Undercover Billionaire Season 2, Episode 4: Fist Or Finesse

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.

85 min

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.

85 min

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.

85 min

The Closers

The entrepreneurs double down in the face of adversity.

45 min

Be Afraid, But Do It Anyway

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

85 min

Turning Points

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

85 min

Cocktail of Chaos

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

85 min

Dumpster Fire

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

85 min

Wake Up Call

Grant faces his team about their suspicions.

85 min

The Manifesto

One entrepreneur issues a manifesto to motivate the team.

85 min

T-Minus 7 Days

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

85 min

Camel, Meet Straw

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

85 min

Judgement Day

85 min