A collection of guides for running a self-hosted Tailscale network with Headscale, including the server, devices, access rules, routes, relays, and backups.

Use it to deploy Headscale, connect devices, manage nodes, configure network routes and relays, and handle backups.

It brings the main tasks for operating a private mesh VPN into one place instead of treating each part separately.

tailscale — Skill for Claude Code by magnus919/agent-skills

Install

Getting it into your agent

One page per mod, every tool's command on it. A separate URL per tool would split the same page into five that compete with each other.

Any agent

npx skills add magnus919/agent-skills --skill tailscale

Clone the repo

git clone --depth 1 https://github.com/magnus919/agent-skills

Made for: Claude Code.

Or install tailscale, the plugin that ships this one along with the rest of its 8 skills.

Wrote this? Show the measurements

A badge with what this costs and how it scanned, read live from this page, so it follows the numbers instead of freezing them. Markdown for a README, HTML for a documentation site or a project page.

README.md

[![agentmods](https://agentmods.dev/badge/skills/magnus919/agent-skills/tailscale/github.svg)](https://agentmods.dev/skills/magnus919/agent-skills/tailscale)

Your own site

<a href="https://agentmods.dev/skills/magnus919/agent-skills/tailscale"><img src="https://agentmods.dev/badge/skills/magnus919/agent-skills/tailscale/github.svg" alt="Measured on agentmods" height="20"></a>

Or the 80×15 button, for a site that already has a row of RSS and ATOM ones. Only the verdict fits; the numbers stay here.

Your own site · 80×15

<a href="https://agentmods.dev/skills/magnus919/agent-skills/tailscale"><img src="https://agentmods.dev/badge/skills/magnus919/agent-skills/tailscale.svg" alt="Reviewed on agentmods" width="80" height="20"></a>

Per session 99 Skills are progressive disclosure: only the name and description are preloaded; the body loads when the skill is used.

When invoked 2,064 The whole file, excluding the scripts and references it only reads on demand.

Security scan A 1 finding. A grade says what 26 rules found in the file — not that it is safe. Third-party audits

NVIDIA SkillSpector pass 7 Sept 2026

How audits are shown

Origin original No closer match found in the catalogue.

Token cost

What it costs to keep this loaded

Counted locally with the o200k_base tokenizer, which is exact for GPT models; Claude uses its own tokenizer and its counts differ. Treat this as one consistent yardstick across the catalogue rather than a bill. Prices are per million input tokens.

Model	Per session	Once invoked
Fable 5.1	$0.00099	$0.02064
Opus 5.5	$0.00040	$0.00826
Sonnet 5.5	$0.00020	$0.00413
Haiku 4.5	$0.00010	$0.00206

Measured 12d ago against content hash c3d75eac955f, method: parsed. Prices are Anthropic first-party input rates as of 2026-10-07, from the pricing page.

Security

Grade A, and why

tailscale scanned grade A with 1 finding against 26 rules in 11 categories — prompt injection, anti-refusal, data exfiltration, privilege escalation, supply chain, agent snooping, system-prompt leakage, SSRF and excessive agency — measured 12d ago.

The scan reads SKILL.md. This mod also ships 26 executable files (scripts/headscale-backup.sh, scripts/headscale-health-check.sh, scripts/headscale-restore.sh, …), listed below but not scanned — reading those needs a real analyzer, not pattern matching.

A static scan of the body, not an audit. Every finding is printed with the line that produced it so you can judge whether it matters here. A mod is markdown that instructs an agent; that is exactly why what it instructs is worth reading.

Makes network callslowCapability

Not a fault in itself. Listed so you know the mod talks to something, and to what.

compatibility: Requires bash, Python 3.10+, jq, curl, and access to a Headscale server

tailscale/SKILL.md · 133 lines

How it starts

The opening of the file, as written. The whole thing — 133 lines — stays where its author put it; the contents beside it link to each section on GitHub.

Tailscale + Headscale Skill Bundle

This umbrella skill covers the self-hosted Tailscale ecosystem using Headscale as the open-source control server. It provides 7 sub-skills that are auto-loaded by context.

Security preflight

Read security triage before enabling SSH, Serve, Funnel, app connectors, onboarding, or changing control-plane exposure; also load it for Tailworm, suspected compromise, or hardening requests. Its shared client defenses apply to hosted Tailscale too; Headscale operations remain self-hosted only. Do not reject hosted users seeking these protections merely because this bundle's administrative scripts target Headscale.

Confirm the target, scope, and rollback path before acting. Read-only discovery may proceed without confirmation. Destructive containment (including device deletion) requires an explicit user directive. Never enable Tailscale SSH as a convenience default. Preserve and test another administrative access path before disabling it. Do not run public exploit kits on users' systems. Finish with an exposure inventory, supported mitigations, observed verification, and unresolved risks; stop when further verification needs unavailable evidence or authority.

Auto-Loading by Context

When the user's message matches a trigger keyword, the corresponding sub-skill's SKILL.md is loaded. Multiple sub-skills can load together when triggers overlap.

Trigger Keywords	Sub-Skill(s) Loaded
"deploy headscale", "install headscale", "setup headscale server", "headscale config"	`headscale-deploy`
"ACL", "policy file", "tailnet policy", "access control", "grant", "tag owners"	`tailnet-policy`
"install tailscale", "connect to headscale", "tailscale client", "tailscale up", "tailscale status", "diagnose tailscale", "connectivity"	`tailscale-client`
"auth key", "preauthkey", "register node", "approve node", "tag node", "node list", "decommission node"	`headscale-node-lifecycle`
"subnet router", "exit node", "advertise route", "approve route"	`headscale-routing`
"DERP", "relay", "peer relay", "STUN"	`headscale-derp`
"backup headscale", "restore headscale", "migrate headscale", "headscale backup"	`headscale-backup`
"Tailscale", "Headscale", "tailnet", "mesh VPN", "WireGuard mesh", "self-hosted VPN"	Loads this umbrella SKILL.md for navigation

Read the full file on GitHub · 133 lines

Files

What ships with it

60 files beside SKILL.md in the same directory: the scripts, references and assets a skill reads on demand. Not counted in the per-session cost; read them before you install if any of them is executable.

Changes

What this file has done since we first saw it

Hashed on every crawl. A supply-chain change to an agent config is a question of when, not whether, so the history is kept rather than the latest state alone.

12d ago Changed · +16 lines · +7 tokens per session c3d75eac955f
1mo ago Changed · +2 lines fbe8fa8df3c0
2mo ago First seen · 115 lines · 92 tokens per session scan A 4507ac059576

Subscribe to this mod's changes

tailscale is a skill published in the GitHub repository magnus919/agent-skills (166 stars, last pushed 2d ago), licensed MIT. It adds 99 tokens to every session and 2,064 once invoked, about $0.0004 per session on Opus 5.5. A static security scan graded it A with 1 finding (makes network calls). No closer match exists in the catalogue, so it is treated as the original; first seen 2026-09-03.

DevOps and cloud LLM Security agent-skills agentskills ai-agents automation

tailscale next to 6 skills from other repositories
Mod	Type	Stars	Last push	Licence	Scan	Tokens	Works with
tailscalemagnus919/agent-skills	Skill	166	2d ago	MIT	A	99	Claude Code
cocoreviewSnowflake-Labs/cocoplus	Skill	727	today	MIT	A	57	Claude Code
discussSnowflake-Labs/cocoplus	Skill	727	today	MIT	A	54	Claude Code
cocoharvestSnowflake-Labs/cocoplus	Skill	727	today	MIT	A	68	Claude Code
cocoscoutSnowflake-Labs/cocoplus	Skill	727	today	MIT	A	59	Claude Code
bloomSnowflake-Labs/cocoplus	Skill	727	today	MIT	A	47	Claude Code
klatchSnowflake-Labs/cocoplus	Skill	727	today	MIT	A	54	Claude Code

tailscale