The only three time captain in Georgetown basketball history, Courtland Freeman's career spanned the entire coaching tenure of Craig Esherick, where the 6-9 center was emblematic of the highs and lows of this era.

Freeman was not an Esherick recruit; in fact, he was recruited in the John Thompson era. It was Freeman, then a 17 year old junior, provided the first corroboration that John Thompson was resigning, telling the Associated Press of a phone call with then assistant coach Ronny Thompson.

"I was surprised," Freeman said. "From my understanding, he's still going to be in the head office, so it looks like nothing's going to change."

Freeman did not join the team until the fall of 1999. The Blue Ribbon Yearbook noted that "Freeman adds another dimension to the frontcourt, thanks to his lean, active body and ability to move well along the baseline... He averaged 17.3 points, 12.2 rebounds and 5.0 blocks last year and showed the ability to score inside or out. He scored 16 points and grabbed seven rebounds in the Capital Classic and should find an immediate niche in the lineup." His impact as a freshman was not as immediate as some had hoped, averaging 3.1 points per game behind Ruben Boumtje-Boumtje, Lee Scruggs,and Jameel Watkins in the rotation. Back and foot problems sidelined Freeman as a sophomore, from which he received a medical redshirt in 2000-01.

In 2001-02, Freeman was again a reserve option behind Mike Sweetney and Wesley Wilson. With a 38 percent shooting average, including 3 for 19 from three point range, his 3.4 points average was anything but notable and injuries were commonplace. His numbers in 2002-03 sank even further, shooting just 29 percent from the floor despite his size.

With Sweetney leaving the team for the NBA and Wilson having graduated in 2003, Freeman was the best inside option remaining on Craig Esherick's 2003-04 team. "He's clearly our best big man," Esherick told the HOYA. "Courtland is a much better player than he has shown people, and I think the only reason that he has not shown people how good he is is because of injuries. If he's healthy for a whole year, he'll have a great year and so will we."

Freeman started every game in 2003-04, averaging 8.3 points on 45 percent shooting in what was otherwise a troubling season for the Hoyas. "Freeman improved dramatically in his senior season after the departure of fellow big man Wesley Wilson," wrote Bleacher Report, but also noted that "unfortunately, his improvement was wasted in a terrible season by the Hoyas."

Following Georgetown, Freeman served an an envoy for the Department of State and played basketball professionally in Jordan. Returning to the State department, he is currently stationed at the U.S. Embassy in Zagreb, Croatia.