Donald Trump’s Complicated Football Legacy: From USFL Flameout to NFL Grudge-Master
How America’s Most Toxic Would-Be Owner Failed Upwards and Brought Culture War to the Gridiron
by Narcoleptic Nerd
Introduction: The Art of the Football Fumble
You know what happens when you mix unchecked ego, delusions of grandeur, and pro football? You get Donald Trump’s entire, unfiltered legacy in American sports—a legacy that, fittingly, reads like a season of “Hard Knocks” gone off the rails. Trump’s football fantasy began with failed bids to buy into the NFL. When that didn’t work, he went full wrecking ball on the upstart USFL. And when it came time for a presidency, he weaponized football as America’s biggest, dumbest political soapbox.
This isn’t some playful, “What if Trump was your team’s owner?” alternate universe. This is what happens when reality TV ambition collides with American sports and leaves nothing but bad blood, legal headaches, and national division. We’re taking a no-spin, no-MAGA, no-BS tour through how Trump forced the gridiron into his private playground—and why America should still be thankful his NFL ambitions stayed in the loss column.
If you’re tired of watered-down coverage and want a play-by-play with actual backbone, sarcasm, and hard fact, you’re in the right place. Strap in. Let’s get messy.
Trump and the Buffalo Bills: The $900 Million Near-Miss
In 2014, Buffalo sports fans shuddered at the possibility: Donald Trump, NFL owner. After Bills patriarch Ralph Wilson died, the team went up for auction. Trump threw in a bid rumored under $900 million—while other groups, including oil-and-gas billionaires Terry and Kim Pegula, were slinging $1.4 billion checks like fantasy football money. Even Jon Bon Jovi put up a fight (and sang better, for what it’s worth).
Why didn’t the NFL roll out the red carpet? Let’s review—creatively padded assets (thanks, Michael Cohen), large-scale lawsuit threats, and a track record of using business deals to fuel personal vendettas. Cohen’s testimony on Capitol Hill said Trump inflated his wealth to look richer for bankers, then tried to use the smoke-and-mirrors to trick the NFL. The league may tolerate a lot from its owners—see: Dan Snyder—but flagrant fraud is a hard sell. (Source: Yahoo Sports)
If he’d won? Most speculation says Trump might have ditched the White House ambitions for the kind of low-stakes football feuding only Buffalo could provide. The better scenario is what actually happened: the NFL slammed the door, the Pegulas bought the franchise, and the world was spared Trump Stadium, Trump hot wings, and the inevitable sequel: “The White House Is Just My Other Locker Room.”
Not Just the Bills: Patriots, Power Trips, Permanent Rejection
The Bills were far from Trump’s first NFL fantasy. In 1988—right after making his name selling gold-plated optimism and real estate—Trump angled to buy the New England Patriots. It fell apart fast. According to Sports Illustrated, even then he worried (correctly) the NFL would block the bid over his checkered business methods and “win at any price” legal crusades.
The so-called “billionaire’s club” in the NFL has a long memory—and they knew Trump’s name was already poison from the USFL lawsuit. So he stayed on the outside, projecting grievances and plotting ways to muscle in. Apparently, you can declare bankruptcy six times and still think you’re owed a seat at football’s richest table.
Would an ownership stint have changed his presidential appetite? Sure. But then America’s football fans would be the collateral damage, and you better believe his approach would have burned the team down decades before his politics did the same to national unity.
The USFL: When Trump’s Destruction Wasn’t Just Figurative
Why settle for being rejected by one league when you can destroy another? In 1983, the United States Football League (USFL) was the cool alt-sports property, luring actual talent and dreaming of sticking around for good. Trump bought the New Jersey Generals and immediately tried to turn the entire league into his Trojan horse for NFL respectability.
The scheme? Force a merger with the NFL by moving USFL games from safe, attention-starved spring nights into the buzzsaw of fall football and head-to-head with NFL juggernauts. No one—not the fans, not the sponsors, not even the other owners—wanted it, but Trump lobbied and grifted until he got his way.
Did he build a football empire? Nope. The USFL sued the NFL for antitrust violations, with Trump front and center as the guy “going to war for the little guy”—or just gaming for an NFL invitation. The result was a legendary farce: a $1 (yes, one dollar, tripled to $3) settlement when the court agreed the NFL was a monopoly, but said the USFL’s collapse was its own self-inflicted wound—mostly courtesy of, well, Trump. (Source: Fortune)
The league folded. The players were scattered. And the football world learned a universal truth: let Trump steer, and your entire business becomes a demolition derby.
Doug Flutie, “Small Potatoes,” and Trump’s Poisoned Playbook
If you think trying to outbid billionaires or sue the NFL was wild, remember the PR circus Trump made of the USFL. He bagged Heisman winner Doug Flutie, asked the rest of the league to help pay for it, and trumpeted (pun intended) plans for a Trump-branded super stadium in Manhattan. But it was never about teams or fans. It was always about proximity to the NFL, because owning “America’s team” was the only real club he wanted into.
Other owners watched, horrified, as Trump’s moves drove up player costs, alienated sponsors, and painted the USFL as unstable and exploitative. By the end, even his business partners called their product “small potatoes” in his ruthless pursuit of a merger fantasy.
The ESPN documentary title “Small Potatoes: Who Killed the USFL?” painted it bleak: it was Trump’s vanity, not NFL dirty tricks, that destroyed all hope for a real football spring league. You’d think spring football would have learned, but XFL and AAF fans can tell you old mistakes die hard.
Weaponizing the Gridiron: Anthem Protests, Twitter Outrage, and the MAGA Divide
Fast forward to the White House, and it’s clear Trump’s football vendetta morphed into a full-blown Public Relations war. Colin Kaepernick’s protest against police brutality became Trump’s oxygen—if he couldn’t own football, he’d make damn sure to own the headlines instead. He rammed against NFL players protesting, branding peaceful acts of dissent as anti-American treason, then igniting a base eager for scapegoats and sides.
Let’s be clear: This was never about patriotism. This was about division for profit. Even after Trump called for anthem-kneeling players to be fired and sanctimoniously blamed “woke” protests for NFL rating dips, real data suggested the sport’s biggest issues were—shock!—injuries, terrible quarterback play, and too many dull Thursday night games. But Trump’s weaponized outrage was the only game in town.
Meanwhile, NFL brass tried riding the fence, outraging everyone at least once, before finally uttering the quiet part out loud—yes, we got it wrong on Black Lives Matter and athlete protests. Trump, meanwhile, milked culture war for all it was worth, never missing a chance to pitch his “America under siege” narrative to anyone with a flag and a Fox News subscription.
The toll? Kaepernick blackballed. Stadiums divided. Football’s escapism ruined for millions. America, you deserved better.
The Billionaire’s Grudge: Obsession, Revenge, and Football as a Weapon
No NFL owner left Trump’s political rise completely unscathed, and no owner thought Trump’s NFL-bashing was purely about flag etiquette. Jacksonville’s Shad Khan described Trump’s smears as deeply personal—shaped by envy, rejection, and egomania. According to ESPN and team owners, Trump’s anti-NFL campaign was pure revenge for all the closed doors, all the merger refusals, all the polite “no thank you, Mr. Trump.”
Even those who later backed his political career—like Jerry Jones and Stephen Ross—knew bringing Trump into their boardroom was a ticking time bomb. It’s one thing to stomach a loudmouth billionaire; it’s quite another to invite a chaos agent who sees lawsuits and headlines as the ultimate means to an end.
That grudge colored everything from Twitter feuds to nationally televised stump speeches. By 2020, football wasn’t just a pastime. It was a political football in its own right—booted back and forth by the world’s sorest loser.
Beyond the End Zone: Football, Power, and the Lessons Trump Leaves Behind
None of this is just about Donald Trump. It’s about how money, power, and ego can rot the core of even the purest American institutions. The NFL dodged a bullet by never handing Trump an ownership seat; the USFL threw itself in his path and paid the price. Now, politics and sports are permanently intertwined—with Trump’s legacy dripping over every anthem, every protest, every half-baked spring football league that tries to catch lightning in a bottle.
What should fans take away? Be skeptical of billionaire saviors. Demand more from league owners than legal dodges and PR doublespeak. Celebrate the courage of players who stand (or kneel) for justice when the powerful demand silence. And above all—never sell your team to anyone whose financial statements come with an FBI warning label.
If there’s any bright side: America’s favorite sport survived Trump’s roadshow. Now maybe the rest of the country can, too.