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  1. Masters of Scale
  2. DraftKings’ next big bets, with CEO Jason Robins
DraftKings’ next big bets, with CEO Jason Robins

DraftKings’ next big bets, with CEO Jason Robins

Masters of Scale · Feb 12, 2026

DraftKings CEO Jason Robins on turning disruptions like AI & prediction markets into opportunities, navigating regulation, and scaling with culture.

A Startup's First Hires Define the Talent Bar for All Future Employees

The initial group of employees beyond the founders is the most critical for scaling. They form the first "concentric circle" and are responsible for hiring the next layer. Getting this group right establishes a high talent bar and a strong culture that perpetuates itself.

DraftKings’ next big bets, with CEO Jason Robins thumbnail

DraftKings’ next big bets, with CEO Jason Robins

Masters of Scale·7 days ago

Innovation Isn't Invention; It's Investing Early in Emerging Trends

DraftKings' success hinges on identifying and investing in trends before they become mainstream. They pivoted to a mobile-first strategy when mobile traffic was only 24%, correctly predicting it would become the dominant platform. This proactive investment is a core cultural value.

DraftKings’ next big bets, with CEO Jason Robins thumbnail

DraftKings’ next big bets, with CEO Jason Robins

Masters of Scale·7 days ago

DraftKings Uses AI to Identify Problem Gamblers, Not Just to Encourage More Betting

Counter to the typical use case, DraftKings applies AI defensively. The technology analyzes user communications across multiple touchpoints—like customer service and marketing—to detect patterns of problem gambling and flag them for review, promoting responsible platform use.

DraftKings’ next big bets, with CEO Jason Robins thumbnail

DraftKings’ next big bets, with CEO Jason Robins

Masters of Scale·7 days ago

In Regulated Industries, Collaborate with Competitors Before Lobbying Regulators

When facing new regulation in emerging fields like prediction markets, DraftKings' CEO prioritizes building consensus within the industry first. He believes a unified industry voice is more effective in collaborating with regulators than individual companies pushing their own agendas.

DraftKings’ next big bets, with CEO Jason Robins thumbnail

DraftKings’ next big bets, with CEO Jason Robins

Masters of Scale·7 days ago

DraftKings Uses Prediction Markets to Enter States Where Sports Betting Is Illegal

Prediction markets serve a dual purpose. Beyond being a product, they are a strategic wedge to enter massive, untapped markets like California and Texas. Because they operate under a different regulatory framework, they provide a foothold where traditional sports betting is banned.

DraftKings’ next big bets, with CEO Jason Robins thumbnail

DraftKings’ next big bets, with CEO Jason Robins

Masters of Scale·7 days ago

DraftKings CEO Trusts Data Over His Own Instincts for Creative Marketing Decisions

CEO Jason Robins admits his personal opinions on creative work are often wrong. He empowers his marketing team to experiment and relies on performance data to determine success, avoiding the trap of a leader's subjective taste dictating strategy.

DraftKings’ next big bets, with CEO Jason Robins thumbnail

DraftKings’ next big bets, with CEO Jason Robins

Masters of Scale·7 days ago

DraftKings' Super Bowl Ad Pushes In-Game Live Betting, Not Just Pre-Game Signups

The company shifted its Super Bowl strategy from pure brand awareness to a targeted, in-game activation tool. The ad is designed to drive engagement with their improved live betting product during the game itself, capturing users when they are most focused.

DraftKings’ next big bets, with CEO Jason Robins thumbnail

DraftKings’ next big bets, with CEO Jason Robins

Masters of Scale·7 days ago

Male Fans Are a Primary Driver of Growth in Women's Sports Betting

Contrary to assumption, the surge in betting on women's sports isn't solely from new female customers. A significant portion is from the existing, predominantly male user base engaging with leagues like the WNBA. This indicates a broadening appeal of women's sports across all demographics.

DraftKings’ next big bets, with CEO Jason Robins thumbnail

DraftKings’ next big bets, with CEO Jason Robins

Masters of Scale·7 days ago