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

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