[2] Hart was the first rider to publicly perform BMX trick the "superman seat grab" at IFMA events in 1998–99.

He was also the first person to perform the "invert superman" seat grab at the 1999 Gravity Games in Providence, Rhode Island.

[citation needed] During the 2000 Gravity Games in Providence, Rhode Island, Hart attempted the first back flip on a 250 cc motorcycle in competition.

[4][failed verification] Hart is credited with the first "attempt" of a backflip as he over-rotated his flip and suffered a hard landing, displacing him off the seat.

The year 2000 saw Hart win several FMX competitions and honors including the Silver at the Las Vegas LXD Freeride MotoX and Toyota's Trick of the Week.

At the 2001 X Games in Philadelphia, Hart attempted the backflip again for the best trick competition but suffered a bad crash coming off his bike at the beginning of the rotation.

Hart and Huntington Tattoo Company also launched a clothing line based on the designs of the artists at the store.

In 2006, Huntington filed a lawsuit against Carey, alleging he owed large amounts of money for his trademark and likeness.

Hart reportedly hired high-profile Las Vegas attorney Gene Porter to resolve the case through mediation, which was ultimately successful.

[5] In 2005 Hart was the host for ABC's Live's X Games FMX coverage and was a cast member on the fifth season of the VH1 reality show The Surreal Life.

In 2011, Hart welcomed a new title sponsor Dodge Motorsports, which allowed him to enter the Supercross space for the first time.

Hart became attracted to the sport previously from being a fan of CORR (Championship Off-Road Racing Series) which ended in 2008.

In August of the same year, Wasted Space closed to make way for the Hard Rock's new race and sports book.

[citation needed] Hart began dating singer Pink after meeting her in Philadelphia, Pennsylvania, at the 2001 X Games.

[12] After four years of dating, Pink proposed to Hart in June 2005 via a pit board during one of his races in Mammoth Lakes, California.

[15][16] In August 2008, during the couple's separation, Carey's brother Tony died due to injuries sustained in a motocross competition.