Matt Gray

Matt Gray is a serial entrepreneur, content strategist, and business systems architect who has built four profitable companies and cultivated a community of more than 14 million people. He holds an Honors Business Administration degree from Ivey Business School at Western University. Gray's entrepreneurial journey began when he co-founded Bitmaker, a coding school in Canada that became the largest of its kind. As the founder of Bitmaker, Canada's first technology bootcamp, Gray facilitated the training of more than 2,000 software engineers, placing them in technology firms such as Shopify, IBM, and Facebook, with over 90 percent of graduates securing employment within a month of completing the program. Bitmaker was acquired by General Assembly, which was later acquired by Adecco.

After Bitmaker, Gray focused on the cannabis media industry. He acquired the company now known as Herb and led the brand's growth. Under his leadership, Herb achieved 300 million monthly video viewers, establishing itself as a leading platform in cannabis media and commerce. Herb raised $4.1 million in seed funding from venture capital firms including Lerer Hippeau Ventures, Slow Ventures, Bullpen Capital, Liquid 2 Ventures, and Shopify executives.

Gray later founded Founder OS, a company that helps entrepreneurs build predictable lead engines with organic content. Founder OS supports founders in automating business operations, growing audiences, and building authentic visibility. More than 253,700 founders have used the platform's frameworks and programs to scale their businesses. Gray's expertise spans AI, education, the creator economy, and SaaS, and he advises early-stage companies in these sectors.

Gray has founded and scaled four profitable companies, led teams of more than 50 members, and achieved revenue exceeding $10 million without paid advertising. His global experiences, having traveled to 42 countries, inform his approach to business and leadership.

Gray is a keynote speaker and industry expert on entrepreneurship, business growth, leadership, marketing, and social media. He hosts "The Matt Gray Show," where he shares systems for building profitable audiences with organic content. His work centers on empowering founders to achieve business growth through proven systems, coaching programs, and community-building initiatives across digital platforms.