Season 2 poster
Series SeasonSeason 2 episodes2021

Undercover Billionaire

Season 2

No season overview available.

Episodes
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Three Million Dollar Bet
Episode 185 min2021-01-06

Three Million Dollar Bet

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
Episode 285 min2021-01-13

Hustle Up

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
Episode 385 min2021-01-27

Pressure Tests

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
Episode 445 min2021-02-03

Fist Or Finesse

It could be game over for one of the entrepreneurs.

The Closers
Episode 545 min2021-02-10

The Closers

The entrepreneurs double down in the face of adversity.

Be Afraid, But Do It Anyway
Episode 685 min2021-02-17

Be Afraid, But Do It Anyway

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

Turning Points
Episode 785 min2021-02-24

Turning Points

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

Cocktail of Chaos
Episode 885 min2021-03-10

Cocktail of Chaos

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

Dumpster Fire
Episode 985 min2021-03-10

Dumpster Fire

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

Wake Up Call
Episode 1085 min2021-03-17

Wake Up Call

Grant faces his team about their suspicions.

The Manifesto
Episode 1185 min2021-03-24

The Manifesto

One entrepreneur issues a manifesto to motivate the team.

T-Minus 7 Days
Episode 1285 min2021-03-31

T-Minus 7 Days

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

Camel, Meet Straw
Episode 1385 min2021-04-07

Camel, Meet Straw

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

Judgement Day
Episode 1485 min2021-04-14

Judgement Day

No episode overview available.

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