Undercover Billionaire

S2 · E1 · Jan 6, 2021

Three Million Dollar Bet Episode 1

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.

S2 · E2 · Jan 13, 2021

Hustle Up Episode 2

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.

S2 · E3 · Jan 27, 2021

Pressure Tests Episode 3

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.

S2 · E4 · Feb 3, 2021

Fist Or Finesse Episode 4

It could be game over for one of the entrepreneurs.

S2 · E5 · Feb 10, 2021

The Closers Episode 5

The entrepreneurs double down in the face of adversity.

S2 · E6 · Feb 17, 2021

Be Afraid, But Do It Anyway Episode 6

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

S2 · E7 · Feb 24, 2021

Turning Points Episode 7

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

S2 · E8 · Mar 10, 2021

Cocktail of Chaos Episode 8

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

S2 · E9 · Mar 10, 2021

Dumpster Fire Episode 9

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

S2 · E10 · Mar 17, 2021

Wake Up Call Episode 10

Grant faces his team about their suspicions.

S2 · E11 · Mar 24, 2021

The Manifesto Episode 11

One entrepreneur issues a manifesto to motivate the team.

S2 · E12 · Mar 31, 2021

T-Minus 7 Days Episode 12

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

S2 · E13 · Apr 7, 2021

Camel, Meet Straw Episode 13

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

S2 · E14 · Apr 14, 2021

Judgement Day Episode 14