In 2002, ESPN reached out to McEachern, who was working as a mortgage banker at the time, to cover poker. He was brought back in 2003 alongside Norman Chad for the 2003 World Series of Poker. The tournament was won by Chris Moneymaker and led to the Moneymaker effect and a corresponding surge in poker's popularity. McEachern continued as a mortgage banker for nearly five years, doing poker coverage for ESPN on the side. As of 2017, he has covered every World Series of Poker main event since ESPN acquired the broadcasting rights.