1. ESPN showed Raiders minority owner Tom Brady in the coaching booth with a headset on during the team’s Monday night game against the Chargers.
Brady will call this Sunday’s Cowboys-Bears game in Chicago. Who do the Bears play the following week? The Raiders.
This little tidbit was not lost of many people watching the game.
This is such a ridiculous conflict of interest.
— Grant Paulsen (@granthpaulsen) September 16, 2025
Brady was just calling the Commanders game last week. Got tons of behind the scenes access. But he can just be in the coaching booth when they play in WSH next week?
How is this allowed? It’s nuts. pic.twitter.com/WTHp3X6H0E
Tom Brady meets with Chip Kelly 2-3 times a week to go over film and go through the game plan.
— James Palmer (@JamesPalmerTV) September 16, 2025
And every weekend Brady is calling a game for Fox, gathering as much information as possible from players and coaches from both teams to be at his best in the broadcast booth. Got it.
So, arguably the most competitive man in the history of football will be on the Cowboys @ Bears call in Week 3. He’ll be in production meetings Ben Johnson and Caleb Williams.
— Ruthie Polinsky (@ruthiepolinsky) September 16, 2025
Who do the Bears play in Week 4? The Raiders. 😂 pic.twitter.com/EQwecDahgF
Oh ya. No conflict of interest here for Tom Brady. pic.twitter.com/obSrNY1YWs
— Andrew Perloff (@andrewperloff) September 16, 2025
Tom Brady being in the coaching booth feels like an insane conflict of interest.
— Anthony DiBona (@DiBonaNFL) September 16, 2025
This is the same guy that is allowed access to interview opposing teams when he works on the broadcast team for FOX. 🤔
It also wasn’t lost on WFAN’s Boomer Esiason, who ripped into the NFL for allowing the conflict on his Tuesday show.
“The fact that he’s sitting in the Raiders’ coaches box with a headset on and talking to Pete Carroll, talking to [John] Spytek, their general manager, talking to their offensive coordinator, Chip Kelly, is complete and utter B.S.,” Esiason said on The Boomer & Gio Show.
“The NFL is the ultimate competitive place and you’re allowing a guy to sit there who’s a part owner of a team, which is fine, and now he’s involved in these game plans and this week he’s got … Bears-Cowboys. And now he’s going to be meeting with these coaches and talking about players. That is utter B.S., as far as I’m concerned, because it tilts the balance of competitiveness, because now he has intimate knowledge of the team that he owns, the Raiders. He’s sitting in there listening and talking to GMs. He’s also talking to other coaching staffs and other players around the league. I know he’s going to try to be objective, but how can you be objective when you’re in this situation? And why are they allowing this?”
Esiason wasn’t done.
“There is a real conflict of interest, especially him sitting in the coaches box. And then when you listen to Pete Carroll, who I love by the way, and who I have nothing but mad respect for, and then you listen to Spytek, their general manager, and then you listen to Chip Kelly, their offensive coordinator, ‘Oh, yeah, we’re on the phone all the time. We were talking about this. We’re talking about players. We’re talking about schemes.’ I mean, WHAT?
“This is the guy that you allow into all these other rooms when he’s covering the league for Fox? I'm sorry. As much respect as I can have for a player, and I have had for a player in this regard, this completely goes against what the NFL is all about because the NFL, it’s the ultimate competition. These guys are going to get fired. You know, guys get fired, they lose jobs. This guy seems to be insulated for some reason. And I understand why he’s insulated. He’s good for the league. I get it. But the conflict of interest is startling.”
The solution here is simple. If I were a team that is scheduled to have a production meeting with Brady, I wouldn’t show up. Make the NFL fine you. Make the NFL make it an issue. And then see how bad the PR surrounding this situation gets for the league.
2. Molly Qerim announced she was leaving First Take on Monday night. Stephen A. Smith opened Tuesday’s show, addressing Qerim’s departure.

Stephen A. Smith: "Good morning and welcome to First Take. Normally, our friend Molly Qerim would greet you. However, Molly announced last night she will be departing from ESPN. She's hosted First Take for 10 years and elevated the show with her grace, her expertise and her… pic.twitter.com/2aAmG8d2N7
— Awful Announcing (@awfulannouncing) September 16, 2025
3. The strong early numbers for the NFL extended into Amazon’s first game last Thursday, with the Commanders-Packers contest drawing 17.76 million viewers. It was the most-watched regular season game since Prime began airing Thursday Night Football four years ago.
4. Here is this week’s edition of the best segment on sports television: “Bad Beats.”
Bad Beats
— Stanford Steve (@StanfordSteve82) September 16, 2025
Week 3 pic.twitter.com/OauMLthOYO
5. Great news for Masters Tournament fans. Amazon Prime has picked up Thursday and Friday coverage of the tournament. The streaming service will air the major from 1 to 3 p.m. ET each afternoon.
6. The latest episode of SI Media With Jimmy Traina features a conversation with CBS’s lead NFL play-by-play caller, Jim Nantz.
Nantz talks about his game assignments for the next few weeks and CBS’s overall schedule for the 2025 season. In addition, he shares his expectations that CBS’s Thanksgiving matchup between the Chiefs and Cowboys will shatter the record for the most-viewed regular-season game of all time.
Nantz also discusses his 40th anniversary at CBS, how he got his start at the network and the roles that Brent Musburger and Mike Francesa played in the beginning of his career.
With CBS/Paramount acquiring the rights to UFC, could we see Nantz play a role in its coverage? Plus, Nantz opines on the trend of younger people being less interested in play-by-play jobs.
Following Nantz, Sal Licata from WFAN radio and SNY TV in New York joins Jimmy for their weekly “Traina Thoughts” segment. This week, Jimmy and Sal talk about a HORRIFIC bad betting beat for Sal, Jimmy’s problem during the Ravens-Bills game, issues with ESPN’s new app, Sunday Ticket on YouTube, Ryan Clark calling out Peter Schrager, Howard Stern coverage, Sal’s solo weekend and much more.
You can listen to the SI Media With Jimmy Traina podcast below or on Apple and Spotify.
You can also watch SI Media With Jimmy Traina on Sports Illustrated‘s YouTube channel.
7. RANDOM VIDEO OF THE DAY: Judge Judy’s show premiered on this date all the way back in 1996. This video will always be one of my favorite things that I’ve ever watched on YouTube.
Be sure to catch up on past editions of Traina Thoughts and check out the Sports Illustrated Media Podcast hosted by Jimmy Traina on Apple, Spotify or Google. You can also follow Jimmy on X and Instagram.
This article was originally published on www.si.com as Boomer Esiason Has Heated Take on Tom Brady Sitting in Raiders’ Coaching Booth .