Cowboys legend and original No. 88 Drew Pearson sits down with Billy Joe DuPree to revisit a groundbreaking NFL career. From redefining the tight end position to the moments that shaped a championship era in Dallas, DuPree reflects on the impact, evolution, and stories that defined his journey.

The Route Tree: Billy Joe DuPree

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In Episode 8 of The Route Tree, Cowboys legend and original No. 88 Drew Pearson goes one-on-one with Darren Woodson to reflect on a Hall of Fame–worthy career that helped redefine the safety position in Dallas. From championship moments to the legacy he built on and off the field, Woodson shares the impact of his journey and opens up about the continued wait for his call to Canton.

The Route Tree: Darren Woodson

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Cowboys legend and original No. 88 Drew Pearson goes one-on-one with two-time Super Bowl champion Tony Casillas. From anchoring dominant defenses to the moments that defined championship runs in Dallas, Casillas reflects on the toughness, leadership, and lessons that shaped his NFL career.

The Route Tree: Tony Casillas

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Cowboys legend and original No. 88 Drew Pearson sits down with Eugene “The Hitting Machine” Lockhart to reflect on a hard-nosed NFL career built on toughness and leadership. From anchoring the defense to delivering punishing hits, Lockhart shares the moments and mindset that defined his time in Dallas.

The Route Tree: Eugene "The Hitting Machine" Lockhart

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Cowboys legend and original No. 88 Drew Pearson goes one-on-one with Super Bowl champion Everson Walls to revisit an unlikely and unforgettable NFL journey. From arriving in Dallas as an undrafted free agent to becoming a championship-winning cornerback, Walls reflects on the instincts, moments, and mindset that defined his career.

The Route Tree: Everson Walls

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Cowboys legend and original No. 88 Drew Pearson sits down with Ed “Too Tall” Jones to reflect on a larger-than-life NFL career. From dominating the trenches to the moments and decisions that defined his journey, Jones shares the stories that helped shape an era of Cowboys football.

The Route Tree: Ed "Too Tall" Jones

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Cowboys legend and original No. 88 Drew Pearson goes one-on-one with Hall of Famer Cliff Harris. The two icons reflect on Harris’ path to Canton, the edge and intensity that defined his game, and the unforgettable moments that helped shape one of the greatest dynasties in NFL history.

The Route Tree: Cliff Harris

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In the debut episode of The Route Tree, Cowboys legend and original No. 88 Drew Pearson sits down one-on-one with Hall of Famer Charles Haley. The two icons revisit Haley’s remarkable NFL journey, the moments that defined his career, and the stories behind one of the most dominant defenders the league has ever seen.

The Route Tree: Charles Haley

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Cowboys legend and the original #88 Drew Pearson goes one-on-one with former players to break down their journeys, unforgettable moments, and the stories that shaped their NFL careers. 

<p data-ogsc="">Cowboys legend and the original #88 Drew Pearson goes one-on-one with former players to break down their journeys, unforgettable moments, and the stories that shaped their NFL careers.&nbsp;</p>

The Route Tree

<p>Cowboys legend and the original #88 Drew Pearson goes one-on-one with former players to break down their journeys, unforgettable moments, and the stories that shaped their NFL careers.&nbsp;</p>

The Route Tree

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