Career
Born in Lake Charles, Louisiana, Gentry started playing basketball at DeQuincy Highschool, earning a scholarship at McNeese State University. He competed in the National Collegiate Athletic Association Division I, with the Cowboys under coach Tic Price in his last year as senior, averaging 10.8 points per game, as the Cowboys lost in the Midwest Regional to the Bulldogs. Undrafted, Gentry moved to Europe, starting his professional career in the Portuguese League, playing one season on the Azorean team, Lusitânia, before he moved to da Figueira.
There, he improved his scoring ability, increasing from 13.5 points per game in 2004-2005, to 16 points per game in the next season.
Gentry returned to Portugal on 23 August 2007, signing with Football Club, helping the northerners conquer the League Cup in the only season there. He returned to Angola, to play another season at Petro de Luanda, but with much less success than before, so he moved to Interclube on 16 September 2009.
On 5 June 2011, Gentry moved to, and became an important player for the Eagles, winning four league titles and ten other cups. He also debuted in European competitions, in the 2014-2015 EuroChallenge.