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 FinesseGrant receives a shocking call that could mean game over. Monique's plans go up in flames just before her big investors pitch. Elaine comes up with a unique plan for acquiring renovation funds for the inn.
  • 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 is stopped dead in her tracks when an investor pulls out. Monique lands a side hustle at an iconic Tacoma business that could score her a big payday. Grant struggles to gain traction with his marketing company.
  • 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 builds his marketing team, but after a series of failed pitches threatens to quit. Monique opens Rooted to the public and starts making money. Elaine and her team host an event at Shep's Club, but struggle to work under pressure.
  • Wake Up Call
    E10
    Wake Up CallWith less than a month to hit the $1-million mark, Monique gambles on a new revenue stream. Grant hunts for a Wake Up Pueblo HQ and faces the team about their suspicions. Elaine makes big changes to her team and accelerates renovations.
  • The Manifesto
    E11
    The ManifestoElaine secures a big partnership but miscommunications within the team could derail her soft open. Grant issues a manifesto to set his company on a new path and start producing. Monique steps up her game with a new sales tactic.
  • T-Minus 7 Days
    E12
    T-Minus 7 DaysPressures intensify when Elaine's soft open is derailed by an unexpected disaster and a lack of funds. Monique races to create her first official Rooted truck for her debut. Grant has a breakthrough as he hustles to close two more deals.
  • 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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