Tailscale Fall Update 2025
From October 27–31, we hosted a week long series of product announcements and deep dives into what’s next for Tailscale. We shared the latest updates designed to:
- Make managing your tailnet simpler than ever
- Unlock new possibilities with secure connectivity.
Check it out on demand now.
Hosted By
AKAlex Kretzschmar
Head of Developer
Relations at Tailscale
Alex Kretzschmar
Head of Developer Relations at Tailscale
Head of Developer Relations at Tailscale
Jay Stapleton
Solutions Engineer at Tailscale
More webinars
20 minutes
Mitigating the “lethal trifecta”: Unblocking your team without adding risk
Useful AI agents need access to sensitive data, the ability to consume untrusted content, and the ability to take action in external systems. Together, those capabilities unlock incredible productivity, but they also introduce significant security risks. Watch to learn how that challenge shaped the way we engineered Aperture.
Moving Beyond the Honor System: How to Use Fleet Device Health to Control Tailscale Access
Most organizations have the data to know if a laptop is unencrypted or out of date. The problem? That data often lives on a dashboard, while your network access remains wide open. The only way to secure access is to stop trusting devices by default.
Join Allen Valliencourt (Tailscale) and Zach Wasserman (Fleet) to see how Fleet device data can directly control access in Tailscale. We’ll show how to turn device health signals into enforcement so access is earned.
If you’re already using Fleet to monitor your fleet and Tailscale to connect it, you’re ready to enforce device-level access. In this session, we’ll walk through:
- How Fleet device state (via osquery) feeds into Tailscale posture checks
- How device signals—like disk encryption, OS version, and MDM enrollment—map to Tailscale ACLs
- How access is revoked in real time when a device falls out of compliance
Tailscale & AWS: Enterprise Cloud Networking Simplified
In this webinar, we will cover how to connect to your AWS resources easily and securely with Tailscale modernized networking, powered by WireGuard®
With Tailscale + AWS, you can:
- Simplify AWS Connectivity by using Tailscale to reduce the complexity of managing secure remote access to the Amazon resources that power your organization.
- Increase Security for AWS Access by enabling secure remote access from AWS VPC to EC2 instances, IP-based connectivity via subnet routing, exposing services in your EKS clusters and control plane to your tailnet.
- Achieve high-availability failover, seamlessly connect across availability zones, and deliver persistent resource monitoring and session recording to support compliance goals.