Canada
Playmaker Commences Trading on TSXV; Jake Cassaday announced as Chief Operating Officer to bolster growth initiatives

Playmaker Capital Inc., the Toronto-based, newly-listed digital ecosystem for sports fans, is pleased to announced that trading in its common shares on the TSX Venture Exchange (the “TSXV”) will commence today at 9:30 a.m. under the ticker symbol “PMKR”. Playmaker is also pleased to announce the appointment of Jake Cassaday as Chief Operating Officer. Mr. Cassaday was previously a Partner at Relay Ventures, a prominent North American venture capital fund and lead investor behind Playmaker.
Playmaker has a mission to aggregate an ecosystem of engaged sports fans that will be monetized with sports betting companies, blue chip advertisers, leagues and teams. Playmaker’s vision is to apply an intentional and thoughtful approach to becoming a strategic aggregator of sports fans, the true lifeblood of the sports betting industry.
As previously announced, in April 2021, Playmaker completed its first acquisition, Futbol Sites, a leading digital sports media group connecting brands and sports betting operators to millions of fans in Latin America and the U.S. Playmaker anticipates making further acquisitions focused on brands with high-quality assets and solid management teams with a demonstrable track record for sustained growth and profitability.
Playmaker is led by an experienced management team that is well positioned to achieve the goals set out for the organization. In executive officers, Jordan Gnat (Chief Executive Officer), Jake Cassaday (Chief Operating Officer), Mike Cooke (Chief Financial Officer) and Federico Grinberg (Executive Vice President), Playmaker has decades of transaction and industry experience in both the digital media and sports betting sectors. The board of directors is led by Chair Maryann Turcke, currently serving on the board of directors of the Royal Bank of Canada, and previously Chief Operating Officer of the National Football League (NFL) and President of Bell Media.
“Today marks the next step in Playmaker’s journey to become a global player in digital sports media. We will leverage our experienced management team and exceptional board of directors to bring great value to our shareholders,” commented Jordan Gnat, Chief Executive Officer of Playmaker. “These are exciting times in the early life of Playmaker. Our mission is to build an ecosystem of assets that will provide sports fans and our clients with outsized value. We are beginning from an already-profitable position, and now we welcome Jake Cassaday as Chief Operating Officer.”
“To be joining Playmaker, fresh on the heels of a go-public, and ready to scale through both organic and acquisitive growth, is hugely exciting for me,” added Jake Cassaday. “Playmaker connects my passions for sports, technology, and media, and allows me to leverage my experience to support the Playmaker growth engine and build a lasting company in the sports media arena.”
Before joining Playmaker, Mr. Cassaday enjoyed a six-year tenure at Relay Ventures where he served on the board of directors of several high-growth companies, and as an advisor to startup accelerators, including Techstars and the Future of Sport Lab. Mr. Cassaday has been heavily involved with Playmaker since its inception, helping to build out its strategy, raise capital, and carry out initial acquisitions. He holds an MBA from the University of Toronto’s Rotman School of Management and a BA from McGill University.
Canada
High Roller and Playtech Announce Strategic Partnership

High Roller Technologies and Playtech announced a strategic partnership for Ontario, Canada, that will see Playtech provide its industry-leading technology to power High Roller’s platform and premium brand, ensuring a seamless, high-quality experience for players in the region.
Ben Clemes, Chief Executive Officer at High Roller, said: “Collaborating with Playtech in Ontario is an exciting step for High Roller as we continue to grow and evolve. Playtech’s well-established technology will be instrumental to our mission of providing a world-class entertainment experience for our players.”
Sergey Harutyunyan, Chief Revenue Officer at Playtech, said: “We are delighted to partner with High Roller as they expand into Ontario. Playtech’s technology is designed to support operators in regulated markets, and we look forward to working together to provide High Roller’s players with safe, innovative, and engaging gaming experiences.”
Ontario represents a key market for both companies, featuring a robust regulatory framework and fast-growing player base. Recently, High Roller announced the submission of its Internet Gaming Operator license application for Ontario, and subject to licensing and regulatory approval, High Roller anticipates launching live operations in H2 2025.
Canada
OLG Advances Inclusion with First-of-its-kind Accessible iCasino Game

Ontario Lottery and Gaming Corporation (OLG) is supporting accessibility in the iGaming industry with the launch of Red Panda Tails of Wealth – the first digital slot game designed with built-in accessible features to support players with disabilities.
In the popular digital casino landscape, people with disabilities often face barriers to participation. Instead of waiting for change, OLG is driving it by introducing the industry’s first inclusive gaming experience that provides the same fun and excitement to all players.
“We are excited to launch Red Panda Tails of Wealth on olg.ca, which is the result of a focused effort to put accessibility at the forefront of game design. The game is a proof of concept that shows how removing barriers to play can move us towards a more inclusive future in the gaming industry,” said Dave Pridmore, OLG’s Chief Gaming Officer.
With nearly one-third (28%; StatCan 2022) of Ontarians reporting a disability, the launch of Red Panda Tails of Wealth breaks barriers and provides more equitable access to play for an often-overlooked audience.
While Red Panda Tails of Wealth mirrors the appearance and gameplay of other iCasino slot games in market, it is built with universal design principles to deliver a fun, inclusive and user-friendly experience for all players.
Key accessibility features include:
• Compatibility with assistive technologies like screen readers and keyboard navigation
• A high-contrast colour palette for enhanced visibility
• An accessible heads-up display engineered to integrate seamlessly into future games.
To develop this first-of-its-kind game, OLG collaborated with Pixiu Gaming and Light & Wonder Spark. To ensure the game was accessible and inclusive OLG partnered with Fable – a Toronto-based company that connects organizations with people with disabilities for digital accessibility insights.
The insights from people with disabilities collected via remote user testing sessions played a key role in helping OLG create a game that meets real-world accessibility needs.
“Our mission at Fable is to empower people with disabilities to participate, contribute, and shape society – and this is how true accessibility is achieved. We’re thrilled to partner with OLG, who recognize the importance of embedding the voices and experiences of people with disabilities throughout the development of their new game,” said Kate Kalcevich, Head of Innovation at Fable.
Canada
High Roller Submits Gaming License Application in Ontario

High Roller Technologies, operator of the premium online casino brands High Roller and Fruta, announced the submission of its Internet Gaming Operator license application in Ontario, Canada, targeting the launch of its flagship brand HighRoller.com in the second half of 2025.
“The submission of our licensing application to access Ontario’s regulated online gambling market is an important milestone in our Company’s journey. Once our application is approved, we anticipate that we will have the opportunity to launch our online casino product into the market later this year,” said Ben Clemes, Chief Executive Officer at High Roller.
Ontario is one of the largest regulated online gambling markets in the world as measured by gross gaming revenue. In 2024, regulated online gambling operators within the province generated approximately $2.3B in gross gaming revenue, and growth continues to be recorded in the first half of 2025. Recently, the province of Alberta passed enabling legislation to establish a regulatory framework for online gambling. Once available, the Company also intends to pursue licensure in Alberta to expand its regulated market footprint in Canada.
“Ontario is missing an elegant brand like High Roller. We’re excited to roll out the red carpet for our new customers, and we’re looking forward to showcasing our tremendous product,” said Clemes.
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