In this episode of the Business Leadership Podcast, recorded live at Web Summit Vancouver 2025, host Edwin Frondozo welcomes Avery Pennarun, the co-founder and CEO of Tailscale.
Avery discusses his journey from a young tech enthusiast to heading a company that reimagines secure networking through a zero-trust, developer-friendly approach. He elaborates on how Tailscale simplifies the process of connecting devices directly, bypassing the complexities and costs associated with traditional network infrastructure.
Avery also shares insights into the challenges of transitioning from a technical role to a leadership role and the importance of building a team that can outperform individual capabilities. The episode concludes with Avery receiving a copy of the book 'Future Narrative,' co-authored by Edwin and Paul Newton.
00:00 Introduction to the Business Leadership Podcast
00:39 Meet Avery Pennarun: The Reluctant Entrepreneur
01:59 Avery's Experience at Web Summit Vancouver
03:09 The Problem with Secure Networking
08:07 Avery's Journey in Networking
11:36 The Complexity of Modern Technology
13:29 Tail Scale's Mission and Vision
19:58 Advice for Aspiring Business Leaders
21:31 Conclusion and Final Thoughts
Popular Podcasts
Las Culturistas with Matt Rogers and Bowen Yang
Ding dong! Join your culture consultants, Matt Rogers and Bowen Yang, on an unforgettable journey into the beating heart of CULTURE. Alongside sizzling special guests, they GET INTO the hottest pop-culture moments of the day and the formative cultural experiences that turned them into Culturistas. Produced by the Big Money Players Network and iHeartRadio.
Crime Junkie
Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by audiochuck Media Company.
Stuff You Should Know
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.