Undercover Billionaire Season 2, Episode 5: The Closers

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

Fist Or Finesse

It could be game over for one of the entrepreneurs.

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