Undercover Billionaire — Season 2
01 Three Million Dollar Bet
Jan 6, 20211h 25m
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.
02 Hustle Up
Jan 13, 20211h 25m
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.
03 Pressure Tests
Jan 27, 20211h 25m
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.
04 Fist Or Finesse
Feb 3, 202145m
It could be game over for one of the entrepreneurs.
05 The Closers
Feb 10, 202145m
The entrepreneurs double down in the face of adversity.
06 Be Afraid, But Do It Anyway
Feb 17, 20211h 25m
Elaine loses an investor, Monique gains a side hustle and Grant struggles.
07 Turning Points
Feb 24, 20211h 25m
Grant faceplants during an investor pitch. Monique rebrands a business.
08 Cocktail of Chaos
Mar 10, 20211h 25m
A deal implodes for Grant. Elaine faces a crumbling ceiling at the inn.
09 Dumpster Fire
Mar 10, 20211h 25m
Grant threatens to quit. Monique opens up Rooted. Elaine hosts a big event.
10 Wake Up Call
Mar 17, 20211h 25m
Grant faces his team about their suspicions.
11 The Manifesto
Mar 24, 20211h 25m
One entrepreneur issues a manifesto to motivate the team.
12 T-Minus 7 Days
Mar 31, 20211h 25m
With only seven days left, pressures intensify for all three entrepreneurs.
13 Camel, Meet Straw
Apr 7, 20211h 25m
At day 90, the entrepreneurs make a final push before valuations.
14 Judgement Day
Apr 14, 20211h 25m