Tom Brady’s roles as owner vs. commentator : Tom Brady has somehow seen his relationship with the game of football become more entangled since retiring from his playing career. The 48-year-old Patriots legend is now a minority owner of the Raiders while simultaneously working as Fox Sports’ lead color commentator for its NFL broadcasts .

The possible conflicts of interest with this dual reality bubbled back to the surface when Brady was spotted wearing a headset in the Raiders’ coaching box during the Monday Night Football loss to the Chargers on Sept. 15.

It was brought up and discussed during ESPN’s coverage of the game, with NFL analyst Peter Schrager reporting that Las Vegas offensive coordinator Chip Kelly speaks with Brady “two to three times a week,” going through film and ga

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