Obatola began his career with Gombak United in the Singaporean S-League in 2006, and spent the next five years with the club, making over 100 appearances.

He helped Gombak win the Singapore League Cup 2008, and he was named S-League Young Player of the Year in 2009 On April 7, 2010, Obatola signed the Portland Timbers of the USSF D-2 Pro League,[1] having impressed the team's coaches during a trial period during which he scored the winning goal in a friendly game against Seattle Sounders FC,[2] making him a fan favorite.

However, after starting six of the first seven games of the 2010 season and scoring just one goal, Obatola did not feature in the next four matches and was released from his contract by mutual consent on June 10, 2010.

He signed for Pattaya United of Thailand in February 2011 and scored his first goal for the team with a header in his first start on April 16, 2011.

Obatola last debut played in Sisaket after completing his contract brought him to continue his trade in the United States with recently American Soccer League expansion team in Maryland.