
14 episodes
1. Three Million Dollar Bet

1. Three Million Dollar Bet
With just $100 in their pockets, three business titans are dropped in unfamiliar cities and challenged to build a $1 million business in just 90 days.
1 h 24 min
Jan 6, 2021
2. Hustle Up

2. Hustle Up
Grant hustles to kickstart his business and get out of the RV, Monique needs work and pressure to test her concept, and Elaine lands on a million-dollar idea.
1 h 24 min
Jan 13, 2021
3. Pressure Tests

3. Pressure Tests
After a catastrophic setback, Grant struggles to regain his footing. Monique goes all in on her idea. Elaine expands her team and lands a critical business partner.
46min
Jan 27, 2021
4. Fist or Finesse

4. Fist or Finesse
Grant receives a shocking call that could mean game over. Monique's plans go up in flames just before her investors pitch. Elaine comes up with a unique plan.
48min
Feb 11, 2021
5. The Closers

5. The Closers
Monique doubles down when her fundraising deadline passes. Grant launches two $1 million business ideas. Elaine rushes ahead with renovations.
48min
Feb 17, 2021
6. Be Afraid, But Do It Anyway

6. Be Afraid, But Do It Anyway
Elaine has a setback when an investor pulls out. Monique lands a side hustle at an iconic business. Grant struggles with his marketing company.
47min
May 18, 2021
7. Turning Points

7. Turning Points
Monique's rent money rides on rebranding a business. Grant faceplants in front of a room full of potential investors. Elaine creates another money-making tranche.
1 h 28 min
Mar 3, 2021
8. Cocktail of Chaos

8. Cocktail of Chaos
Grant seeks redemption when a major deal implodes. Just as Elaine gains momentum transforming the inn, the ceiling caves in. Monique turns down a big pay day.
1 h 24 min
Mar 10, 2021
9. Dumpster Fire

9. Dumpster Fire
Three self-made billionaires go undercover in a small American town, where they have just 90 days and $100 to build a million-dollar business.
1 h 23 min
Mar 18, 2021
10. Wake Up Call

10. Wake Up Call
With less than a month to hit the $1-million mark, Monique gambles on a new revenue stream. Grant faces the team about their suspicions and Elaine makes big changes.
1 h 25 min
Mar 17, 2021
11. The Manifesto

11. The Manifesto
Monique steps up her game with a new sales tactic, Grant issues a manifesto to set his company on a new path and Elaine secures a big partnership.
1 h 25 min
Mar 24, 2021
12. T-Minus 7 Days

12. T-Minus 7 Days
Elaine's soft open is derailed by an unexpected disaster and a lack of funds. Plus, Grant has a breakthrough as he hustles to close two more deals.
1 h 22 min
Apr 7, 2021
13. Camel, Meet Straw

13. Camel, Meet Straw
Three self-made billionaires go undercover in a small American town, where they have just 90 days and $100 to build a million-dollar business.
1 h 31 min
Apr 14, 2021
14. Judgment Day

14. Judgment Day
Three self-made billionaires go undercover in a small American town, where they have just 90 days and $100 to build a million-dollar business.
1 h 24 min
Apr 14, 2021
Undercover Billionaire
IMDb 7.6/1020212 seasons
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