He remained with the Chargers for three seasons. Wiley joined the Dallas Cowboys for one season before joining his fourth and final team, the Washington Redskins. His final game was in 2006. Since his retirement, Wiley has worked as an NFL analyst on ESPN. He also co-hosts (with Max Kellerman) a talk sport show also for ESPN. Wiley co-founded Prolebrity, which is a sport community where athletes promote their business, charities and events.