Episode 169 - Tom Ritchie, The High Flyer

Episode 169 is the 32nd episode of Season 3.

We’re joined today by Tom Ritchie, founder of High Flyer Media and host of The Legacies Podcast, a show that digs into the real stories behind the cannabis industry’s rise. Based in Canada, Tom has carved out a space at the intersection of cannabis, media, and compliance in our highly regulated markets.

Before launching High Flyer, Tom spent years inside the machine, working with tech providers like Ample Organics and surviving the chaos of Akerna. That frontline experience gave him a clear view of what the industry was missing: honest storytelling, marketing that actually works, and media built by and for people in cannabis. High Flyer is his answer to that gap, offering compliant, innovative strategies for brands trying to reach real consumers in a fragmented space.

In this episode, we talk about Canadian cannabis marketing, the state of retail, what legacy really means in 2025, and how Tom’s background in cultivation, compliance, and podcasting uniquely informs his current work. If you’ve ever wondered how to market cannabis in a way that respects the rules without becoming irrelevant, Tom’s got some thoughts.

Follow Tom on LinkedIn, check out The Legacies Podcast, and learn more at thehighflyer.ca.

Enjoy the show!