After watching Glenn Stearns take on the audacious challenge of giving up his name, wealth and contacts in an attempt to build a million-dollar company in just 90 days with just $100 in Undercover Billionaire‘s first season, an all-new host of successful entrepreneurs are taking on the same challenge with $1 million at stake during a brand new season.
Undercover Billionaire returns for its second season on Discovery and Discovery+ Wednesday, Jan. 6 at 8 p.m. ET, followed by the all-new series, Undercover Billionaire: Comeback City at 10 p.m. If the entrepreneurs think Stearns had it hard as he built Underdog BBQ from the ground up in Erie, PA, they had no clue what was in store for them as the COVID-19 pandemic hit the U.S., shuttering the doors of much more established small businesses than what they had begun to build. Can the businesspeople taking on Stearns’ challenge recreate their success in a pandemic by relying on their own skills and the communities surrounding them?
Videos by PopCulture.com
Going undercover this year is Monique Idlett-Mosley, the founder and CEO of Reign Ventures, a technology fund that empowers young entrepreneurs to create their own multimillion-dollar businesses. After a difficult childhood, Idlett-Mosley proved herself a hard worker as a young executive at USA Today before going on to create an agency that partnered corporations with entertainment and sports stars. From there, she became the brains behind the Mosley Music Group alongside ex-husband Timbaland, and has managed the careers of artists such as One Republic, Nelly Furtado and Chris Cornell.
In another city will be Grant Cardone, an entrepreneur, international motivational speaker, real estate investor, sales trainer, and best-selling author of The 10XRule and Be Obsessed or Be Average. Cardone challenges the traditional idea of the American dream, maintaining that people are the biggest capital, and that cash means nothing if it’s not being put to work. He hopes to put that opportunism and relentless attitude to work as he strips himself of everything he has built so far.
The third entrepreneur taking on Stearns’ challenge is Elaine Culotti, a real estate developer, interior designer, builder, and founder of House of Rock. Culotti has been building her own businesses since she was 14, and broke into the male-dominated construction business to become one of the industry’s biggest players. Having developed everything from luxury homes to casinos and hospitals, Culotti is confident she can make anonymity work for her in a new town.
Undercover Billionaire premieres Wednesday, Jan. 6 at 8 p.m. ET on Discovery and Discovery+, followed by Undercover Billionaire: Comeback City at 10 p.m. ET, in which viewers can check in on Underdog BBQ alongside Stearns as he returns to the business he created and attempts to rescue other small businesses in trouble in the same city.
Undercover Billionaire is produced for Discovery Channel by This is Just a Test. For This is Just a Test, Aengus James, Colin King Miller, and Tim Warren are executive producers as well as Michelle Galster as executive producer for Undercover Billionaire: Comeback City. Glenn Stearns serves as Executive Producer for both series. For Discovery Channel, Joseph Boyle and Carter Figueroa are executive producers and Jessica Mollo is associate producer.
More Reality
-

โReverse the Curseโ โ Back from tribal, tensions rise following the exit of a particularly historic player. The final five immunity challenge ends in a showdown and features one of the closest finishes the show has ever seen. Jeff reveals the outcomes of the remaining in-game fan votes and how they impact the final stage of the competition. Then, one castaway will be crowned Sole Survivor and awarded the $2 million prize, during the three-hour live season finale, on SURVIVOR 50, Wednesday, May 20 (8:00-11:00 PM, ET/PT) on the CBS Television Network, and streaming on Paramount+ (live and on-demand for Paramount+ Premium plan subscribers, or on-demand for Paramount+ Essential subscribers the day after the episode airs)*. Jeff Probst serves as host and executive producer. Pictured: Aubry Bracco Photo: Robert Voets/CBS ยฉ2025 CBS Broadcasting, Inc. All Rights Reserved.






