things on Instagram. It was a totally different era where there was nothing like these devices when I was a kid where you could share information," Tom said, to which Benny replied, "Unc."

But Benny didn't stop there. He rubbed a little more salt in the wound, jokingly calling his dad "old."

Tom Talks F-cking Up During Netflix Roast

Tom Brady at the 80 For Brady Los Angeles Premiere

Lisa OConnor/AFF-USA.com / MEGA

Tom has been extremely open about his relationship with his children, and during a previous podcast appearance, the elite athlete discussed how his 2024 Netflix roast affected them.

"There's some things as a parent you f-ck up, and you don't realize until after," Tom said, admitting he's not a perfect parent. "You'll see as you grow up, there's no perfect manual for it."

Tom elaborated, revealing that the roast, which included jokes about his divorce from his ex-wife, Gisele Bündchen, hit too close to home for his kids.

"... I'll never forget when I talked to my kids the next day. I felt like a stake through the heart, understandably," he said. "They're protective of their mom, of their dad, of everybody."