Feuerstein got his break-through on television as a recurring character on the daytime soap opera Loving. When Director Nancy Meyers was casting What Women Want, her daughter recognized Feuerstein from Practical Magic (1998), and insisted that her mother cast him. Feuerstein had a recurring role in season 3 as a Lawyer on The West Wing, and then returned in seasons 6 and 7. Feuerstein reunited as a love interest with Practical Magic co-star, Sandra Bullock, in the film Two Weeks Notice (2002), but his scenes were later deleted. He was named one of People magazine's "50 Most Beautiful People" in 2003. In January 2009, Feuerstein began appearing in the web series The Hustler on Crackle.