Avery Pennarun

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.

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.

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!