Seven rings. That’s Tom Brady’s legacy. Two decades of frozen Foxborough nights, impossible comeback drives, and Super Bowl parades built into a record that feels untouchable. He didn’t just set the standard for quarterbacks; he redefined it. And now here comes Caleb Williams. Chicago’s second-year quarterback isn’t shy about his ambitions. He doesn’t just want to be like Brady. He wants to pass him. Eight Super Bowls. One more than the GOAT. One more than anyone’s even dreamed of saying out loud.

The problem? Reality. Chicago has only won five playoff games in the last 35 years, and just went 5–12 last season. That’s not exactly the blueprint for a dynasty, let alone a Brady-level reign of terror. This isn’t even the first time Williams has tossed out the claim. He said the exact same thing last year before taking a single snap in the NFL.

Back then, it sounded like a bold rookie daring to think big. After a season where the Chicago Bears struggled to string together wins, it sounds less like ambition and more like a comedy bit. Tom Brady, to his credit, didn’t laugh. He doesn’t do that in public anymore. When asked on the NFL Network, he called it “motivation.” He encouraged Williams to keep his goals sky-high, then reminded everyone gently but firmly how excruciatingly hard it is to win even one Super Bowl.

It’s not just talent. It’s sacrifice, daily grind, and the kind of relationships in the locker room and front office that hold up over the years. If anyone knows what it takes, it’s Brady. He built a career out of being told he couldn’t and proving that he could.

The irony is, Williams is already learning the opposite lesson. Big proclamations don’t erase bad Sundays. They don’t fix a roster. They don’t change the fact that the Bears have spent decades trapped in mediocrity. The soundbites get bigger, but the record stays the same: five wins, zero playoff berths, and zero proof he can turn Chicago into a contender, let alone a dynasty.

None of this is to say Williams can’t grow into something more. The kid has talent, he has swagger, and he clearly doesn’t lack confidence. Maybe he’s the kind of quarterback who needs an impossible carrot to keep pushing forward. Maybe one day these quotes will look prophetic, not delusional.

But right now? Brady has the rings. Chicago has the losing record. And Williams has the kind of statement that turns a quarterback into an easy target for the NFL world. Because until the Bears win, Caleb Williams isn’t chasing Brady. He’s chasing credibility.

Fans erupt in laughter over Caleb Williams’ bold claim

Caleb Williams came to Chicago as the savior, the golden No. 1 pick who was supposed to drag the Bears out of the mud. By Week 3, he was already rewriting rookie history, 363 yards against the Colts, the most ever by a Bears rookie in a single game. By the end of the year, he owned practically every first-year record the franchise had: 3,541 yards, 20 touchdowns, a rookie-best passer rating of 87.8, even a streak of 354 passes without an interception. On paper, he looked like the start of something big.

And then came the comedy. Williams casually declared he was aiming for eight Super Bowls. The internet didn’t let that one slide.

One fan fired off, “He won’t even get close to even appearing in ONE Super Bowl 😂” Hard to argue when Williams was also sacked 68 times, the most by a rookie in team history and third-most in league history. The Bears couldn’t even protect a lawn chair, let alone a quarterback trying to talk dynasty.

Another chimed in, “🤣🤣🤣how about he tries not being one of the worst QBs in the league first.” It stung because there was some truth in it. Williams oversaw a stretch where Chicago’s offense went back-to-back games without scoring a touchdown. For a city starving for points, that was a punchline all on its own.

Then came the dreamers. “I want to date Halle Berry. It’s good to have dreams even if they’ll never happen,” one fan joked. The irony? Williams actually had the Bears’ first three-game win streak since 2020 and broke multiple rookie marks, but nobody cared once “eight rings” entered the chat. The comment turned his confidence into late-night material.

“In your dreams, buddy 😂😂,” another piled on. It hit differently knowing Williams once strung together 354 passes without an interception, the longest rookie streak in NFL history, and still couldn’t buy the benefit of the doubt. Records didn’t matter. The Bears kept losing.

And the best of all, “I want to be a dinosaur.” That was the internet fully turning him into a meme. In the end, Caleb Williams wasn’t just a quarterback with rookie records. He was the guy who turned one ambitious line into a league-wide laugh track. The Bears got their history-maker, and the internet got its newest punchline.