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productJune 23, 2025

This month at Tailscale: Grants, App Connectors, and updates across the stack

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Natasha Sawires
communityJune 18, 2025

Visualizing your Tailscale network traffic with TSFlow

Ever stared at network logs at 2 AM, trying to figure out why your API suddenly got slow? You're not alone. While Tailscale makes secure networking beautifully simple, understanding what's actually happening across your tailnet as it grows can feel like reading tea leaves.

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Raj Singh
insightsJune 10, 2025

Frequent reauth doesn't make you more secure

You're happily working away, fingers flying, deep in flow, and suddenly, boink, your session has expired. You sigh, re-enter your password (again), complete an MFA challenge (again), maybe approve an email notification (again), and finally — access restored. Until next time.

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Avery Pennarun
insightsJune 04, 2025

AI, Networking, and Vancouver Vistas: Key Takeaways from Web Summit 2025

Last week, several of us from Tailscale, including our CEO Avery Pennarun, headed to Vancouver for Web Summit — the first time the event has ever been hosted in Canada.

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Will Moore
companyApril 08, 2025

Building the New Internet, together — our Series C and what's next

Tailscale has raised $160 million USD ($230 million CAD) in our Series C, led by Accel with participation from CRV, Insight Partners, Heavybit, and Uncork Capital. Existing angel investor George Kurtz - CEO of Crowdstrike is also included in this round, as well as Anthony Casalena - CEO of Squarespace, who joins as a new investor for Series C.

Avery Pennarun Headshot
Avery Pennarun

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