The BEST episodes of Undercover Billionaire season 2

Every episode of Undercover Billionaire season 2, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Undercover Billionaire season 2!

Billionaire Glenn Stearns attempts a monumental challenge that most would claim is impossible. Follow this self-made mogul to see if he can build a million-dollar company in just 90 days.

Last Updated: 8/14/2024Network: Discovery+Status: Ended
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Cocktail of Chaos
star
7.91
22 votes

#1 - Cocktail of Chaos

Season 2 - Episode 8 - Aired 3/3/2021

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

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star
7.90
20 votes

#2 - Camel, Meet Straw

Season 2 - Episode 13 - Aired 4/7/2021

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

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star
7.75
24 votes

#3 - Turning Points

Season 2 - Episode 7 - Aired 2/24/2021

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

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star
7.74
19 votes

#4 - Judgement Day

Season 2 - Episode 14 - Aired 4/14/2021

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star
7.72
29 votes

#5 - Hustle Up

Season 2 - Episode 2 - Aired 1/13/2021

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.

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star
7.67
21 votes

#6 - Be Afraid, But Do It Anyway

Season 2 - Episode 6 - Aired 2/17/2021

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

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star
7.65
20 votes

#7 - Wake Up Call

Season 2 - Episode 10 - Aired 3/17/2021

Grant faces his team about their suspicions.

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star
7.63
19 votes

#8 - T-Minus 7 Days

Season 2 - Episode 12 - Aired 3/31/2021

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star
7.58
26 votes

#9 - Fist or Finesse

Season 2 - Episode 4 - Aired 2/3/2021

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star
7.56
25 votes

#10 - Dumpster Fire

Season 2 - Episode 9 - Aired 3/10/2021

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

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star
7.46
35 votes

#11 - Pressure Tests

Season 2 - Episode 3 - Aired 1/27/2021

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.

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star
7.44
25 votes

#12 - The Closers

Season 2 - Episode 5 - Aired 2/10/2021

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star
7.38
26 votes

#13 - The Manifesto

Season 2 - Episode 11 - Aired 3/24/2021

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star
7.33
40 votes

#14 - Three Million Dollar Bet

Season 2 - Episode 1 - Aired 1/6/2021

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.

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