Five TailscaleUp sessions I’d attend if I didn’t work here

TailscaleUp, scheduled for August 26, 2026, is a conference offering a variety of sessions aimed at showcasing the capabilities and applications of Tailscale's networking tools. Highlights include a talk by John Downey from GoFundMe, discussing how Tailscale replaced multiple security tools within his company, and a session by Justin Garrison exploring the pros and cons of different AI deployment models. Attendees can also participate in a hands-on workshop led by Carlos Catalan, focusing on building identity-scoped workstations for AI workloads, and a session on enhancing policy files with Simon Law and Megan Walsh. The keynote, presented by Tailscale's leadership team, promises to connect the dots between the company's diverse offerings, providing a comprehensive view of Tailscale's future direction. Additional activities for attendees include a scavenger hunt, swag bags, and an after-party, with opportunities to engage with the community on various social platforms.