Virtual Fireside with Shark Tank's Robert Herjavec and Hootsuite Founder Ryan Holmes
Join Shark Tank star, entrepreneur and investor Robert Herjavec (1.5 M followers) alongside Hootsuite Founder, Ryan Holmes, for a candid virtual fireside about what it really takes to build, pitch and scale as an entrepreneur in 2026.
Robert has spent years in the Tank deciding which founders get a deal and which hear the dreaded “I’m out.” Along the way, he’s backed hundreds of entrepreneurs and built companies of his own from the ground up.
Together, Robert and Ryan will talk about spotting great founders, turning rejection into momentum, communicating an idea people actually listen to, and knowing when to double down or walk away from a deal.
Robert has emphasized that great ideas aren't enough if you can't communicate them clearly. And Ryan Holmes has built one of the biggest communication dashboards in the world.
And for that reason… we’re in. 🦈
Robert Herjavec Bio:
Robert Herjavec is an Emmy Award-winning executive producer, entrepreneur, and longtime Shark Tank investor. Arriving in Canada as a poor immigrant from communist Yugoslavia, Robert went on to build a global cybersecurity empire, creating over $1 billion in value. A world-renowned cybersecurity expert with 35 years of experience, he’s also a three-time author with two simultaneous New York Times bestsellers. Beyond 16 years on Shark Tank, he’s appeared on Dragon’s Den and Shark Tank Australia. An avid runner, former race car driver, and exotic car collector, Robert lives by one motto: “Constant Forward Momentum.”
Ryan Holmes Bio:
Ryan Holmes is a Canadian tech entrepreneur, investor, and Founder & CEO of Hootsuite, the global social media giant he launched in 2008, scaling to 18 million+ users across 200+ countries, including 800+ Fortune 1000 companies. With nearly 2 million LinkedIn followers, Ryan is one of tech's most influential voices. A serial entrepreneur since high school, he founded League of Innovators, supporting 2,000+ young founders who have collectively created $2B+ in enterprise value. He also co-founded LOI Venture, a $20M early-stage fund, and authored two books, including the Amazon bestseller The $4 Billion Tweet.