On 5 August 2005, Penney signed a two-year deal with Maccabi Tel Aviv of the Israeli Basketball Premier League. He was used sparingly as a shooter off the bench and helped Maccabi qualify for the Euroleague Final Four, eventually losing to CSKA Moscow in the final.
In August 2005, Penney signed a two-year agreement with Maccabi Tel Aviv of the Israeli Basketball Premier League. He was sparingly used as a shooter off the bench and contributed to Maccabi's qualification for the Euroleague Final Four, where they ultimately fell short against CSKA Moscow in the championship game.