About this app
What is Jolly Roger?
According to The Intercept, some content even uses expressions like “leaving the CLT [Brazilian labour law]” and “your dream income” to promote this type of activity. There are also screenshots of alleged user earnings and posts that present gambling as a kind of investment.
These professional content creators on Instagram aren’t limited to sports betting. There are niches of creators focused on casino games, like the controversial Fortune Tiger, with a communication strategy similar to that of sports betting.
Another influencer (fictitious name, João) shares live game-style videos on his stories, simulating high-paying gaming sessions. In them, he points out which operator or game “is paying the most”, while in another piece of content, he posts a screenshot of his exclusive Telegram group, where he shares “highest payout” times for betting on specific games.
How to play Jolly Roger
As you probably know by now, our time here at CalvinAyre.com is coming to an end. It’s been a pleasure to be a part of this site for the past two years, and there’s a very bittersweet feeling of seeing it come to a close, but looking to the next opportunity.
I’d like to thank our leader, Calvin Ayre, for giving me an opportunity to write about the gambling industry, but also for creating a platform that spoke to a different side of the industry, and wasn’t afraid to reveal uncomfortable truths when necessary. I’m excited to see what comes next in his campaign to wake the world up to the power of Bitcoin SV.
Bill Beatty, our Editor-in-Chief, was my guiding light. I learned to think of journalism, the gambling industry, and even life, in whole new ways thanks to him, and I’ll always count on him as one of my mentors.
About Jolly Roger
Illegal betting remained a central enforcement concern. In December 2025, the Gambling Authority and Financial Intelligence Agency were reported to be investigating eight foreign-based betting websites allegedly using local proxies to operate in Botswana.
Authorities were also reported to be working with communications and financial-sector bodies to restrict access to illegal platforms and disrupt associated payment channels.
With parliamentary approval secured, attention will now turn to presidential assent, commencement and implementation. The Gambling Authority will face the task of translating the proposed reforms into stronger digital oversight, more effective action against unlicensed operators and practical customer safeguards as Botswana’s regulated market continues to expand.