Jess Hilarious is no stranger to controversy—or comedy. The Baltimore-born comedian, actress, and media personality sat down with Shannon Sharpe for a no-holds-barred interview, covering everything from her rise in the entertainment industry to her public feuds, friendships with hip-hop icons, and personal struggles. Whether she’s making headlines or making people laugh, Jess proves she’s here to stay.
From Baltimore to the Big Stage
Before becoming a household name, Jess Hilarious had a job many wouldn’t expect—working at a funeral home. But comedy was always in her DNA. She opened up about her journey from posting skits online to selling out shows nationwide. Her big break? Opening for Martin Lawrence, a moment that solidified her future in stand-up. She also paid tribute to comedy greats like Bill Bellamy, Mike Epps, Mo’Nique, Ms. Pat, and Sinbad, and reacted to Katt Williams naming her as one of his favorite rising comedians.
Industry Drama: Nicki Minaj, Corey Holcomb & More
Jess didn’t shy away from addressing the drama that often surrounds her name. She touched on feuds with Nicki Minaj, Corey Holcomb, DJ Akademiks, Lil Meech, and Summer Walker, offering her unfiltered thoughts on industry gatekeeping, joke stealing, and celebrity beefs. She also shared her perspective on Wild ‘N Out, Viacom’s lawsuit against Nick Cannon, and the ongoing debate surrounding Cannon’s growing family.
50 Cent, Power vs. The Wire & Hip-Hop Headlines
With deep ties to hip-hop, Jess weighed in on some of the culture’s biggest moments, including the Drake vs. Kendrick battle, Drake’s Universal lawsuit, and Lil Rel’s transformation. She also compared The Wire and Power, sharing her preference and breaking down why both shows made such an impact.
Her friendship with 50 Cent also came up, with Jess addressing his longstanding beef with Big Meech. She even revealed her top four comedians of all time: Bernie Mac, Katt Williams, Kevin Hart, and—unsurprisingly—herself.
Calling Out Master P & Revisiting Love & Hip Hop
Jess didn’t hold back when exposing business dealings gone wrong, claiming Master P still owes her over $15K for I Got The Hook-Up 2. She also looked back at her time on Love & Hip Hop, addressing her feud with Apryl Jones and the realities of reality TV.
Family Betrayal, Plastic Surgery & Clapping Back
Beyond the spotlight, Jess has faced personal struggles. She opened up about family members stealing from her, why she speaks out against plastic surgery and BBL culture, and her unapologetic approach to handling critics. She also spoke about working alongside Vivica A. Fox on The First Lady of BMF.
Personal Life: Love, Health & Future Moves
Jess got candid about her engagement, revealing how she met her fiancé and the challenges of balancing career and family. She also spoke on her views of 50/50 relationships and how a recent health scare—including gallbladder surgery—shifted her mindset on self-care.
As for what’s next? Jess is expanding her brand with an upcoming book on co-parenting, her eyewear line Messy Vision, and even a dog clothing brand, Messy Paws.
Life at The Breakfast Club
Jess also lifted the curtain on what it’s really like working alongside Charlamagne Tha God and DJ Envy as a co-host of The Breakfast Club. She addressed her tensions with Sexyy Red and Meek Mill and reflected on how the platform has given her a new voice in entertainment.
Whether she’s stirring the pot or making people laugh, Jess Hilarious is a force to be reckoned with. And if this interview is any indication, she’s just getting started.
