Taimak's leading role in Berry Gordy’s The Last Dragon, in which he played Leroy Green, a Bruce Lee-inspired martial artist in search of "The Glow", was his first major break in acting. The film was a financial success and grossed more than $25 million at the box office.
Since The Last Dragon, Taimak has appeared in a number of TV roles and over a dozen plays.
Taimak later appeared in a number of TV roles and music videos including the lead male in Janet Jackson's "Let's Wait Awhile" music video, Debbie Allen's "Special Look" video. He played a date rapist on an episode of the TV show A Different World. He appeared in 36 Crazyfists' music video "Bloodwork".
Taimak has worked with a number of celebrities including Madonna and starred in the play Cheaters, which toured the United States. He starred in a hit Off-Broadway show in 2004 called Roadhouse The Comedy, based on the Patrick Swayze film Road House.
In addition to his acting career, Taimak operated a gym on the Manhattan's East Side in New York City called Fitness Concepts, that he opened in 2002. However, due to time constraints, he has since parted ways with the partner but may reconsider re-opening another gym in the future. In the interim, Taimak completed Taimak FIT (Find Inner Transformation) the first installment of a series of fitness DVDs.
He is an accomplished martial artist and has received black belts in Goju Ryu Karate, Jeet Kune Do, Wing Chun, Hapkido, Jujutsu, Taekwondo & Brazilian Jiu-Jitsu. He studied Chinese Goju under "The Black Dragon", Ron Van Clief.
He officiated the preliminary MMA bouts at UFC 6 and UFC 7.
He wrote and directed called I've Seen Things.
Also in November 2015, both he and Cary-Hiroyuki Tagawa were honorees for the Fists of Legends Legacy Award at the Urban Action Showcase & Expo at HBO
In March 2016, Incorgnito Publishing Press published Taimak's autobiography, Taimak The Last Dragon which is available on Amazon and Barnes & Noble.They're Just My Friends (2006) as Captain TaimakThe System Within (2006) as Pastor RickyBook of Swords (2005) as LuckyThird Watch as Spider (1 episode, 2004)"Family Ties: Part 2" (2004) TV episode (as Taimak Guarriello) as SpiderNight Class (2001) as Kick boxing instructorMasquerade (2000) (TV)Beverly Hills, 90210I Will Be Your Father Figure (2000) TV episode (as Taimak Guarriello) as BarbackThat's the Guy (1999) TV episode (as Taimak Guari) as The BartenderDog's Best Friend (1999) TV episode (as Taimak Guari) as The BartenderDreamers (1999) as SamRed Shoe DiariesThe Forbidden Zone (1996) TV episode as ZonerWMAC Masters"Battle of the Brothers" (1996) TV episode as Striking EagleKickback with Scott Pastore (1994) TV series as GuestNo More Dirty Deals (1993) as Sean HallowayThe White Girl (1990) as BobA Different World"No Means No" (1989) TV episode as Garth ParksThe Last Dragon (1985) as Leroy GreenMadonna: Drowned World Tour 2001 (2001) (TV) (martial arts coordinator) (as Taimak Guarriello)Acapulco Black Film Festival (2000) (TV) as HimselfSingled OutEpisode dated 13 December 1995 (1995) TV episode as Taimuk