Sheryl Underwood is widely recognized as a powerhouse in the world of comedy, celebrated for her unfiltered wit and bold political satire. Beginning her career in 1989 by becoming the first female finalist in the illustrious Miller Lite Comedy Search, Underwood swiftly carved out a remarkable reputation in the comedy scene. Her sharp humor and fearless commentary have garnered her victories in several prestigious comedy competitions, including Johnny Walker Red, Funniest Woman at the Improv, Old English Comedy Crunch, and BET’s Comic View's Funniest Female Comedian. In 1995, Underwood made history by securing the 1st runner-up position in the Bay Area Black Comedy Competition, marking her as the first and only comedian to enter the competition's final round three years consecutively. With her undeniable talent solidifying her place in the comedy circuit, Underwood set her sights on television. Her breakthrough came as a hit host on BET’s popular talk show, Oh Drama!, where her straightforwardness and relatability resonated with audiences. Her success on television paved the way for her to create and produce her own show, Holla, which aired on BET. Loosely inspired by Bill Maher’s Politically Incorrect, the show featured spirited debates on politics, sex, and current events, mediated by Underwood’s signature no-nonsense style. This success further established her as a sought-after guest on shows like Politically Incorrect, HBO’s All-Star Def Comedy Jam, Showtime’s Full-Frontal Comedy Show, Motown Live, and Fox’s Saturday Night Special. She also ventured into film, featuring in movies such as Bullworth and Master P’s I Got the Hook Up. Beyond her extraordinary work in comedy and television, Sheryl Underwood is a dedicated philanthropist. She donates 5% of her road earnings to Zeta Phi Beta Sorority, Inc., where she is a lifetime member and former President of her local chapter, Omicron Rho Zeta. Underwood’s philanthropic reach extends to the National Council of Negro Women and the NAACP, and she founded the African-American Female Comedian Association to support her peers. Sheryl Underwood continues to captivate audiences across platforms, from Comedy Central to Showtime’s Laff-a-palooza, with her audacious engagement of controversial topics such as sex, politics, and relationships. Her distinctive blend of humor and earnestness, coupled with her unique perspective as a sexually progressive, God-fearing, staunch, black Republican woman, attracts and delights audiences both old and new. Whether on stage, radio, television, or film, Sheryl Underwood remains a dynamic and influential voice in the comedy industry.