Hauptmann was born in Los Angeles, California. He attended Beverly Hills High School in Beverly Hills and played high school football.[3] He played center and tackle. He was also on the Beverly Hills Track and Field team as a member on the shot put team. Hauptmann broke a 30-year record on shot put (60–10.5) at Beverly Hills.
College career
Immediately following high school graduation, Hauptmann accepted a scholarship offer to College of the Canyons, where he played left guard on the offensive line. After one season he transferred to Florida International University (FIU), where he became an immediate starter on the offensive line. He started every game during the 2012 football season, and finished his college career starting every game for a total of 37 games (over three seasons). Caylin Hauptmann helped pave the way for the FIU offense to have four 100-yard rushers, three 300-yard passing efforts and six 100-yard receivers in a season where the primary running back, and quarterback were out for multiple games with injury. He served as captain of the FIU offensive line (2011). Phil Steele named him to his postseason all-conference team after both his sophomore and junior seasons, while making his debut on the official All-Sun Belt team, as a second-team pick in 2011.[4][5] Hauptmann was nominated in 2012 to the list of nominees for the Outland Award, the highest award for U.S. college offensive lineman. He was also a major contributor on offense to the FIU team that won the 2010 Little Caesar's Pizza Bowl.[6]
Hauptmann was claimed off waivers by the Browns on August 31, 2014.[11] He was waived following a failed physical on September 2, 2014.[12] Hauptmann would later be added to the practice squad for the 2014 NFL season.