Taylor Dent and won his third-round match against Luka Gregorc. He then defeated Michael Yani and Michael Russell to win the Calabasas Challenger. Young won his first three matches at the Charlottesville (VA) Challenger against Vincent Spadea, Kevin Anderson, and Dominic Inglot. Young lost to Kevin Kim in the semifinals. Young defeated Jesse Levine in the first round of the Knoxville (TN) Challenger and Alex Kuznetsov in the second round. Young lost to Grega Žemlja in the quarterfinals. Young defeated Jack Sock in the first round of the wild-card draw for the Australian Open. He then lost to Ryan Harrison in the second round. 2010 Young defeated Christophe Rochus in the first round of the 2010 Australian Open and was defeated in the second by Lleyton Hewitt. Young defeated Tim Smyczek in the first round of the Honolulu Challenger. Young then defeated Grigor Dimitrov and Robert Kendrick. He lost to Michael Russell in the semifinals as he retired. Young failed to qualify in Memphis, Delray Beach, Indian Wells, and Miami. Young received a wild card into the main draw of the U.S. Men's Clay Championship, but lost to Kevin Anderson in the first round. Young received a wild card into the Baton Rouge Challenger and defeated Tatsuma Ito in the first round but lost to Go Soeda in the second round. Young lost to Carsten Ball in the first round of the Tallahassee Challenger. Young defeated Greg Ouellette in the 1st Round of the Savannah Challenger. Young then defeated Ryler DeHeart and Cătălin Gârd. He lost to Ryan Sweeting in the semifinals. Young lost to Joseph Sirianni in the first round of the Sarasota Challenger. Young defeated Robert Kendrick in the final of LA Tennis Open to win the Challenger. Young defeated Leonardo Tavares in the first round of the Ojai Challenger. Young then defeated Dayne Kelly and Luka Gregorc. He lost to Bobby Reynolds in the semifinals. Young failed to qualify for Wimbledon. Young defeated Ryan Harrison in the first round of the Winnetka Challenger, and then he defeated Simon Stadler and Lester Cook. Young lost to Tim Smyczek in the semifinals. Young defeated Greg Jones in the first round of the Aptos Challenger. He then defeated Artem Sitak, Ilija Bozoljac, and Somdev Devvarman. Young lost to Marinko Matosevic in the final. In the first round of the Atlanta ATP Tournament, Young defeated Dudi Sela, but then lost to