Undercover Billionaire Season 2 poster

Undercover Billionaire — Season 2

202114 episodes8.0/10 (50 votes)

About this season

Billionaire Glenn Stearns attempts a monumental challenge that most would claim is impossible. Follow this self-made mogul to see if he can build a million-dollar company in just 90 days.

Episodes (14)

Three Million Dollar Bet
E1

1. Three Million Dollar Bet

Aired 6 January 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
E2

2. Hustle Up

Aired 13 January 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
E3

3. Pressure Tests

Aired 27 January 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
E4

4. Fist Or Finesse

Aired 3 February 2021 • 45 min

It could be game over for one of the entrepreneurs.

The Closers
E5

5. The Closers

Aired 10 February 2021 • 45 min

The entrepreneurs double down in the face of adversity.

Be Afraid, But Do It Anyway
E6

6. Be Afraid, But Do It Anyway

Aired 17 February 2021 • 85 min

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

Turning Points
E7

7. Turning Points

Aired 24 February 2021 • 85 min

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

Cocktail of Chaos
E8

8. Cocktail of Chaos

Aired 10 March 2021 • 85 min

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

Dumpster Fire
E9

9. Dumpster Fire

Aired 10 March 2021 • 85 min

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

Wake Up Call
E10

10. Wake Up Call

Aired 17 March 2021 • 85 min

Grant faces his team about their suspicions.

The Manifesto
E11

11. The Manifesto

Aired 24 March 2021 • 85 min

One entrepreneur issues a manifesto to motivate the team.

T-Minus 7 Days
E12

12. T-Minus 7 Days

Aired 31 March 2021 • 85 min

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

Camel, Meet Straw
E13

13. Camel, Meet Straw

Aired 7 April 2021 • 85 min

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

Judgement Day
E14

14. Judgement Day

Aired 14 April 2021 • 85 min

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