Boxes and Lines

/ May 04, 2026

From the Navy to the NFL to Wall Street with Phil McConkey

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Episode Description

Ronan's boyhood dreams come true when New York Giant Phil McConkey, who was part of the team's 1986 championship win, stops by Boxes and Lines. Phil entered the financial services world after retiring from the NFL in 1989, later joining Academy Securities where he is now vice chairman. Academy Securities is a disabled veteran-owned and operated investment bank, and nearly half of its employees are military veterans. This includes Phil, who served as a Navy officer and helicopter pilot before joining the Giants at the age of 27. Phil joins Ronan and JR for a wide-ranging conversation about the connections between football and finance, leadership and what it means to fail and get back up - even when you still feel like "the skinny kid from Buffalo."