Jolly Roger

How to play Jolly Roger

In 2021, I joined an investment fund focused on startups harnessing AI and machine learning. In the process, I had a chance encounter with an iGaming investor. This sparked a conversation that would change the course of my career. He pointed out that iGaming was dramatically underutilising its data potential. There was an opportunity here, and once we began exploring it, the thread just kept unravelling.

I started out as an adviser with the Playa, but was appointed the company’s CEO in 2024, a position I did not expect to find myself in, but an opportunity I have embraced with open arms. As a company, we provide AI personalisation solutions to businesses, something that was totally new to the market.

Coming from the outside, I needed to gather a team to help steer the ship. In the two years since I took on the role, I have been blessed to work with some of the sharpest minds in the industry and I couldn’t be prouder of what we have achieved so far.

How to play Jolly Roger

Throughout the ad, Novig throws shade on its rivals for offering niche markets on events such as the timeframe for when traders believe that Venezuelan President Nicolás Maduro will be removed from office. Unlike operators such as Kalshi and Polymarket, Novig has opted to limit its offerings to purely sports. “No betting on wars, or deaths…or politics,” Sweeney mused.

During the 2025-26 NBA season, Kalshi made waves by granting an equity stake to two-time league MVP Giannis Antetokounmpo. According to the Wall Street Journal, Sweeney’s representatives approached Novig to express interest as a potential investor. Eventually, the company granted her an undisclosed amount in equity. The increased role of celebrity endorsements in the space is a trend that will likely receive closer observation in the coming months.

During the second half of 2026, prediction markets have endured the wrath of a plethora of state governors, most notably Kathy Hochul of New York.

About Jolly Roger

“Three dice, three main bets and a result players can read from across the pit make the game learnable in a single round—an on-ramp for younger guests and for the many players who walk past a craps table because they don’t want to learn it in public,” the company stated.

Its primary deviation from street Cee-lo is that it doesn’t treat 1-2-3 as an automatic loss, or trips or a pair-plus-six as strong wins.

In the casino version, each hand is structured as Bank versus Shooter, with a tie bet available. When the shooter lands 4-5-6, the table yells one word—Headcrack!—and a skull-and-dice display lights up.

50 Cent Headcrack will be offered to commercial casino operators in both traditional and automated dice technology formats.

As of press time, no casino has publicly committed. That conversation, in all likelihood, will take place at G2E, where the real dice will roll.