Undercover Billionaire
Undercover Billionaire: Season 2

Air Date

January 6, 2021

Episodes

14 episodes

Undercover Billionaire

Season 2

Episodes

Three Million Dollar Bet

1. Three Million Dollar Bet

January 6, 2021
85 min

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.

Hustle Up

2. Hustle Up

January 13, 2021
85 min

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.

Pressure Tests

3. Pressure Tests

January 27, 2021
85 min

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.

Fist Or Finesse

4. Fist Or Finesse

February 3, 2021
45 min

It could be game over for one of the entrepreneurs.

The Closers

5. The Closers

February 10, 2021
45 min

The entrepreneurs double down in the face of adversity.

Be Afraid, But Do It Anyway

6. Be Afraid, But Do It Anyway

February 17, 2021
85 min

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

Turning Points

7. Turning Points

February 24, 2021
85 min

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

Cocktail of Chaos

8. Cocktail of Chaos

March 10, 2021
85 min

A deal implodes for Grant. Elaine faces a crumbling ceiling at the inn.

Dumpster Fire

9. Dumpster Fire

March 10, 2021
85 min

Grant threatens to quit. Monique opens up Rooted. Elaine hosts a big event.

Wake Up Call

10. Wake Up Call

March 17, 2021
85 min

Grant faces his team about their suspicions.

The Manifesto

11. The Manifesto

March 24, 2021
85 min

One entrepreneur issues a manifesto to motivate the team.

T-Minus 7 Days

12. T-Minus 7 Days

March 31, 2021
85 min

With only seven days left, pressures intensify for all three entrepreneurs.

Camel, Meet Straw

13. Camel, Meet Straw

April 7, 2021
85 min

At day 90, the entrepreneurs make a final push before valuations.

Judgement Day

14. Judgement Day

April 14, 2021
85 min