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President George H. W. Bush with Jon Woodard.
Arnold Schwarzenegger, Jon Woodard, Gov. Charlie Crist, and Senator Mel Martinez.
Jon Woodard with Yankees Executive Vice President Felix Lopez (son-in-law of George Steinbrenner)
Ken Griffey, three-time MLB All-Star with Jon Woodard

Jon Woodard welcoming Yankees legend Bucky Dent to the Caribe Sports Management team.

NFL Hall of Famer Lynn Swann with Jon Woodard
Jack Kemp seven-time Pro Bowl player & 1965 AFL MVP with Jon Woodard.

Former MLB player Luis Sojo, Jon Woodard and Mario Garza, Yankees director of Latin American operations.

Jon Woodard at the home of MLB pitcher Victor Alcantara

Jon Woodard at the home of Gary Sanchez's mother Orquídia in the Dominican Republic
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