Undercover Billionaire (2019)

Undercover Billionaire (2019)

A successful entrepreneur is dropped into a remote community with little resources and has 90 days to create a successful company.

Cast: Glenn Stearns, RJ Messenger, Dawn Van Scoter


14Season 2

Episode 14

April 13, 2021

Episode 14

13Season 2

Camel Meet Straw

April 1, 2021

Camel Meet Straw

12Season 2

T-Minus 7 Days

April 1, 2021

Pressures intensify when Elaine's soft open is derailed by an unexpected disaster and a lack of funds. Monique races to create her first official Rooted truck for her debut. Grant has a breakthrough as he hustles to close two more deals.

11Season 2

The Manifesto

April 1, 2021

Elaine secures a big partnership but miscommunications within the team could derail her soft open. Grant issues a manifesto to set his company on a new path and start producing. Monique steps up her game with a new sales tactic.

10Season 2

Wake Up Call

April 1, 2021

With less than a month to hit the $1-million mark, Monique gambles on a new revenue stream. Grant hunts for a Wake Up Pueblo HQ and faces the team about their suspicions. Elaine makes big changes to her team and accelerates renovations.

09Season 2

Dumpster Fire

March 15, 2021

Grant faceplants during an investor pitch. Monique rebrands a business.

08Season 2

Cocktail of Chaos

March 3, 2021

Elaine loses an investor, Monique gains a side hustle and Grant struggles.

07Season 2

Turning Points

February 25, 2021

Turning Points

06Season 2

Be Afraid, But Do It Anyway

February 10, 2021

Be Afraid, But Do It Anyway

05Season 2

The Closers

February 3, 2021

Monique doubles down when her fundraising deadline passes. Grant launches two $1 million business ideas. Elaine rushes ahead with renovations to land a major investor.

04Season 2

Fist or Finesse

February 17, 2021

Grant receives a shocking call that could mean game over. Monique's plans go up in flames just before her big investors pitch. Elaine comes up with a unique plan for acquiring renovation funds for the inn.

03Season 2

Pressure Tests

January 20, 2021

After a catastrophic setback, Grant struggles to regain his footing. Monique goes all in on her $1 million idea. Elaine races full steam ahead to expand her team and land a critical business partner.

02Season 2

Hustle Up

January 13, 2021

Grant hustles for a big score to kick-start his business and get out of the RV, Monique needs work and pressure tests her concept, and with her back against the wall, Elaine lands on a million-dollar idea.

01Season 2

Three Million Dollar Bet

January 6, 2021

With just $100 in their pockets, three business titans are dropped in unfamiliar cities, stripped of their names, money, and contacts and given a simple challenge - to build a $1 million business in just 90 days.