S E24: How DraftKings Turned an Idea Into BILLIONS | Jason Robins
From The Big Swing with Jimmy Roberts by Big Swing Media
April 14, 2026 · 48 min · Episode 24
About this episode
Jason Robins discusses the evolution of DraftKings from a fantasy sports idea to a multi-billion dollar sports betting company.
DraftKings CEO Jason Robins joins Jimmy Roberts to break down the business of sports betting, fantasy sports, and the future of golf wagering. From startup beginnings to a multi-billion dollar company, this is a deep dive into one of the fastest-growing industries in sports. With sports betting surpassing $167 billion in the U.S. alone, this conversation explores how companies like DraftKings are reshaping fan engagement—and why golf has become one of the most unique and valuable betting markets in sports. In this episode of The Big Swing with Jimmy Roberts, Robins shares the origin story of DraftKings, the challenges of building in a highly regulated industry, and how betting, technology, and media are converging to change how fans experience the game. From working nights and weekends out of a spare bedroom to scaling a company with thousands of employees, this is a real look at what it takes to build—and survive—in a competitive, high-stakes business. What we cover: How DraftKings started as a fantasy sports idea and evolved into sports betting The realities of raising money and scaling a startup to billions Why golf is one of the most unique betting markets in sports How odds…
People in this episode
Host: Jimmy Roberts
Guest: Jason Robins
Topics covered
- sports betting
- fantasy sports
- golf wagering
- business growth
- entrepreneurship
- fan engagement
Keywords
- DraftKings
- sports betting
- fantasy sports
- golf
- entrepreneurship
- startup
- fan engagement
- regulation
- business growth
Mentioned in this episode
Organizations: DraftKings, Big Swing Media
Places: U.S.
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