Following six sets of hopeful entrepreneurs as they leave their steady incomes and retirement plans behind, going all in on their dreams of launching their own businesses; along the way, they will be mentored by three successful business leaders.

Season 1, Episode 01 – “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.

Season 1, Episode 02 – “Going All In”
Esrever wine company owners juggle day jobs while trying to expand, and 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.

Season 1, Episode 03 – “Easier Said Than Done”
Making a product is challenging, but selling it is even harder. With sales in a slump, the mentors will need to intervene to get the struggling entrepreneurs back on track and back in the black.

Season 1, Episode 04 – “Two Steps Forward One Step 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.

Season 1, Episode 05 – “Picking Up the Pieces”
With $100,000 in reach, the entrepreneurs aim to prove that they can successfully grow their businesses; disagreements between partners lead to frayed relationships and risky investments.

Season 1, Episode 06 – “Partners In Conflict”
Alex and Sibrena’s meeting with their mentor comes to an explosive climax. Esrever’s trip to a wine festival takes a shocking turn. Matteo’s wife Julie proves to be a valuable asset, but making her a partner in Versattire is easier said than done.

Season 1, Episode 07 – “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.

Season 1, Episode 08 – “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.

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