Tailscale Manager

Tailscale Funnel Manager

Purpose

This skill manages Tailscale funnels to expose local docker containers to the internet via Tailscale. Each ct* project runs on a different port, and we use Tailscale funnels to route HTTPS traffic to these local ports.

Port Mapping Pattern

Each ct project uses a specific port pattern:

Pattern:

• API: 808X where X is the ct number
• Database: 543X where X is the ct number
• Redis: 637X where X is the ct number

⚠️ CRITICAL: Only ONE Funnel at a Time

Only one funnel can run on port 443 at a time. You MUST stop the existing funnel before starting a new one.

Foreground vs Background Mode

Tailscale funnels can run in two modes:

Foreground Mode (Default)

sudo tailscale funnel --https=443 8082

Characteristics:

• Runs ONLY while the command is active (ephemeral)
• Automatically closes when you press Ctrl+C or terminal session ends
• Does NOT show in tailscale funnel status (this is expected!)
• Must be restarted after reboot or terminal disconnect
• Good for temporary testing only
• Provides real-time feedback and logging

⚠️ IMPORTANT: tailscale funnel status will show "No serve config" even though the funnel IS working. This is because foreground funnels are ephemeral and don't write persistent configuration. Use ps aux | grep funnel to verify foreground funnels.

⚠️ WARNING: Foreground mode will stop if your terminal session ends. For persistent funnels, use background mode.

Background Mode (Persistent)

sudo tailscale funnel --bg 8082

Characteristics:

• Runs persistently until explicitly stopped
• Shows in tailscale funnel status ✅
• Survives reboots and Tailscale restarts
• Must be stopped with sudo tailscale funnel --https=443 off
• Good for long-running production use

When to use background mode:

• Long-running services
• When you need tailscale funnel status to show configuration
• Production deployments
• When you want funnel to survive reboots

Managing Funnels

ALWAYS Check Current Status First

sudo tailscale funnel status

Expected output for BACKGROUND mode funnel:

# Funnel on:
#     - https://wakeup.tail<hash>.ts.net
#
https://wakeup.tail<hash>.ts.net (Funnel on)
|-- / proxy http://127.0.0.1:8084

Expected output when no background funnel OR foreground funnel running:

# Funnel on:
No serve config

⚠️ "No serve config" does NOT mean no funnel is running! Foreground funnels don't show here. Check processes:

Check Running Funnel Processes

This is the ONLY reliable way to check if a foreground funnel is running:

ps aux | grep -E "tailscale.*funnel" | grep -v grep

Start a Funnel

Option 1: Foreground Mode (Temporary/Testing)

For ct2 (port 8082):

sudo tailscale funnel --https=443 8082
# OR shorter form:
sudo tailscale funnel 8082

For ct4 (port 8084):

sudo tailscale funnel --https=443 8084
# OR shorter form:
sudo tailscale funnel 8084

For any ct project:

# Replace X with the ct number (2, 3, 4, etc.)
sudo tailscale funnel 808X

Option 2: Background Mode (Persistent/Production)

For ct2 (port 8082):

sudo tailscale funnel --bg 8082

For ct4 (port 8084):

sudo tailscale funnel --bg 8084

For any ct project:

# Replace X with the ct number (2, 3, 4, etc.)
sudo tailscale funnel --bg 808X

Stop a Running Funnel

Stopping Background Mode Funnels

Method 1: Clean shutdown (ALWAYS USE THIS FOR BACKGROUND MODE)

sudo tailscale funnel --https=443 off

This properly removes the persistent configuration and stops the background funnel.

Stopping Foreground Mode Funnels

Method 1: Keyboard interrupt (PREFERRED) Press Ctrl+C in the terminal where the funnel is running.

Method 2: Kill the process

# Find the funnel process
ps aux | grep "tailscale funnel" | grep -v grep

# Kill it (replace PID with actual number)
sudo kill <PID>

Last Resort: Kill Stuck Processes

Only use if the above methods don't work:

# Find stuck funnel processes
ps aux | grep "tailscale funnel" | grep -v grep

# Force kill (replace PIDs with actual numbers)
sudo kill -9 <PID>

⚠️ WARNING: Only kill tailscale funnel processes. NEVER kill the main tailscaled daemon or tailscaled be-child ssh processes.

Switch to a Different Port

MANDATORY WORKFLOW:

1. Check current status:

   sudo tailscale funnel status
   

2. Stop existing funnel:

   sudo tailscale funnel --https=443 off
   

3. Verify it stopped:

   sudo tailscale funnel status  # Should show "No serve config"
   

4. Start new funnel:

   sudo tailscale funnel --https=443 8082  # Switch to ct2
   

5. Verify it started:

   sudo tailscale funnel status
   

Workflow

Recommended: Background Mode (Simplest)

1. Check current status:

   sudo tailscale funnel status
   

2. Stop any existing funnel:

   sudo tailscale funnel --https=443 off
   

3. Start background funnel:

   sudo tailscale funnel --bg 8082  # For ct2
   

4. Verify it's running:

   sudo tailscale funnel status  # Should show configuration
   

Alternative: Foreground Mode (For Testing/Debugging)

⚠️ NOT RECOMMENDED: Foreground funnels stop when terminal disconnects. Use background mode instead.

1. Check what's currently running:

   ps aux | grep "tailscale funnel"
   

2. Stop any existing funnel:

   • Background: sudo tailscale funnel --https=443 off
   • Foreground: Press Ctrl+C or sudo kill <PID>

3. Start a new foreground funnel:

   sudo tailscale funnel 8082  # For ct2
   

4. Verify it's running:

   ps aux | grep "tailscale funnel"  # Should show process
   

Note: Keep your terminal open - closing it will stop the funnel.

Common Commands Reference

# List all docker containers with their ports
docker ps --format 'table {{.Names}}\t{{.Ports}}'

# Filter for specific ct project
docker ps --format 'table {{.Names}}\t{{.Ports}}' | grep ct2

# Check tailscale device status
tailscale status

# Get the public URL for your machine
tailscale status | grep $(hostname)

Troubleshooting

"No serve config" But Funnel IS Running

Cause: You're running a foreground funnel, which doesn't show in tailscale funnel status

This is NORMAL and EXPECTED behavior! Foreground funnels are ephemeral and don't write persistent configuration.

How to verify the funnel is actually working:

1. Check processes: ps aux | grep "tailscale funnel" | grep -v grep
2. Test locally: curl http://localhost:8082/ (or your port)
3. Test externally: curl https://wakeup.tail3b4b7f.ts.net/

Solution: If you want the funnel to show in status, use background mode: sudo tailscale funnel --bg 8082

Error: "foreground already exists under this port"

Cause: Another funnel is already running or stuck

Fix:

1. Check status: sudo tailscale funnel status (for background funnels)
2. Check processes: ps aux | grep "tailscale funnel" | grep -v grep (for all funnels)
3. Stop background funnel: sudo tailscale funnel --https=443 off
4. Stop foreground funnel: Ctrl+C or sudo kill <PID>
5. Start your new funnel

Funnel Stops When Terminal Closes

Cause: You're using foreground mode, which stops when the terminal session ends

Fix: Use background mode for persistent funnels:

sudo tailscale funnel --bg 8082

Funnel Not Accessible

1. Check if the docker container is running:

   docker ps | grep ct2-api
   

2. Check if the port is exposed:

   docker ps --format 'table {{.Names}}\t{{.Ports}}' | grep ct2
   

3. Test local connectivity:

   curl http://localhost:8082/health
   

4. Check tailscale funnel status:

   tailscale funnel status
   

Integration with Docker Compose

Each ct project has a compose.override.yaml file that defines its port mappings:

ct2/compose.override.yaml:

services:
  api:
    ports:
      - "8082:80"

ct4/compose.override.yaml:

services:
  api:
    ports:
      - "8084:80"

Health Check

Run these commands to diagnose issues:

# 1. Check funnel status
sudo tailscale funnel status

# 2. Check for orphaned processes
ps aux | grep "tailscale funnel" | grep -v grep

# 3. Check if local services are running
docker ps --format 'table {{.Names}}\t{{.Ports}}'

# 4. Test local connectivity
curl http://localhost:8084/health

# 5. Check tailscale connection
tailscale status | grep wakeup

Quick Reference

# Check background funnel status
sudo tailscale funnel status

# Check ALL funnels (including foreground)
ps aux | grep "tailscale funnel" | grep -v grep

# Start BACKGROUND funnel (RECOMMENDED - persistent, shows in status)
sudo tailscale funnel --bg 8082  # ct2
sudo tailscale funnel --bg 8083  # ct3
sudo tailscale funnel --bg 8084  # ct4

# Start FOREGROUND funnel (NOT RECOMMENDED - stops when terminal closes)
sudo tailscale funnel 8082  # ct2
sudo tailscale funnel 8083  # ct3
sudo tailscale funnel 8084  # ct4

# Stop background funnel (REQUIRED for background mode)
sudo tailscale funnel --https=443 off

# Stop foreground funnel (Ctrl+C or kill process)
# Find PID: ps aux | grep "tailscale funnel" | grep -v grep
sudo kill <PID>

Critical Safety Rules

1. Only ONE funnel at a time on port 443 - stop the old one first
2. Always use clean shutdown - sudo tailscale funnel --https=443 off before starting new
3. Run in zellij/tmux - foreground process, needs persistent session
4. Never kill main daemon - only kill tailscale funnel processes, not tailscaled or tailscaled be-child
5. Check before starting - always run sudo tailscale funnel status first

Process Safety

When viewing processes (ps aux | grep tailscale), you'll see:

• Main daemon: /usr/sbin/tailscaled --state=... (NEVER KILL)
• SSH children: /usr/sbin/tailscaled be-child ssh ... (NEVER KILL)
• Funnel processes: sudo tailscale funnel --https=443 <port> (OK to kill if stuck)

Only manage the funnel-specific processes.

When to Restart Tailscaled

Only as last resort:

sudo systemctl restart tailscaled

Most issues are resolved by properly managing funnel processes.

Notes

• Funnels must be run with sudo to bind to port 443 (HTTPS)
• The --https=443 flag configures the funnel to accept HTTPS traffic on port 443 and route it to the local port
• Two modes available:
  • Foreground (default): Temporary, doesn't show in status, stops when terminal closes
  • Background (--bg): Persistent, shows in status, survives terminal disconnects and reboots
• RECOMMENDATION: Always use background mode (--bg) for persistent funnels
• The public URL follows the pattern: https://[machine-name].[tailnet].ts.net
• "No serve config" is NORMAL for foreground funnels - use ps aux to verify them