A native of Miami, Florida, Webster attended Monsignor Edward Pace High School in Miami Gardens, Florida, where he was a letterman in football and track. In football, he saw action on both sides of the ball and as a return specialist and was a two-time first team All-Dade selection. During his junior season, he caught 30 passes for 500 yards with eight touchdowns on offense, while also adding 65 tackles, four sacks, seven forced fumbles and 10 fumble recoveries on defense. Academically, he carried a 3.0 GPA. Regarded as a three-star recruit by Rivals.com, Webster was rated as the 28th-best safety in the nation, 29th according to Scout.com. He was also ranked as the 32nd-best prospect as an athlete by ESPN.com. He chose USF over scholarship offers from Miami, Florida and Auburn, among others. Webster was selected 90th overall by the Denver Broncos in the third round of the 2013 NFL Draft and played for the Los Angeles Rams, Houston Texans, New Orleans Saints, and the Washington Redskins. After his football career, Kayvon dived into entrepreneurship where he would become the owner and creator of the VYBE 305 Restaurant, employing 15 amazing team members while also investing in other food and beverage brands.