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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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In this episode we dive into Tailscale — the Toronto-based company redefining how teams and infrastructure connect securely in a distributed world. From peer-to-peer mesh networking built on WireGuard, to identity-first access, Tailscale removes the headaches of traditional VPNs and gives organizations a private network that just works. We explore how they built for simplicity, performance and security, why this matters in 2025’s hybrid-cloud era, and what the future holds when networks align with identities instead of IPs.
19 episodes
