Matt started his career as a venture capitalist at Condé Nast’s corporate venture fund, where he gained invaluable experience in high-stakes investments. “I cut my teeth really in the deep end of VC, working with high-growth companies like Farfetch and Vestiaire Collective,” Matt shared. This exposure shaped his understanding of growth and business strategy, setting the stage for his entrepreneurial ventures.

After leaving VC, Matt founded The Lunicorn, a media brand focused on creating engaging content around technology and entrepreneurship. He quickly pivoted from his original vision to meet market demands, eventually building the company into a multi-million dollar business. “We followed the money, and it led us to building white-label content for giants like Microsoft and Danske Bank,” Matt explained. Despite its success, The Lunicorn was sold during the early days of the pandemic, a move that came with both challenges and new opportunities.

In a rare twist, Matt bought back The Lunicorn less than a year after selling it due to shifting business strategies on the buyer's end. He explained, “They offered me a CMO role, but it was completely off-target for what I wanted to do. So, I saw an opportunity to regain control and chart a new course.” This experience highlights Matt’s adaptability and deep understanding of when to pivot for long-term gains.

After selling The Lunicorn, Matt channeled his energy into a new challenge: training to represent South Africa in cross-country skiing at the Winter Olympics. “I Googled, ‘Is it possible to qualify for the Olympics in three years?’ and saw it as a startup-like opportunity,” he recounted. By applying the same discipline and focus that fueled his entrepreneurial success, Matt is now on track to compete in the World Championships.

Throughout the podcast, Matt emphasized the power of storytelling in building a brand and connecting with audiences. “It’s not just storytelling; it’s story selling,” he said. This ability to convey his journey compellingly has been instrumental in his career, making him a sought-after speaker and coach. His advice for founders? “Always be pitching. Always be raising. Every conversation can be an opportunity if you frame it the right way.”

Find Matt on:

LinkedIn: Matt C Smith

Website: mattcsmith.com

Find Ben on:

LinkedIn: Ben Costantini

Twitter/X: @bencostantini

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Playfinity, under the leadership of CEO Pippa Boothman, has taken a unique approach to keeping kids active. The company focuses on blending sports with digital experiences to encourage children to engage in physical activity. This idea was born out of the founders' personal experiences, observing their kids transition from hours of physical play to screen time. Playfinity's solution? Active gaming. By using gamification techniques, they have managed to create an engaging platform that motivates kids to stay active.

Playfinity's product offering includes digitized sporting equipment that connects to a free app full of games. This allows kids to challenge themselves, play with others around the world, and even create leaderboards and avatars. The aim is not to create elite athletes, but to encourage kids to play more and play more often. Pippa explains, "There's a ton of sports tech for the 2 percent of kids that take the elite track. There's nothing for the 98 percent of kids who just want to have fun and who are at the biggest risk of dropping out."

Playfinity's approach leverages the power of gamification to motivate kids to stay active. Pippa notes that the language kids understand today is technology and gamification. By using these tools, Playfinity is helping combat the global challenge of youth inactivity, which has significant physical and mental health implications. The company has successfully gamified physical activity, making it more appealing to the younger generation.

As a small company operating in the massive sectors of gaming, technology, and sports, Playfinity has faced its fair share of challenges. One of the biggest hurdles has been raising funds in a challenging economic climate. However, despite these difficulties, the company has managed to achieve significant milestones, including launching four products and gaining users in over 21 countries.

Looking ahead, Playfinity is excited about the potential of digitization in sports. Despite being early in this journey, the company is optimistic about the role technology will play in promoting physical activity among kids. As Pippa puts it, "In five years, there's going to be so much digitization in sports...soon it's going to be a much bigger category for the consumer." With this vision, Playfinity is set to revolutionize how kids engage in physical activity.

Find Pippa on:

LinkedIn: Pippa Boothman

Find Ben on:

LinkedIn: Ben Costantini

Twitter/X: @bencostantini

Be sure to follow Sesamers on Instagram, LinkedIn, and X for more cool stories from the people we catch during the best Tech events!