Philcox came out of Syracuse University and then played nine years in the NFL for the Cincinnati Bengals, Cleveland Browns, Tampa Bay Buccaneers, Jacksonville Jaguars, San Diego Chargers, and New England Patriots. In 1993 Philcox was starting for the Cleveland Browns in week 11 against Seattle. On the first play of the game Philcox fumbled the ball; it was recovered by Seattle and was run in for a Seahawks touchdown. It was the fastest score in franchise history for Seattle. Philcox finished 4 for 8 and passed for 49 yards and had one interception in 1991. Philcox would go on to play two more seasons for Clevelend. He never fully recovered from a broken thumb in September 1992.