Tailscale Headlines
Latest news and coverage for Tailscale
Recent Headlines
25 headlinesDEV Community
WireGuard vs OpenVPN vs Tailscale: Self-Host in 2026 - DEV Community
A comparison article discussing WireGuard, OpenVPN, and Tailscale for self-hosting, with recommendations based on use case.
Open Source For You
Tailscale Touches Up AI Gateway To Rein In "Shadow AI" - Open Source For You
Tailscale has updated Aperture, its AI access and control platform, with identity-based routing, PII guardrails, and sandboxing to help IT manage shadow AI use.
iSec News
Researchers say attacker used Tailscale and SSH to keep access after C2 outage – iSec News
An attacker used Tailscale and OpenSSH to maintain access to a compromised network after the C2 server went offline, highlighting Tailscale's use in black hat operations.
Let's Data Science
Tailscale Expands Aperture With Identity-Based AI Controls | Let's Data Science
Tailscale expands its Aperture AI control platform with identity-based controls, browser chat, and data connectors.
Fainaron
Tailscale Aperture Enhances AI Management for IT Teams — Fainaron
Tailscale announces new capabilities for Aperture to help IT teams manage AI adoption and shadow AI.
BetaKit
Tailscale updates Aperture to help businesses manage fast-changing AI tools
Tailscale expands its Aperture AI platform with new features to manage AI tools and shadow AI.
LavX News
The iPad Was Fine. The Network Path Was Not. | LavX News
A technical debugging story that uncovers a Tailscale IPv6 fragment drop issue affecting WebRTC.
Tailscale
HP brings Tailscale connectivity to out-of-band management
HP is integrating Tailscale into its Remote System Controller, providing secure access to out-of-band management devices within existing tailnets.
DEV Community
Hybrid k3s #1: Cloud and home into one cluster — initial setup - DEV Community
A developer describes building a hybrid Kubernetes cluster using Tailscale to connect cloud and home nodes, with detailed setup steps for Tailscale and k3s.
XDA Developers
I stopped treating old phones like e-waste and started treating them like tiny servers
The author repurposes old phones as servers, dedicating one as a Tailscale node and exit node, providing secure remote access to home network.
tl;dr sec
[tl;dr sec] #330 - AWS Pathfinding Labs, Running Codex Safely at OpenAI, Glasswing Updates
SpecterOps released TailscaleHound, a BloodHound OpenGraph collector for Tailscale.
XDA Developers
The NAS feature that changed my home setup wasn't RAID, snapshots, or file sharing
The article discusses how remote access is the key NAS feature, and mentions Tailscale as a tool to achieve it.
The Logic
Canadian startups join Big Tech’s chorus against digital-eavesdropping bill - The Logic
Tailscale CEO Avery Pennarun speaks out against Bill C-22, a Canadian digital-eavesdropping bill that would force data retention, threatening the privacy model of services like Tailscale.
XDA Developers
Tailscale is the only home lab change I made this year that I actually noticed
An XDA writer describes how Tailscale transformed his home lab management, making it the most impactful change he made, beyond just remote access.
XDA Developers
Cloudflare Mesh gave me everything Tailscale did, minus another company in my network
A detailed comparison of Tailscale and Cloudflare Mesh, highlighting the author's experience migrating from Tailscale to Cloudflare Mesh.
XDA Developers
Tailscale replaced my dynamic DNS setup, and I stopped worrying about IP addresses entirely
The author explains how they replaced their dynamic DNS setup with Tailscale to remotely access Home Assistant, eliminating worries about changing IP addresses.
XDA Developers
I couldn’t get Jellyfin remote streaming working until I found this app
Article in which a user describes their experience configuring Tailscale in order to use Jellyfin.
Tech Insider
Tailscale vs WireGuard 2026: 5M Users, 8 Gbps Kernel Mesh
Comprehensive comparison of Tailscale and WireGuard covering features, performance, pricing, and use cases.
BetaKit
Tailscale makes first acquisition with Border0 purchase
Tailscale announced its first-ever acquisition, purchasing Vancouver-based privileged access management (PAM) startup Border0 and absorbing its entire seven-person team. The deal adds protocol-aware controls, session visibility, and approval workflows to Tailscale's platform, accelerating its move into enterprise PAM.
The Globe and Mail
Tailscale, already one of Canada's fastest growing tech companies, is gaining speed
The Globe and Mail profiles Tailscale as one of Canada's fastest-growing tech companies, reporting that revenue has grown at an accelerating rate in 2025 and that the company has become the VPN provider of choice for AI companies, with paid customers reaching 20,000 and over one million active monthly users.
BetaKit
Tailscale CEO Avery Pennarun says pressure to adopt AI has created a "Wild West" for corporate cybersecurity
Tailscale CEO Avery Pennarun warns that companies rushing to adopt AI and deploy Model Context Protocol (MCP) servers are bypassing fundamental security practices, creating a chaotic environment for corporate cybersecurity. He argues that Tailscale's platform is well-suited to address the underlying connectivity and identity challenges that AI deployments expose.
Pinggy Blog
Top Open Source Tailscale Alternatives in 2026
Lists NetBird as a top open source Tailscale alternative, describing its features and uses.
Network World
Tailscale secures $160 million for its WireGuard-based VPN development
Network World reports on Tailscale's $160 million Series C funding round, detailing the company's WireGuard-based VPN technology, its open-source strategy, and how surging demand from AI companies such as Perplexity, Mistral, Cohere, Groq, and Hugging Face has driven rapid growth.
BNN Bloomberg
Toronto’s Tailscale hits US$1.5 billion valuation with new funding
Tailscale Inc., a security startup based in Toronto, has raised US$160 million from investors — a significant haul for the Canadian company. The deal values the startup at about $1.5 billion.
Stratechery
An Interview with Tailscale Co-Founder and CEO Avery Pennarun
Ben Thompson of Stratechery interviews Tailscale co-founder and CEO Avery Pennarun, covering the company's origin story, its peer-to-peer VPN architecture built on WireGuard, and why its disruptive approach has attracted over 10,000 business customers and 500,000 weekly active users.
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