In the late 1990s, Teutul Sr. began manufacturing custom motorcycles as an extension of his steel business, and in 1999 he founded Orange County Choppers. The company's first bike, "True Blue," was debuted at the 1999 Daytona Biketoberfest.
OCC is known for building custom theme bikes featured on American Chopper. Additionally, OCC launched a limited edition production line of motorcycles in July 2007, priced beginning at $31,000.
One of OCC's most popular bikes is The Fire Bike, which was designed by Paul Teutul Jr., to commemorate the New York firefighters who lost their lives on 9/11. The bike itself has been modeled after a fire truck, and an actual steel rivet from the World Trade Center has been integrated into the bike itself, mounted atop the bike's gas tank. Paul Jr. stated that the bike was named "343," the number of New York firefighters who gave their lives on 9/11.
The popularity of American Chopper led the United States Air Force to commission a $150,000 "Air Force Bike," first put on public display in March 2005. The motorcycle is ten feet long and is modeled after the F-22 Raptor, complete with Air Force symbol rims, riveted gas tank, Raptor exhausts and rear-view mirrors in the shape of jets.
Orange County Choppers held a series of free music performances within the retail store.P.O.D., Candlebox, Saliva, Red, 10 Years, Fair to Midland, and Framing Hanley have performed. On April 25, 2009, Smile Empty Soul and Earshot performed to celebrate the decade of the company's work. Additionally, OCC in October in conjunction with RED/Sony released a classic rock compilation CD featuring some of Paul Sr.'s favorite songs titled OCC Rocks. The CD also includes original music from The OCC Band, which features four of the shop's employees. Black Label Society performed a concert in the retail store to promote their album Order of the Black.
The MotoCoaster is a Zamperla built motorbike themed roller coaster installed at Darien Lake theme park in Darien Lake, NY. It was the first motorbike roller coaster to be installed in the United States, though the Pony Express, a similar model of coaster with horse themed trains, was erected Knott's Berry Farm. The MotoCoaster is the same model as the prototype located outside Zamperla's factory in Italy.
The MotoCoaster was announced in January 2008 and opened in May 2008 with Orange County Choppers securing the naming rights. The MotoCoaster is located near the Darien Square area of the park, between Boomerang and Twister. Orange County Choppers built a custom motorcycle inspired by the ride and the park. The coaster was originally named the Orange County Choppers Motocoaster when it first opened in 2008. However, the name was shortened to the MotoCoaster in 2010 after the naming rights with OCC expired.