He then went on to play for several teams, such as Deportivo Saprissa, Ramonense, Municipal Puntarenas, Sagrada Familia, Guanacasteca and San Carlos.
He was then selected by FIFA to be part of the international official Technical Study Group for the Germany 2006 World Cup, along worldwide renowned football experts and coaches such as Francisco Maturana, Roger Milla, Andy Roxburgh, Teófilo Cubillas, Jozef Venglos, and others.
[3] In late June 2008, after Hernán Medford was removed from his position as head coach of the Costa Rica national team, Eduardo Lee, president of the Fedefubol (Federacion Costarricense de Futbol) and the board of executives chose Rodrigo Kenton as head coach of the Costa Rica national team, to qualify for the South Africa 2010.
The announcement was made unofficially by Kenton in an interview by Radio Monumental's journalist Harrick McClean, when Fedefutbol had scheduled a press conference a week after Hernan Medford was removed.
Kenton was named head coach[4] with less than two months to the start of the 1st group phase of the CONCACAF qualifiers for South Africa 2010.