Three Million Dollar Bet

Season 2 - Episode 1

With just $100 in their pockets, three business titans are dropped in unfamiliar cities, stripped of their names, money and contacts and giv...

Hustle Up

Season 2 - 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 h...

Pressure Tests

Season 2 - 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 ahe...

Fist Or Finesse

Season 2 - Episode 4

It could be game over for one of the entrepreneurs.

The Closers

Season 2 - Episode 5

The entrepreneurs double down in the face of adversity.

Be Afraid, But Do It Anyway

Season 2 - Episode 6

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

Turning Points

Season 2 - Episode 7

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

Cocktail of Chaos

Season 2 - Episode 8

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

Dumpster Fire

Season 2 - Episode 9

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

Wake Up Call

Season 2 - Episode 10

Grant faces his team about their suspicions.

The Manifesto

Season 2 - Episode 11

One entrepreneur issues a manifesto to motivate the team.

T-Minus 7 Days

Season 2 - Episode 12

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

Camel, Meet Straw

Season 2 - Episode 13

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

Judgement Day

Season 2 - Episode 14