The son of Pro Football Hall of Fame defensive end Howie Long and the younger brother of former defensive end Chris Long, he played college football for the Oregon Ducks following a stint with the Florida State Seminoles.

[1][2] During his Bears tenure, Long was named to three consecutive Pro Bowls and one second-team All-Pro.

[4] He was selected by the Chicago White Sox in the 23rd round of the 2008 Major League Baseball Draft, but did not sign and honored his commitment to Florida State University.

[5] In January 2009, Long left Florida State for academic reasons following an arrest for DWI.

[8] On March 9, 2024 Long was inducted into the California Community College Football Coaches Hall of Fame.

On March 10, 2016, the Bears signed right tackle Bobby Massie from the Arizona Cardinals, and Long was moved back to guard.

[24] Long then severely injured his right ankle two weeks later against the Tampa Bay Buccaneers and was carted off the field.

[29] Early in 2019, Long suffered a hip injury that forced him to miss the Week 4 game against the Minnesota Vikings.

[30] Although he returned for the following week's Oakland Raiders game, the injury persisted and he was placed on injured reserve on October 14.

[32] The Bears declined his contract option for 2020, making him an unrestricted free agent on March 18, 2020.

[38] Long did not play a single snap for the Chiefs, largely due to his knee injury and the emergence of rookie guard Trey Smith.

[39] He is a part-owner of esports team Mode Motorsports in the eNASCAR Coca-Cola iRacing Series,[40] and as of September 16, 2020, co-hosts (with Paul Swan) a weekly talk show on NASCAR.com's YouTube channel.