After his senior year at St. George's, Rolle transferred to the Laurinburg Institute in North Carolina, where he was an integral part in leading the team to an undefeated record and the national prep school championship.

Rolle was waived by the Pacers on October 25, at the end of training camp and was later chosen with the third overall pick in 2010 NBA Development League Draft by the Maine Red Claws.

[3] He can trace his ancestry to freed slaves and is a distant cousin of National Football League (NFL) players Myron, Antrel, and Samari Rolle.

[5] At St. George's High School in Freeport, Rolle quickly developed his basketball skills and also competed in track and field events.

Due to an unrepaired leak, the school's gymnasium was condemned in 1997, and the basketball team was forced to play home games as far as 30 miles (48 km) away.

[10] He decided on LSU, to which fellow Laurinburg teammate Chris Johnson had already committed, and signed his letter of intent on November 18, 2004.

[11] Sources: On November 18, 2005, in an 84–56 defeat of Southern University, Rolle made his collegiate debut, playing 14 minutes and scoring six points while also grabbing three rebounds.

[12] Rolle shot 4-of-8 from the field and contributed season bests in rebounds (10) and points (8) to help lead LSU past Nicholls State.

[1] The Tigers surprised many with a Final Four run, and in that game Rolle led the team in rebounds with eight, recorded two points from 1-of-1 shooting, and blocked a shot, all in 14 minutes of playing time.

[1] Coming into the 2006–07 season, the Tigers returned four starters, including Glen "Big Baby" Davis, and LSU fans hoped that Rolle would replace the shot blocking skills of Tyrus Thomas, who had left early for the NBA.

He had a season-best nine rebounds against Tulane on December 22, and recorded his first double-digit scoring night against the Tennessee Volunteers on March 8, 2007, in the SEC tournament, when he shot 5-for-7 from the field in 18 minutes for 10 points.

After Rolle left LSU, he was courted by Division I schools Wyoming, Marshall, Oral Roberts, Delaware, Louisiana Tech, and South Florida.

Although initially interested in South Florida due to its proximity to his Bahamas home,[18] Rolle chose to transfer to Louisiana Tech to play under Kerry Rupp.

[21] He led the team in scoring with a then-career high of 17 points in a blowout 78–55 loss to #10 UCLA on December 28, while also contributing seven rebounds.

[21] In a 60–52 defeat at the hands of Utah State on February 7, Rolle fell and injured his hip early in the game, but he came back later to finish with eight points.

[23] He had a season high 25 points to go along with 11 rebounds and four blocked shots in leading the Bulldogs to a victory over Murray State 69–60 on February 21.

[27] After talking to NBA spokespeople, who said he was a borderline second-round selection, Rolle considered staying in college an extra year to earn a degree.

[31] In the semifinal of the WAC tournament, against the #1 seeded Utah State Aggies, Rolle injured his ankle less than three minutes into the game, a factor in the Bulldogs' 30-point loss.

[33] In Rolle's final collegiate game, he contributed nine points off the bench despite a 69–40 rout of the Bulldogs by Missouri State in the CIT's quarterfinals.

He worked out with the Washington Wizards, Phoenix Suns, Milwaukee Bucks, Charlotte Bobcats, and Indiana Pacers.

Rolle played well in the 2010 Orlando Summer League, garnering averages of 28 minutes, 13.4 points, seven rebounds, and two blocked shots per game.

On opening day of the summer league, the Pacers beat the Orlando Magic 86–77 behind Rolle's 13 points, five rebounds, two blocks, and a steal.

The fourth game, which The Bahamas Tribune said was the most thrilling of the summer league, featured a 27-point deficit erased by Indiana for a comeback win over the Boston Celtics.

The Pacers and him wrapped up the Orlando Summer League with a 77–73 defeat by the Oklahoma City Thunder, in which Rolle posted 16 points, eight rebounds and two blocks.

[43] Rolle, along with fellow Pacer rookie Lance Stephenson, was named one of the "steals of the draft" by The Boston Globe.

[47] In the 2010 NBA Development League Draft, held on November 1, Rolle was chosen with the third overall pick by the Maine Red Claws.

According to Red Claws general manager Jon Jennings, several D-League teams thought he had the most upside of anyone on the draft.