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DraftKings Launches 'Side Hustle' App, Revolutionizing Sports Betting

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  Published in Business and Finance on Sunday, February 1st 2026 at 17:10 GMT by CBS News
      Locales: California, Massachusetts, UNITED STATES

Boston, MA - February 1st, 2026 - DraftKings, a leading player in the rapidly evolving sports betting landscape, has officially launched its innovative "Side Hustle" application, marking a significant departure from traditional wagering models. This new app, currently available in six states - Iowa, Colorado, Illinois, Ohio, New Jersey and Tennessee - utilizes prediction markets, rewarding users for accurate sports outcome forecasts rather than simply taking their money on bets. The move signals a strategic pivot by DraftKings to attract a wider demographic and differentiate itself in an increasingly crowded market.

Speaking exclusively to this publication, Ezra Kirshenbaum, DraftKings' chief revenue officer, elaborated on the company's vision, stating, "We aren't just changing how people participate in sports, but why. 'Side Hustle' taps into the inherent human desire to predict and analyze. It's less about the financial risk and more about the intellectual challenge and the rewards earned through expertise."

Beyond Traditional Bets: How Prediction Markets Work

Traditional sports betting operates on a simple principle: wager money on an outcome, and receive a payout if correct. Prediction markets, however, function more like a stock market for sports events. Users aren't betting against a sportsbook; they are essentially buying and selling "shares" in the probability of an event occurring. The price of these shares fluctuates based on collective user predictions. If a consensus forms around a specific outcome, the price of that outcome's 'share' rises. Correctly predicting the outcome earns rewards, which can be redeemed for various prizes and benefits within the DraftKings ecosystem.

This subtle but fundamental shift has significant implications. Firstly, it lowers the barrier to entry for potential users. The perceived risk associated with traditional betting can be intimidating for newcomers. "Side Hustle" frames participation as a skill-based activity rather than pure gambling, potentially appealing to a broader audience, including those who might not otherwise consider sports betting.

Secondly, the prediction market format encourages more informed engagement with sports. Users are incentivized to research teams, players, and statistics to improve their predictive accuracy. This fosters a deeper connection with the games and creates a more engaged fanbase. DraftKings is betting (pun intended) that this increased engagement will translate into long-term customer loyalty.

Regulatory Hurdles and Expansion Plans

The launch of "Side Hustle" wasn't without its challenges. DraftKings navigated a complex regulatory landscape, securing approvals from state gaming regulators in each target state. This process, Kirshenbaum confirmed, consumed several months of company resources, demonstrating the growing scrutiny of innovative betting products.

"The regulatory environment is constantly evolving," Kirshenbaum stated. "We worked closely with each state's gaming commission to ensure 'Side Hustle' met all requirements and adhered to responsible gaming principles."

Looking ahead, DraftKings has ambitious plans for expanding "Side Hustle" to additional states. The company is currently focusing on states with existing sports betting infrastructure and favorable regulatory climates. They are also exploring partnerships with data analytics firms to enhance the app's predictive capabilities and user experience. Rumors are circulating that DraftKings is considering integrating "Side Hustle" with its daily fantasy sports platform, offering a unified experience for sports enthusiasts.

Competitive Landscape and the Future of Sports Betting

The sports betting market has become intensely competitive, with FanDuel and BetMGM aggressively vying for market share. These competitors have primarily focused on traditional sports betting and have yet to fully embrace the prediction market model. However, analysts predict this will change. The success of "Side Hustle" will likely force competitors to innovate and explore alternative betting formats.

"DraftKings is clearly positioning itself as a leader in sports betting innovation," says industry analyst Sarah Chen. "'Side Hustle' is a smart move that could reshape the future of how people interact with sports. It's a sign that the industry is moving beyond simply taking bets and towards creating more engaging and rewarding experiences for fans."

The long-term impact of "Side Hustle" remains to be seen, but its launch represents a bold step forward in the evolution of sports betting. By focusing on prediction and engagement, DraftKings is attempting to build a more sustainable and inclusive model for the future of sports wagering.