The Colin Cowherd Podcast

3 & Out - Must WIN for the Bears, Latest with Tom Brady, NFL Network's Kyle Brandt joins the pod

Sep 18, 2025
Kyle Brandt, a television personality and host on Good Morning Football, joins the discussion focusing on memorable NFL moments and current headlines. They examine the must-win situation for the Bears against the Cowboys, along with Tom Brady's surprising post-career business ventures, including his moves in broadcasting and ownership. The duo dives into the controversial Eagles 'tush push' and its implications, highlighting the evolving nature of the game while responding to listener questions on various NFL topics.
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INSIGHT

Bears Face Early Existential Test

  • Chicago's season can unravel quickly because fan/media negativity accelerates coaching pressure and job risk.
  • John Middlekauff argues the Bears' upcoming game is a must-win to avoid a tsunami of criticism and potential quick decline.
INSIGHT

Brady's Post-Career Money Strategy

  • Tom Brady's off-field deals reflect a strategy to accumulate wealth and position himself for future ownership.
  • Middlekauff explains Brady isn't Michael Jordan or Tiger Woods financially, so he must aggressively monetize opportunities like media and minority ownerships.
INSIGHT

Khalil Mack's Injury Outlook Helps Chargers

  • Khalil Mack's short-term IR designation is positive news because he could return within weeks, preserving Chargers' hopes.
  • John Middlekauff notes Mack remains a valuable run-stuffing presence critical to playoff teams.
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