After the fight in Germany, Kenna spent under a year out of the ring, contemplating retirement or becoming a journeyman fighter. He returned in February 2007 with a points victory against Keith Long, but has not won a fight since. Kenna has lost seven consecutive fights, the first of which came when he was out-pointed by undefeated Moldovan-born Israeli Roman Greenberg (27-0) over eight rounds in London on 31 October 2007. He was in trouble by the sixth round, and on the floor in seventh from a straight right hand. The only time Greenberg saw any trouble came when his stool collapsed under his sixteen and a half stone frame at the end of fifth round.