In an era dominated by rapid digital transformation and evolving consumer landscapes, few individuals embody entrepreneurial versatility quite like Cole Diamond. From reshaping Canada’s cryptocurrency framework to investing in next-generation hospitality ventures, Diamond’s multifaceted career is not just a story of business success—it’s a blueprint for modern, future-facing leadership. This article dives deep into Cole Diamond’s entrepreneurial journey, highlighting his impact across industries, his philosophy on innovation, and what the future might hold.
The Architect Behind Canada’s Crypto Revolution
At the heart of Canada’s cryptocurrency ecosystem lies Coinsquare, a name synonymous with regulatory innovation and consumer trust. Cole Diamond co-founded Coinsquare and steered the company as CEO during its most formative years. Under his leadership, Coinsquare didn’t just grow—it dominated. In 2018, it became Canada’s leading cryptocurrency exchange, marking a pivotal moment for the country's adoption of digital assets.
What made Diamond’s strategy unique was his dedication to legitimacy in a nascent and often volatile space. Coinsquare became the first IIROC registered broker-dealer and the first registered marketplace in Canada for cryptocurrency trading. These groundbreaking milestones provided a level of regulatory clarity rarely seen in the industry.
The results? Over $100 million in capital raised, an award for Canada’s top Tech Entrepreneur in 2019, and a legacy of bringing legitimacy to a space many viewed as speculative. Cole Diamond wasn’t just building a platform; he was building an infrastructure for digital financial futures.
Tetra Trust: Securing the Digital Asset Frontier
If Coinsquare represented accessibility to crypto, then Tetra Trust was Diamond’s answer to the problem of security. As a co-founder, he helped launch Canada’s first qualified custodian and trust company for digital assets. This development was vital for institutional investors who needed regulatory clarity and secure infrastructure before entering the crypto market.
Tetra Trust’s emergence showed Diamond’s long-term view: it’s not enough to open the door to innovation—you must also build the walls that make it secure. With Tetra, he reinforced his commitment to making Canada a global leader in digital finance.
Beyond Crypto: A Diversified Portfolio of Innovation
While many entrepreneurs find one lane and stay in it, Cole Diamond continues to prove that innovation knows no boundaries. His interests range from e-commerce and software platforms to real estate and hospitality.
Among his most notable ventures:
- Ghost Kitchen Brands: As the controlling shareholder, Diamond plays a key role in redefining food service through digital-first kitchens that serve multiple brands under one roof. It's a model that thrived during the pandemic and continues to reshape how consumers interact with food.
- Kinetic Commerce: As the majority shareholder, Diamond is helping transform the retail experience through interactive technologies that bridge the gap between physical and digital shopping.
- Diamond.com: Owning this domain signifies not only brand power but a keen eye for valuable digital real estate.
His real estate portfolio continues to grow in tandem with his ventures, blending physical infrastructure with digital potential.
Culinary Investments with a Cultural Edge
The hospitality industry may seem a world apart from crypto or tech—but not for Cole Diamond. He is a co-founder, Director, and largest shareholder of Vela, one of Toronto’s most acclaimed fine-dining destinations. Located in the city’s bustling downtown core, Vela blends culinary artistry with immersive ambiance, attracting both food connoisseurs and business elites.
Diamond also holds a key stake in Stella West Hollywood, an upcoming high-end venue in one of the world’s most competitive markets. His involvement goes beyond capital—he brings a strategic vision that merges experience, brand storytelling, and scale.
A Champion for Entrepreneurs and Emerging Funds
What makes Cole Diamond’s business portfolio even more impressive is his active investment in early-stage companies and emerging fund managers. He’s not just building businesses—he’s building builders.
Notable investments include:
- Shoptype
- OneLocal
- RocketEV
- Big Digital
- Evergreen Environmental
- Cashew
- NXM
- Amino
He also supports fund managers like NorthSouth, XMonetae, CPS, Harlo, Ripple, and Union, ensuring a pipeline of future innovation.
Through these investments, Diamond demonstrates a consistent belief: when given the right support and resources, early-stage visionaries can build the next transformative companies.
The LinkedIn Connection: Bridging Business and Brand
While this article focuses on the tangible ventures of Cole Diamond, his presence on LinkedIn plays a key role in reinforcing his brand and engaging with business communities. Whether it's announcing new investments, supporting causes, or connecting with future collaborators, LinkedIn is the digital boardroom where Cole continues to expand his reach.
The platform enables transparency and thought leadership—two principles that define Diamond’s career. It’s also a space where aspiring entrepreneurs can learn, engage, and be inspired by a leader who has truly seen all sides of business.
Conclusion: What the Future Holds for Cole Diamond
In examining Cole Diamond’s career, one thing becomes clear: this is not just a story of financial success, but of vision. He anticipates market needs, navigates complexity, and builds infrastructures that endure. Whether it’s legitimizing cryptocurrency, investing in future-forward technologies, reshaping hospitality, or supporting the next generation of innovators, Cole Diamond is more than a business leader—he’s a catalyst for change.Looking ahead, the question isn’t what Cole Diamond will do next—but what new frontier he will help shape. As industries continue to converge and global markets evolve, one thing is certain: wherever innovation meets opportunity, Cole Diamond won’t be far behind.