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Charles Woodson, Heisman Winner to NFL Hall of Fame, a Super Bowl Champ playing 18 years for Raiders and Packers, strength from being raised by a single mother, his thoughts on Jim Harbaugh and Michigan football controversy & becoming first former player to have his whiskey the official brand of a NFL team and stadium.

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Sitting down with a true legend and one of the best to ever play the game, or as Ryan calls him, his favorite player of all time! Charles Woodson is chopping it up with the guys on everything from childhood to glory days at Michigan to sustaining a Hall of Fame NFL career and his entrepreneurial success off the field.

One of football’s most decorated players at the professional and collegiate levels, Woodson played 18 seasons in the NFL with the Raiders and Packers, racking up a list of accolades including Super Bowl XLV champion, 2009 Defensive Player of the Year, 1998 Defensive Rookie of the Year. He was elected to the Pro Football Hall of Fame in 2021, his first year on the ballot.

Ryan quoting Charles on an important message that he shared during his Hall of Fame speech, "They say a woman can’t raise a man, I call bullcrap, because my mom raised two men." Charles talks about his own experience and how his work ethic and his will to never give up is all from watching his mom. As hard as the NFL is and as many ups and downs, injuries, bad days and the days that make you want to walk away, Charles always remained grounded by his mother's efforts and life approach which he used to sustain his own success. Channing doesn't miss a moment in poking a little fun at Charles' singing comparing him to Demarcus Ware's recent performance, as Charles chose to sing a tribute for his mother at his Hall of Fame induction which gives the guys some material for a fun conversation.

Woodson was a 2x All-American at Michigan and led the Wolverines to an undefeated season and national championship, the same year he became the only individual to win the Heisman Trophy while playing on both sides of the ball. Fred asks about playing with Tom Brady during those years at college and what type of player he was then and the difference in Brady during the early years vs becoming one of the best to ever play in the NFL. With all the surrounding controversy around Michigan football today, Woodson remains loyal to the program.

Talking about his own NFL career and playing against his college teammate sharing how a day doesn't go by where someone doesn't ask him about the infamous loss to Brady in the 2002 postseason, where Charles had a sack fumble overturned due to the "Tuck rule" and the Patriots went onto win. A moment that haunted Woodson for years which is why winning the Super Bowl with Green Bay Packers meant so much to him. Talking about how some of the greatest cornerbacks are often compared to Woodson, he reiterates how and why people view him as one of the greatest defensive players to step on the field with no argument on this from the guys.

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