It only takes two words to go after a dream. Aspiring entrepreneurs are giving up their cushy day jobs to grow their fledgling businesses, guided along the way by three successful mentors.

Episodes

S1 | E1

Taking the Leap

Hopeful entrepreneurs decide to quit their steady 9-5 jobs to focus on turning their side hustles into full-time money-making businesses. But after taking the leap, they discover that entrepreneurship is a lot more challenging without a safety net.
S1 | E2

Going All In

Esrever wine company owners juggle day jobs while trying to expand. Young newlyweds gamble on their new clothing company, Versattire. Blue Coolers is dealt a serious setback, Mike D sacrifices family time and Klado struggles to focus a business plan.
S1 | E3

Easier Said Than Done

The mentors intervene to get the struggling entrepreneurs back on track.
S1 | E4

Two Forward, One Back

At the advice of the mentors, the entrepreneurs employ new tactics to expand their businesses and attract new customers. However, stormy weather, inadequate sales pitches and lackluster attendance threaten to derail the entrepreneurs' efforts.
S1 | E5

Picking Up the Pieces

Disagreements lead to frayed relationships and shattered expectations.
S1 | E6

Partners in Conflict

Alex and Sibrena's meeting with their mentor comes to an explosive climax.
S1 | E7

Uncertain Futures

Mentor Tricia Clarke-Stone visits Ashanti, Tyshemia and Jasmine once more to find out if their Esrever wine business has a future. Meanwhile, Versattire's Matteo and Julie fly to Paris Fashion Week, and Blue Coolers' Marcus and Chris hit the road.
S1 | E8

Winner Takes All

While all of the businesses faced challenges, three of them have impressed the mentors with their perseverance and passion. The entrepreneurs are invited to New York for one more mentoring session...unaware that one of them will walk away with $100,000.