Avery Pennarun
CEO of Tailscale, a company focused on secure VPNs and modern networking solutions.
Top 5 podcasts with Avery Pennarun
Ranked by the Snipd community
83 snips
Apr 25, 2025 • 1h 26min
Discord’s Power Move, Slate’s Modular EVs & the “Act for Private Gain” | E2117
Avery Pennarun, CEO of Tailscale, shares insights on revolutionizing VPN technology by simplifying internet networking with innovative solutions. He discusses Tailscale’s impressive growth from 5K to 10K customers and explains how fixing networking issues could ignite the next wave of tech innovation. The conversation also touches on the essential role of data networking for AI companies, the limitations of current cloud services, and the vision for a more decentralized internet architecture, paving the way for future advancements.
34 snips
Jun 9, 2025 • 51min
How his $2B startup grew to $10M+ ARR with zero marketing. | Avery Pennarun, Founder of Tailscale
Avery Pennarun, founder of Tailscale, turned a small project into a $2B success, raising $160M without chasing investors. He shares how Tailscale achieved over $10M in ARR purely through word-of-mouth, emphasizing the power of solving small, everyday developer issues. Avery discusses the counterintuitive advantages of failure with early users and how the pandemic unexpectedly fueled their growth. Expect practical insights on navigating startup decisions and the pivotal role of understanding customer needs for product-market fit.
11 snips
Oct 6, 2025 • 48min
Are Canadian entrepreneurs willing to let their old companies die?
Join Avery Pennarun, CEO of Tailscale, Aydin Mirzaee, CEO of Fellow.ai, Amanda Arciero, COO of Erudi, and Michael Buhr, Executive Director of C100, as they dive into the pressing need for Canadian entrepreneurs to embrace AI. They discuss the urgent shift to AI-first companies, the struggles of reskilling teams, and the balance between rapid adoption and thoughtful implementation. Insights on ethical data practices and the commercial dynamics of AI revenue illuminate the complex landscape faced by innovators today.
11 snips
Jan 22, 2025 • 50min
Hacks on the high seas, and how your home can be stolen under your nose
Avery Pennarun, Co-founder and CEO of Tailscale, dives into the wild world of cybersecurity and home protection. He discusses a teenage hacker's audacious exploits, from changing exam scores to tampering with shipping routes. Avery highlights the growing threat of home title scams, emphasizing the need for vigilance to safeguard personal property. The conversation also touches on modern networking challenges and how Tailscale simplifies security for users. Tune in for a mix of tech insights and cautionary tales!
Sep 17, 2025 • 52min
TCG058: Creating the Internet Layer That Should Have Been With Avery Pennarun
Avery Pennarun, co-founder and CEO of Tailscale, shares his journey from creating his first mesh VPN to revolutionizing modern networking. He discusses how Tailscale aims to enhance the OSI model by introducing a new internet layer and its innovative use of WireGuard. The conversation reveals insights into Tailscale’s unique full-mesh architecture and how DERP relays facilitate NAT traversal. Avery also delves into the impact of AI on networking, identity delegation, and the practicalities of implementing zero-trust models.
