During Skrepenak's career, he played for only one playoff team. Coach, Dom Capers' 1996 Carolina Panthers went 12–4 during the 1996 NFL season but lost to the Green Bay Packers in the National Football Conference Championship game of the 1996-97 NFL playoffs. That season Skrepenak helped protect the team's only Pro Bowler, quarterback Kerry Collins. Although Skrepenak missed the 1993 NFL season due to injury, Art Shell's 1993 Los Angeles Raiders went 10–6 and advanced one round in the 1993-94 NFL playoffs before losing to the Buffalo Bills. Skrepenak played offensive tackle during his years with the Raiders and offensive guard during his years with the Panthers. He has regularly played on the right side of the line.