He played college football for the Nicholls State Colonels and the Southern Miss Golden Eagles.

For his efforts in high school football, Webb was named first-team all-state defensive back for both his junior and senior year.

Later in the season, the coaching staff for Nicholls State made the decision to let Webb play quarterback [1] as well as defensive back.

In his first start as a quarterback (sharing snaps with Zach Chauvin) [1] against Azusa Pacific University, Webb rushed for 120 yards on eight carries and scored one touchdown.

Following the end of the season, Webb was named an AP 1st team All-American and finished 10th out of 34 championships finalist for the honorable Buck Buchanan Award presented in FCS football.

[5] However, on December 20, in a Week 15 win over the Chicago Bears, Webb tore his anterior cruciate ligament and missed the remainder of the season.

[6] Although he only became a starter in the second half of the season, Webb quickly established himself as one of the team's best cornerbacks because of his ability to play on an island and fine tackling, especially in run support.

On November 8, 2010, Webb recorded his first career interception off a pass from Miami Dolphins quarterback Chad Henne and returned it 32 yards.

[9] Early in the 2011 season, injuries forced Webb into the starting lineup, where he excelled and demonstrated he was the team's most talented corner.

Webb attributed his elevated play to full recovery from his knee injury and his bulking up in the offseason to prepare to become the slot cornerback.

[13] Webb had a strong start to the year before tearing his ACL in Week 6 against the Dallas Cowboys, ending his season with 25 tackles (24 solo), one interception and one forced fumble.

[22] In the Week 2 game against the Cleveland Browns, he recorded an interception off of quarterback DeShone Kizer in the fourth quarter of the 24–10 victory.