Season 2
(2021)
Cast
Episodes
Three Million Dollar Bet 0.0
January 6, 2021
With just $100 in their pockets, three business titans are dropped in unfamiliar cities, stripped of their names, money…
Hustle Up 0.0
January 13, 2021
Grant hustles for a big score to kickstart his business and get out of the RV, Monique needs work and pressure tests he…
Pressure Tests 0.0
January 27, 2021
After a catastrophic setback, Grant struggles to regain his footing. Monique goes all in on her $1 million idea. Elaine…
Fist Or Finesse 0.0
February 3, 2021
It could be game over for one of the entrepreneurs.
The Closers 0.0
February 10, 2021
The entrepreneurs double down in the face of adversity.
Be Afraid, But Do It Anyway 0.0
February 17, 2021
Elaine loses an investor, Monique gains a side hustle and Grant struggles.
Turning Points 0.0
February 24, 2021
Grant faceplants during an investor pitch. Monique rebrands a business.
Cocktail of Chaos 0.0
March 10, 2021
A deal implodes for Grant. Elaine faces a crumbling ceiling at the inn.
Dumpster Fire 0.0
March 10, 2021
Grant threatens to quit. Monique opens up Rooted. Elaine hosts a big event.
Wake Up Call 0.0
March 17, 2021
Grant faces his team about their suspicions.
The Manifesto 0.0
March 24, 2021
One entrepreneur issues a manifesto to motivate the team.
T-Minus 7 Days 0.0
March 31, 2021
With only seven days left, pressures intensify for all three entrepreneurs.
Camel, Meet Straw 0.0
April 7, 2021
At day 90, the entrepreneurs make a final push before valuations.
Judgement Day 0.0
April 14, 2021