Undercover Billionaire
Season 2
2021 • 14 Episodes
Episodes
1. 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: build a $1 million business in just 90 days.
2. Hustle Up
January 13, 2021
Grant hustles for a big score to kickstart 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.
3. Pressure Tests
January 27, 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.
4. Fist Or Finesse
February 3, 2021
It could be game over for one of the entrepreneurs.
5. The Closers
February 10, 2021
The entrepreneurs double down in the face of adversity.
6. Be Afraid, But Do It Anyway
February 17, 2021
Elaine loses an investor, Monique gains a side hustle and Grant struggles.
7. Turning Points
February 24, 2021
Grant faceplants during an investor pitch. Monique rebrands a business.
8. Cocktail of Chaos
March 10, 2021
A deal implodes for Grant. Elaine faces a crumbling ceiling at the inn.
9. Dumpster Fire
March 10, 2021
Grant threatens to quit. Monique opens up Rooted. Elaine hosts a big event.
10. Wake Up Call
March 17, 2021
Grant faces his team about their suspicions.
11. The Manifesto
March 24, 2021
One entrepreneur issues a manifesto to motivate the team.
12. T-Minus 7 Days
March 31, 2021
With only seven days left, pressures intensify for all three entrepreneurs.
13. Camel, Meet Straw
April 7, 2021
At day 90, the entrepreneurs make a final push before valuations.
14. Judgement Day
April 14, 2021
No overview available.