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.

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.

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!

Avery Pennarun, CEO of Tailscale and a pioneer in secure networking, dives into the emerging security challenges posed by AI agents. He discusses the dire warnings from CISOs about the risks of insecure data practices, likening the situation to a 'ticking time bomb.' Pennarun introduces the concept of Tailscale acting as 'air traffic control' for AI, managing traffic and ensuring safe operations. He also shares insights on the need for centralized controls and the importance of treating AI agents like interns to minimize risks.