Undercover Billionaire

Season 2

A successful entrepreneur is dropped into a remote community with little resources and has 90 days to create a successful company.

14 Episodes

  • Three Million Dollar Bet
    E1
    Three Million Dollar BetWith 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.
  • Hustle Up
    E2
    Hustle UpGrant 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.
  • Pressure Tests
    E3
    Pressure TestsAfter 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.
  • Fist Or Finesse
    E4
    Fist Or FinesseIt could be game over for one of the entrepreneurs.
  • The Closers
    E5
    The ClosersThe entrepreneurs double down in the face of adversity.
  • Be Afraid, But Do It Anyway
    E6
    Be Afraid, But Do It AnywayElaine loses an investor, Monique gains a side hustle and Grant struggles.
  • Turning Points
    E7
    Turning PointsMonique's rent money rides on rebranding a local business. Grant faceplants in front of a room full of potential investors. Elaine creates another money-making tranche and taps into a new source to fund her $1 million idea.
  • Cocktail of Chaos
    E8
    Cocktail of ChaosA deal implodes for Grant. Elaine faces a crumbling ceiling at the inn.
  • Dumpster Fire
    E9
    Dumpster FireGrant threatens to quit. Monique opens up Rooted. Elaine hosts a big event.
  • Wake Up Call
    E10
    Wake Up CallGrant faces his team about their suspicions.
  • The Manifesto
    E11
    The ManifestoOne entrepreneur issues a manifesto to motivate the team.
  • T-Minus 7 Days
    E12
    T-Minus 7 DaysWith only seven days left, pressures intensify for all three entrepreneurs.
  • Camel, Meet Straw
    E13
    Camel, Meet StrawAt day 90, the entrepreneurs make a final push before valuations.
  • Judgement Day
    E14
    Judgement Day

Cast of Season 2

  • Glenn Stearns

 

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