A Must Win Game with Maggie Gray

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Maggie Gray is back, in podcast form! Get all of Maggie's opinions, and hear interviews with her famous friends!

  1. 2d ago

    Tom Brady, Fame and the Price of Greatness with Lars Anderson

    Tom Brady has won seven Super Bowls, built one of the most recognizable brands in sports history and achieved virtually everything an athlete could dream of. But what happens when Tom Brady no longer has football to chase? New York Times bestselling author and former Sports Illustrated senior writer Lars Anderson joins Maggie Gray on A Must Win Game to talk about his new book, Brady: An American Story and the Price of Greatness, and the fascinating life of Tom Brady after retirement. Lars and Maggie take a deep look at Brady's post-football life, including what may be driving him now that the pursuit of championships is over. They discuss the Netflix Roast of Tom Brady and why Lars believes agreeing to participate was a major mistake for Brady. Has Tom Brady been searching for something since walking away from football? How has he handled fame throughout his career? And how was he able to become arguably the most famous player in the NFL without allowing celebrity to get in the way of winning? Lars also shares his belief that Tom Brady will get married again and discusses what the next chapter of Brady's life could look like. Plus, Maggie has her latest Stock Up / Stock Down. 📈 STOCK UP: New York YankeesThe Yankees advanced in the American League Wild Card despite Aaron Judge not being on the roster, raising questions about what New York can accomplish heading into the postseason — and whether something has gone seriously wrong in Boston after the Red Sox's disappointing finish to the season. 📈 SHOCKING STOCK UP: Jerry Jones & the Dallas CowboysMaggie gives Jerry Jones and the Cowboys a surprising Stock Up after Dallas traded for cornerback Joey Porter Jr. to address a major weakness in the secondary. Tom Brady. Life after football. The Netflix Roast. Fame. Winning. The price of greatness. The Yankees. The Red Sox. Jerry Jones. Joey Porter Jr. It's all on the newest episode of A Must Win Game with Maggie Gray. Time stamps 1:54 Stock Up NEW YORK YANKEES 4:02 the disappointing Red Sox 7:32 why the Tampa Bay Rays will be a much harder assignment for the Yankees 11:04 Stock up JERRY JONES AND THE DALLAS COWBOYS 14:04 Why the Joey Porter Junior trade could save their season 16:50 DRAFTKINGS 19:14 Author Lars Anderson joins the show to talk about his new book profiling Tom Brady 21:08 Tom Brady’s biggest mistake since retiring and What is Brady searching for in his retirement? 24:54 How Brady has navigated fame 33:44 Will Tom Brady get married again?  37:09 Was Tom Brady a mentor to younger quarterbacks 43:11 the sacrifices Brady made to chase greatness and winning 44:08 WAYFAIR  45:59 BYE     Subscribe for more sports interviews, NFL analysis, MLB reaction and Maggie's weekly Stock Up / Stock Down. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    Tom Brady, Fame and the Price of Greatness with Lars Anderson

  2. 4d ago

    Amy Trask Reveals What REALLY Changed With the Raiders

    The Las Vegas Raiders are 3-0, and former Raiders CEO Amy Trask joins Maggie Gray on A Must Win Game to explain what has changed inside the organization. After going 3-14 last season, the Raiders have opened the 2026 NFL season with three straight wins. Kirk Cousins has played extremely well, while the organization has also added new voices to the coaching staff and behind the scenes — including minority owner Tom Brady. So what is actually different about the Raiders? Amy Trask gives Maggie Gray her perspective on the Raiders' culture, leadership, coaching changes and Tom Brady's role within the organization. And then there's the biggest question surrounding Las Vegas: Fernando Mendoza. The Raiders selected Mendoza No. 1 overall in the 2026 NFL Draft, but Kirk Cousins' strong start has created a fascinating quarterback dilemma. Is there pressure to get the No. 1 overall pick onto the field? Should the Raiders continue riding with Cousins? And what does the development of Mendoza look like if Las Vegas continues winning? Amy also takes Maggie inside her memories of John Madden, including one of her favorite memories of the legendary Raiders coach. She explains why Madden meant so much to the organization — and why she won't be seeing the new movie about John Madden and Al Davis. Plus, Maggie gives the New York Giants a STOCK DOWN after their trade for J.J. McCarthy and explains why the move raises questions about the Giants' quarterback situation. New York acquired McCarthy from Minnesota for a 2027 fifth-round pick, while Jameis Winston remains the team's starting quarterback. And Maggie gives the Chicago Bears a STOCK UP after 38-year-old veteran Case Keenum delivered an incredible performance against the Philadelphia Eagles. In his first regular-season action since 2023, Keenum completed 24 of 34 passes for 247 yards and two touchdowns while also rushing for a score in Chicago's 27-7 victory. Amy Trask. The Raiders. Tom Brady. Fernando Mendoza. John Madden. J.J. McCarthy. Case Keenum. It's all on the newest episode of A Must Win Game with Maggie Gray.   time stamps 1:24 Stock down New York Giants  12:05 Stock up Case Keenum of the Chicago Bears 17:38 DRAFTKINGS 20:26 former Raiders CEO Amy Trask joins the show!  30:44 Will the Raiders feel pressure to start Fernando Mendoza this season?  32:34 What it would mean to beat the Chiefs and move to 4-0 38:04 Why Amy will not see the new John Madden movie  40:51 WAYFAIR  41:48 DRAFTKINGS MATCHUP BREAKDOWN      #AmyTrask #Raiders #LasVegasRaiders #TomBrady #FernandoMendoza #NFL #JohnMadden #JJMcCarthy #CaseKeenum #MaggieGray Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    Amy Trask Reveals What REALLY Changed With the Raiders

  3. 6d ago

    What HAPPENED to Drake Maye? The Patriots QB Has a HUGE Problem

    NFL Week 3 was absolute chaos — and Maggie Gray has a LOT to say about it. The biggest question: WHAT HAPPENED TO DRAKE MAYE? The Patriots quarterback was an MVP runner-up and led New England to the Super Bowl last season. Three games into 2026, Maye has just one touchdown and six interceptions after a brutal 35-6 loss to Jacksonville. Is his shoulder still affecting him? Could the injury become a bigger issue? Or has the weight of expectations started to affect Maye’s confidence and decision-making? Maggie also gives a STOCK DOWN to the Dallas Cowboys after their stunning 34-31 loss to the Ravens. Dallas had seven seconds to defend Lamar Jackson — and still allowed Jackson to hit Zay Flowers for 27 yards, setting up a 56-yard game-winning field goal. The Los Angeles Chargers also get a STOCK DOWN after falling to 0-3 despite forcing FIVE turnovers from Josh Allen and the Buffalo Bills. Maggie asks whether Justin Herbert is making enough winning plays when the pressure is highest. Then there’s a STOCK UP for Aaron Rodgers and Mike McCarthy. The former Packers quarterback and head coach reunited in Pittsburgh, and the Steelers offense finally showed some explosiveness in a wild 30-27 win over Cincinnati. Plus: • The Houston Texans fall to 0-3 and the offense looks completely lost• The Tampa Bay Buccaneers drop to 0-3 and Baker Mayfield suffers a dislocated right thumb that will be evaluated with an MRI• The Las Vegas Raiders are 3-0 with Kirk Cousins — but Maggie is reserving judgment until they face Patrick Mahomes and the Chiefs in Week 4• The biggest winners, losers and questions coming out of NFL Week 3 This is A Must Win Game with Maggie Gray, a podcast for sports fans who want strong opinions, big questions and honest conversations about the biggest stories in sports. TIME STAMPS 00:39 STOCK DOWN DALLAS COWBOYS DEFENSE  07:02 STOCK DOWN LOS ANGELES CHARGERS  16:51 STOCK DOWN DRAKE MAYE OF THE NEW ENGLAND PATRIOTS 23:20 DRAFTKINGS 26:31 STOCK UP AARON RODGERS AND MIKE MCCARTHY OF THE PITTSBURGH STEELERS 32:19 STOCK DOWN HOUSTON TEXANS 35:09 STOCK DOWN BAKER MAYFIELD AND THE TAMPA BAY BUCCANEARS  38:18 STOCK UP LAS VEGAS RAIDERS   Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    What HAPPENED to Drake Maye? The Patriots QB Has a HUGE Problem

  4. Sep 25

    Dan Fouts on Dennis Miller, Justin Herbert & the Chargers’ BIG Problem

    Dan Fouts joins A Must Win Game with Maggie Gray to talk about the new HBO documentary Miller Night Football and the wildly unconventional Monday Night Football broadcast booth featuring Fouts, Al Michaels and comedian Dennis Miller. The documentary revisits Miller's controversial run in the MNF booth beginning in 2000. Fouts also weighs in on his former team, the Los Angeles Chargers, who are off to an 0-2 start. What is going wrong for Justin Herbert and the Chargers? Fouts believes the team isn't recovering from negative plays early in games — and that those mistakes can create a snowball effect. He also explains what he would tell Herbert if the Chargers quarterback called him looking for advice. Plus, Fouts talks about his former college team, the Oregon Ducks, ahead of their huge rivalry matchup against No. 12 USC. Oregon enters the game 2-1 while USC is 4-0. Then Maggie welcomes The Athletic Yankees beat writer Brendan Kuty to discuss the latest drama surrounding Aaron Judge and Aaron Boone. Judge's right calf injury has put his availability for the Yankees' Wild Card Series against Boston in serious doubt. Boone initially said the Yankees were planning as if Judge would not play, while more recent comments have left the door open. In this episode: Dan Fouts on Miller Night FootballThe Dennis Miller, Al Michaels and Dan Fouts MNF boothWhat really happened behind the scenesWhy the Chargers are 0-2Dan Fouts' advice for Justin HerbertThe Chargers' problem with negative playsOregon vs. USCDRAFTKINGS MATCHUP BREAKDOWNBrendan Kuty on the latest Yankees newsAaron Judge's injuryAaron Judge vs. Aaron Boone?Yankees playoff expectationsYankees vs. Red Sox Wild Card SeriesDRAFTKINGS A Must Win Game with Maggie Gray is a podcast for sports fans covering the biggest stories, personalities and controversies across the NFL, MLB, college football and beyond. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    Dan Fouts on Dennis Miller, Justin Herbert & the Chargers’ BIG Problem

  5. Sep 23

    Jaxson Dart Injury Just Changed the Giants’ Entire Future

    Jaxson Dart’s knee injury could change the entire future of the New York Giants. The Giants quarterback suffered a serious knee injury against the Los Angeles Rams, and after initially appearing to avoid the worst-case scenario, further evaluations have raised major questions about how much time Dart could miss. The Giants say evaluations are still ongoing, but the possibility of significant time away has put the franchise’s quarterback situation under a microscope. If Dart misses substantial time, how committed should the Giants remain to him as their franchise quarterback? Could New York turn to a veteran? Could the Giants consider another quarterback in the 2027 NFL Draft? Maggie Gray breaks down what Dart’s injury means for the Giants and their future. Maggie also reacts to the New York Mets surprisingly removing the interim tag from Andy Green and giving him a three-year deal. Why make this decision now? And does the move suggest that owner Steve Cohen does not fully trust president of baseball operations David Stearns? Then there’s the New York Yankees, where Aaron Judge is expected to miss the Wild Card Series because of his right calf injury. Maggie explains why Yankees fans shouldn’t expect Judge to return and immediately provide postseason heroics. Plus, Maggie welcomes Femi Abebefe, co-host of The GM Shuffle and author of Femi’s Focus, to talk NFL football and betting. Maggie and Femi discuss: • Why the Seattle Seahawks are getting disrespected by the national media• Why Femi is NOT worried about the Dallas Cowboys defense• Cowboys vs. Ravens betting trends ahead of the NFL game in Brazil• The REAL problem with the Los Angeles Chargers — and why it’s personnel, not scheme• Femi’s best NFL bet: Chargers + the points against the Buffalo Bills• Femi’s college football bet: Missouri over Mississippi State This is A Must Win Game with Maggie Gray, a podcast for sports fans covering the biggest stories, debates, controversies and betting angles across the NFL, MLB, college football and the world of sports. #NFL #Giants #JaxsonDart #Mets #AndyGreen #Yankees #AaronJudge #Seahawks #Cowboys #Chargers Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    Jaxson Dart Injury Just Changed the Giants’ Entire Future

  6. Sep 21

    College Football Has a NEW Superstar QB

    Who is the BEST quarterback in college football right now?   Maggie Gray is putting her stock in **Trinidad Chambliss** after the Ole Miss QB delivered a huge performance against LSU in Lane Kiffin's return to Oxford. Chambliss threw for 363 yards, accounted for three total touchdowns and led Ole Miss to a 32-24 victory. Now the question is whether this can become a **Joe Burrow-style or Fernando Mendoza-style fairy-tale season** — and whether NFL teams will overlook concerns about Chambliss' age and size.   Maggie also has a message for **Lane Kiffin**: STOCK DOWN.   Kiffin returned to Ole Miss with LSU, lost to his former team and then became part of the story both during and after the game. Maggie breaks down the trolling, the postgame reaction and why she's officially experiencing **Lane Kiffin fatigue**.   Plus:   • **NC State vs. Vanderbilt:** How did CJ Bailey and NC State possibly lose this game? • **College football chaos:** A six-second disaster that turned into a Vanderbilt touchdown. • **Jeremiah Smith:** Ohio State's superstar just broke the school's all-time receiving-yardage record. • **NFL Draft:** Could Smith actually force his way into the No. 1 overall conversation? • **Stock Up / Stock Down:** Maggie's biggest college football winners and losers.   The latest **A Must Win Game with Maggie Gray** is all college football — and there is A LOT to talk about.   Time codes :45 Trinidad Chambliss from the University of Mississippi is the best QB in college football 4:02 Can Chambliss be the number one overall pick in the 2027 NFL Draft?  7:17 Stock down Lane Kiffin after LSU lost to Ole Miss 10:01 Lane Kiffin’s record in big games is not very impressive 12:22 DRAFTKINGS!  14:33 the ending of NC State and Vanderbilt will go down as an all time boneahead moment  20:37 Is Jeremiah Smith the best Ohio State wide receiver ever?  22:55 is he good enough to be the number one overall pick in the NFL draft?  23:30 remembering former New York Giants GM Ernie Accorsi with a personal memory    #CollegeFootball #CFB #TrinidadChambliss #OleMiss #LaneKiffin #LSU #JeremiahSmith #OhioState #NFLDraft #MaggieGray   Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    College Football Has a NEW Superstar QB

  7. Sep 18

    New Stadium. New Bills. But Are They Finally a Super Bowl Team?

    Are the Buffalo Bills actually a Super Bowl contender — or are they simply an incredible offense led by Josh Allen? The Bills are 2-0, Josh Allen is playing at an MVP level, and Buffalo just opened its new Highmark Stadium with a statement 41-31 win over the Detroit Lions. The offense has been explosive through the first two weeks, but the bigger question remains: Is this finally a different Bills team? Can Buffalo be more than just a great regular-season offense, and can Josh Allen finally lead the Bills all the way to a Super Bowl? Maggie Gray tackles that question and much more with Andrew “McLovin” Perloff on A Must Win Game. Perloff is ALL IN on the New York Giants after their Week 1 win over Dallas — but are the Giants actually for real? We break down Jaxson Dart, the Giants offense and whether New York can sustain its early success. Then there’s Green Bay. The Packers have now lost six straight games dating back to last season, and Maggie believes they have EVERYTHING to lose against the New York Jets. Could another loss put real pressure on the coaching staff in Green Bay? We also dive into the massive LSU-Ole Miss storyline as Lane Kiffin returns to Ole Miss after leaving for LSU following Ole Miss’ College Football Playoff run. Maggie has officially reached “Lane Kiffin fatigue” — and we debate whether college football has had enough of the constant Kiffin drama. Plus, Arch Manning is back in the No. 1 overall pick conversation. Could a huge Texas season against Ohio State change how NFL teams view Arch heading into the 2027 NFL Draft? And what is really going on with Titans quarterback Cam Ward? Is Ward struggling because the talent isn’t translating, because of the coaching around him, or some combination of both? Could Cam Ward become the next highly drafted quarterback to disappoint in the NFL? It's a packed football conversation covering the Buffalo Bills, Josh Allen, the Super Bowl, the new Bills stadium, the Giants, Jaxson Dart, the Packers, the Jets, Lane Kiffin, LSU, Ole Miss, Arch Manning, Texas, Ohio State and Cam Ward. This is A Must Win Game with Maggie Gray — subscribe for more NFL, college football, hot takes, debates and conversations with the biggest names in sports. time codes 1:00 the Buffalo Bills beat the Detroit Lions but is Buffalo's defense keeping it from being a true super bowl contender? 9:30 Andrew Perloff joins the show and the matchup he's most looking forward to in week 2 of the NFL season is Giants at the Rams on Monday night football. 10:54 Maggie thinks the Green Bay Packers have the most pressure on them in Week 2. 13:20 Maggie has Lane Kiffin fatigue! Lane Kiffin and his new LSU Tigers faces his old team Ole Miss on Saturday. 16:35 Things for Bill Belichick are spiraling off the field, but on the field he's doing well! 19:55 DRAFTKINGS! 22:15 Perloff gives a stock up to Arch Manning for the comeback win over Ohio State and thinks he is still in play to be the number one pick in the NFL Draft in 2027. 25:21 Is Cam Ward in danger of becoming a bust? 30:20 Perloff needs to remind Maggie just how bad her Mets have been this season. 32:25 What will the reaction be if the Cowboys start the season 0-2? Will they make a big trade for help on defense? #BuffaloBills #JoshAllen #NFL #SuperBowl #A MustWinGame Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    New Stadium. New Bills. But Are They Finally a Super Bowl Team?

  8. Sep 16

    Are the Giants ACTUALLY GOOD? Jaxson Dart Has Changed Everything

    Are the New York Giants and New York Jets actually BACK — or is this all FOOLS GOLD? Maggie Gray welcomes her former executive producer EJ Stewart to A Must Win Game with Maggie Gray to break down the biggest stories in New York sports and across the NFL. For the first time since 2009, both the Giants and Jets opened the NFL season with wins. But can either team actually be GOOD? The Giants may have something different this time. Jaxson Dart looked confident in his first NFL start, throwing three touchdown passes and adding 54 rushing yards in the Giants' Week 1 win over the Dallas Cowboys. Malik Nabers, Isaiah Likely and Cam Skattebo helped give the Giants offense an identity. Is Dart already becoming the leader this franchise has been searching for? Or is this simply another case of getting excited too early about the Giants? Maggie and EJ also break down the New York Jets and debate whether Aaron Glenn's team can sustain its hot start. Then it's time for Jalen Brunson. The Knicks superstar continues to dominate the New York sports conversation, getting shoutouts from tennis star Ben Shelton and singer Harry Styles within 48 hours — and he's also preparing to host Saturday Night Live. Is Jalen Brunson the No. 1 athlete in America right now? Is he the biggest athlete in New York? And what happens if Aaron Judge wins a World Series with the Yankees? The Pete Alonso conversation gets emotional — and complicated. Alonso returned to Citi Field with the Baltimore Orioles and received huge ovations from Mets fans throughout the night. But are Mets fans giving Pete Alonso TOO MUCH LOVE after he left New York? Should fans be celebrating his return, or is the reaction another reminder that the Mets made the wrong decision letting their longtime slugger leave? Maggie and EJ also break down Patrick Mahomes' return against the Denver Broncos. Mahomes looked rusty in his first game back, completing 15 of 27 passes for 184 yards with two touchdowns and an interception. But Bo Nix looked even worse as Denver was crushed 31-10. What should we actually take away from the Chiefs and Broncos after Week 1? Plus: • Jim Harbaugh gets STOCK DOWN after the Chargers' ugly loss to the Arizona Cardinals• Jaxson Dart gives the Giants a new offensive identity• Malik Nabers, Isaiah Likely and Cam Skattebo emerge for New York• Are the Giants and Jets for real?• Is Jalen Brunson the biggest athlete in New York?• What happens if Aaron Judge wins a World Series?• Pete Alonso returns to Citi Field with the Orioles• Are Mets fans giving Pete Alonso too much love?• Patrick Mahomes returns — and looks rusty• Bo Nix struggles badly against Kansas City• Is Cam Ward being wasted in Tennessee?• Arch Manning and the controversial AI-generated Steve Sarkisian/Holly Rowe video• What Arch Manning's reaction says about the young Texas quarterback This is A Must Win Game with Maggie Gray — a podcast for sports fans covering the NFL, NBA, MLB, college football, New York sports and the biggest stories in sports.   Time codes 2:09 New York Giants and New York Jets offenses look good! Can they maintain it?  7:50 Jaxson Dart looks like the present and future QB for the Giants 11:40 Drew Mestemaker from Oklahoma State is going to be a household name 14:19 DRAFTKINGS SPORTS APP 17:04 Is Jalen Brunson the number one athlete right now?  23:17 Are Mets fans going over the top cheering for Pete Alonso and booing their own pitcher Jonah Tong for walking Alonso?  29:37 Stock down on Jim Harbaugh and the Chargers. Will he and Mike McDaniel and Justin Herbert get the offense clicking?  33:06 Patrick Mahomes looked rusty in his return but it was covered up because Bo Nix and the Broncos were terrible 35:27 Arch Manning the QB for the Texas Longhorns laughed at an insensitive AI generated video of his coach Steve Sarkesian slapping ESPN sideline reporter Holly Rowe.  41:46 Who is at fault for Cam Ward looking bad - Cam or his coaches?  44:57 DRAFTKINGS Matchup Breakdown Subscribe for more Giants, Jets, Knicks, Yankees, Mets, Jaxson Dart, Jalen Brunson, Pete Alonso, Aaron Judge, Patrick Mahomes, Bo Nix, Cam Ward, Arch Manning and NFL analysis.   Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    Are the Giants ACTUALLY GOOD? Jaxson Dart Has Changed Everything
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Maggie Gray is back, in podcast form! Get all of Maggie's opinions, and hear interviews with her famous friends!

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