Jeffrey Leiwakabessy (born 23 February 1981) is a Dutch former professional footballer who played as a left back.
Born in Elst, Gelderland, Leiwakabessy played his first professional seasons with NEC Nijmegen.
In 2006–07 he moved to Alemannia Aachen in Germany, which had just returned to the Bundesliga after a four-decade absence; during the campaign he appeared in all 34 league matches, but could not help prevent the team's immediate relegation.
After one more season in Aachen, Leiwakabessy joined Anorthosis Famagusta FC in the Cypriot First Division.
[1] He went on to feature in twelve 2008–09 UEFA Champions League games as the side overachieved in the group stage, even though it was eventually ousted as last.