tie against Bolton Wanderers (he was substituted in this game but the BBC described it as "an impressive debut"). He remains the most expensive Sunderland player to never play a first-team league game. Given that fact, he is recognized as one of Sunderland's worst transfers. Spain Due to the issues getting playing time at Sunderland A.F.C., Medina went on loan to CD Leganés in the Spain Segunda División for the 2003–2004 season which he played 32 games. For the 2004–2005 season, Sunderland let Medina leave the club on a loan which then turned into a free transfer and he returned to the Segunda División with Real Murcia. He played 20 games and scored 2 goals, both in a game against Málaga Club de Fútbol B on 16 October 2004. Return to Argentina He has returned to Argentina and played for Rosario Central in the 2005 Apertura playing 3 games. For the 2006 Clausura, he joined Gimnasia y Esgrima de La Plata which promptly loaned him to Club Atlético Nueva Chicago playing 1 game in the 2006 Apertura. Midway through the 2007 Clausura, he went on loan to Talleres de Córdoba in Primera B Nacional where he became a starter and played 9 games and scored 1 goal (12 April – in a 2–1 loss to Club Atlético Huracán). For the 2007 Apertura, he returned to Gimnasia y Esgrima de La Plata playing 7 games. In February of the 2008 Clausura, Medina ruptured an achilles tendon, which sidelined him for the entire year. Chile Medina joined O'Higgins on 28 December 2008. He was a regular starter in the team's midfield in the 2009 Clausura playing 11 games and then playing 12 games in the 2009 Apertura. Back to Argentina Medina returned once again to Argentina in 2010 for the Clausura and joined Tiro Federal in Primera B Nacional. He played 9 games that season. Mexico Prior to the 2011 Clausura, Medina joined C.F. La Piedad in Ascenso MX and made an auspicious start to his short-lived career in Mexico on 20 March 2011 when he was red carded in his debut. He finished with just two games for C.F. La Piedad. Return to Argentina After a hiatus from playing after his time with C.F. La Piedad, Medina wanted to resume his career so he returned home and in August 2012 he joined El Porvenir in Primera C. He was bringing experience