- Deal Lift
- Posts
- 🏆 From $25K to $25B: The Wild Bet That Paid Off
🏆 From $25K to $25B: The Wild Bet That Paid Off
How three guys turned impatience into a billion-dollar sports empire
Some people invest in stocks. Others bet on crypto. But the real GOAT investment? Starting a business.

Just ask Jason Robins (middle), Matthew Kalish (right), and Paul Liberman (left
Back in 2012, these three guys had cushy jobs at Vistaprint, climbing the corporate ladder like good employees. But here’s the thing… they were impatient.
So between poker nights and softball games, they started brainstorming. After shooting down a few bad ideas (no one wants to hear about those 😂), Paul locked in on one that hit home—fantasy sports.
At the time, fantasy sports was a long-haul commitment. You’d draft a team, manage trades, and stay locked in for an entire season. What if there was a version where you could draft a team and win real money daily?
💡Boom. Daily Fantasy Sports was born.
With just $25,000 pooled together, they hired a lawyer, incorporated their business, and got to work. Three months later? Their first mobile app was live.
Enter DraftKings.

📈 From Basement Startup to Sports Titan
DraftKings wasn’t the first daily fantasy platform, but it moved FAST.
⚾ First contest? MLB Opening Day 2012. Huge success.
💰 By 2013? They gave away $50M in prizes and scored an MLB investment.
📈 By 2014? 50,000 daily users + a million sign-ups.
🔥 By 2015? $550M in deals with ESPN and Fox Sports.
DraftKings was on fire. Until… the legal hammer dropped.
In 2016, several states ruled that fantasy sports was illegal gambling. Lawsuits started flying, and DraftKings scrambled. In a desperate move, they tried to merge with their biggest rival, FanDuel, but the FTC shut it down.
💀 It looked bad.
Then, like a buzzer-beater shot, everything changed in 2018.
🚨 The Supreme Court legalized sports betting.
DraftKings immediately pivoted, launching DraftKings Sportsbook, their mobile betting platform. The gamble paid off.
⏩ Fast forward to April 2020, DraftKings went public at $3.3B.
Today? The company is worth $25 BILLION.
Add a piece of the energy sector to your portfolio.
Access to 300 million barrels of recoverable oil reserves
Royalty-based investment model reducing operational risks
Projected 25+ years of potential royalty income
Read the Offering information carefully before investing. It contains details of the issuer’s business, risks, charges, expenses, and other information, which should be considered before investing. Obtain a Form C and Offering Memorandum at invest.klondikeroyalties.com.
🎯 What’s the Lesson Here?
The corporate ladder is slow. These guys didn’t want to wait.
Instead of spending 10+ years climbing to VP, they built something that changed the game.
So the real question is…
💡 Are you gonna keep waiting? Or is it time to take your own shot?
Stay sharp,
– Deal Lift