Undercover Billionaire — Season 2

Jan 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.

Jan 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.

Jan 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.

Feb 202145m

It could be game over for one of the entrepreneurs.

Feb 202145m

The entrepreneurs double down in the face of adversity.

Feb 20211h 25m

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

Feb 20211h 25m

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

Mar 20211h 25m

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

Mar 20211h 25m

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

Mar 20211h 25m

Grant faces his team about their suspicions.

Mar 20211h 25m

One entrepreneur issues a manifesto to motivate the team.

Mar 20211h 25m

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

Apr 20211h 25m

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

Apr 20211h 25m