100 days. $100,000.

Pineapple Fellowship gives $100,000 to young people who are NOT technical.

  1. Choose an industry you’re well-connected in or passionate about.

  2. Pick from our portfolio of validated ideas that’re in your industry.

  3. You have 100 days to sign 10 pilot customers for that idea.

  4. Succeed, and we’ll wire you personally $100,000.

  5. Then, decide if you want to stay on as CEO and take it to the next level.

We believe

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sales is everything

Selling is the ultimate life skill. It gets you promoted, attracts top talent, builds businesses, and even sparks relationships. The best often don’t come from elite schools or have perfect resumes—they’re underdog until they prove their worth. We’re here to help them do just that.

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tech will be a Commodity

As AI advances, building tech products will become easier, but forging deep relationships with customers will become harder. Technology matters, but relationships matter more—they're the true foundation of lasting success in business.

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money matters

Starting a company is tough—it’s the ultimate test of delayed gratification. Even with success, it can take years before you see a dollar in your own pocket, while your peers enjoy steady, high salaries. That’s why we’re offering $100k if you succeed in the challenge—to give you the stability and focus to fully commit to building a billion-dollar business for years.

story of our founder

Freshman year at Duke, Bolun bet his friends he’d buy a Ferrari before graduation. To win, he decided to start a company. That’s how Zogo, the "Duolingo for financial literacy," was born.

Bolun had no idea what he was doing—until a mentor named Scott saw potential in him and his idea. Scott bought 5% of Zogo for $100k. That $100k gave Bolun the freedom & stability to fully commit to Zogo while his Duke friends were chasing prestigious internships.

But Scott didn’t stop there—he set a challenge: sell Zogo product to 10 banks in three months. It felt impossible. Bolun had no contacts, no product, just a powerpoint. Yet Scott kept him laser-focused, asking daily: “Which 10 banks will sign by year’s end?” To Bolun’s surprise, he made it happen.

Those first 10 customers changed everything. Zogo’s growth skyrocketed: 10 banks became 100, then 200. Eventually, Zogo was acquired by PEAK6 for ~$40M in 2021—just two months before graduation. Bolun won the bet.

Now, Bolun is on a mission to share what he learned and support the next generation of entrepreneurs.

We Want you

You’re the underdog. You know you’re meant for more, but right now, you’re stuck and searching for the way up.

You’ve sold things and made money.

You get people—what they want, what’s off, and how to make them tick.

You’re a fighter, and you want to win.

Maybe you went to community college, or didn’t finish school at all. Maybe you cut hair in a salon, sell cars at a dealership, or serve tables at a restaurant.

It doesn’t matter to us where you’re from or what you do now—what matters is that you’re ready to go all in.