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Tailscale 치트시트

Tailscale은 복잡한 기존 VPN 설정 없이 장치 간에 안전하고 암호화된 네트워크를 생성하는 WireGuard 기반의 현대적인 VPN 솔루션입니다. 자동 키 관리, NAT 트래버설, 다양한 네트워크와 플랫폼 간 원활한 연결을 제공합니다.

플랫폼 개요

아키텍처와 설계 철학

Tailscale은 가능한 한 각 장치가 직접 연결되는 메시 네트워킹 모델에서 작동하며, 직접 연결이 불가능할 때는 릴레이 서버(DERP)로 대체됩니다. 이 서비스는 NAT 트래버설, 방화벽 구성, 키 순환을 포함한 복잡한 네트워킹을 자동으로 처리합니다.

Tailscale 코디네이션 서버는 장치 인증, 키 배포, 네트워크 토폴로지를 관리하며, 실제 데이터 트래픽은 WireGuard 암호화를 사용하여 장치 간에 직접 흐릅니다. 이 접근 방식은 사용의 용이성을 유지하면서 보안과 성능을 모두 제공합니다.

주요 기능

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Core Tailscale Capabilities

  • WireGuard-based encryption and performance
  • Zero-configuration mesh networking
  • Automatic NAT traversal and firewall handling
  • Cross-platform support (Windows, macOS, Linux, iOS, Android)
  • Magic DNS for easy device discovery
  • Subnet routing and exit nodes
  • Access control lists (ACLs) for fine-grained permissions
  • SSO integration with major identity providers
  • Audit logging and network monitoring

## Installation and Setup

### Linux Installation

```bash
# Install on Ubuntu/Debian
curl -fsSL https://pkgs.tailscale.com/stable/ubuntu/focal.noarmor.gpg|sudo tee /usr/share/keyrings/tailscale-archive-keyring.gpg >/dev/null
curl -fsSL https://pkgs.tailscale.com/stable/ubuntu/focal.list|sudo tee /etc/apt/sources.list.d/tailscale.list
sudo apt update
sudo apt install tailscale

# Install on CentOS/RHEL/Fedora
sudo dnf config-manager --add-repo https://pkgs.tailscale.com/stable/centos/8/tailscale.repo
sudo dnf install tailscale

# Install on Arch Linux
sudo pacman -S tailscale

# Start and enable Tailscale service
sudo systemctl enable --now tailscaled

# Authenticate and connect to your network
sudo tailscale up

# Check status
tailscale status

# Get your device's Tailscale IP
tailscale ip -4
tailscale ip -6

# View network map
tailscale netmap

# Check connection quality
tailscale ping <device-name-or-ip>

# Enable SSH access through Tailscale
sudo tailscale up --ssh

# Set up as exit node
sudo tailscale up --advertise-exit-node

# Accept routes from other devices
sudo tailscale up --accept-routes

# Set custom hostname
sudo tailscale up --hostname=my-server

Windows Installation

# Download and install Tailscale for Windows
$TailscaleUrl = "https://pkgs.tailscale.com/stable/tailscale-setup-latest.exe"
$TailscaleInstaller = "$env:TEMP\tailscale-setup.exe"

Invoke-WebRequest -Uri $TailscaleUrl -OutFile $TailscaleInstaller
Start-Process -FilePath $TailscaleInstaller -Wait

# Connect to network (run as administrator)
tailscale up

# Check status
tailscale status

# Enable as exit node
tailscale up --advertise-exit-node

# Configure Windows firewall for Tailscale
New-NetFirewallRule -DisplayName "Tailscale" -Direction Inbound -Protocol UDP -LocalPort 41641 -Action Allow
New-NetFirewallRule -DisplayName "Tailscale" -Direction Outbound -Protocol UDP -LocalPort 41641 -Action Allow

# Set up automatic startup
$TailscaleService = Get-Service -Name "Tailscale"
Set-Service -Name "Tailscale" -StartupType Automatic

# PowerShell script for automated deployment
$TailscaleConfig = @"
\\\\{
  "AuthKey": "$env:TAILSCALE_AUTHKEY",
  "Hostname": "$env:COMPUTERNAME-tailscale",
  "AdvertiseExitNode": false,
  "AcceptRoutes": true
\\\\}
"@

$TailscaleConfig|Out-File -FilePath "$env:ProgramData\Tailscale\config.json"

macOS Installation

# Install via Homebrew
brew install tailscale

# Or download from Mac App Store
# https://apps.apple.com/us/app/tailscale/id1475387142

# Start Tailscale
sudo tailscale up

# Check status
tailscale status

# Configure as exit node
sudo tailscale up --advertise-exit-node

# Enable SSH access
sudo tailscale up --ssh

# macOS-specific network configuration
# Allow Tailscale through macOS firewall
sudo /usr/libexec/ApplicationFirewall/socketfilterfw --add /Applications/Tailscale.app/Contents/MacOS/Tailscale
sudo /usr/libexec/ApplicationFirewall/socketfilterfw --unblockapp /Applications/Tailscale.app/Contents/MacOS/Tailscale

# Configure launch daemon for automatic startup
sudo launchctl load /Library/LaunchDaemons/com.tailscale.tailscaled.plist

Mobile Device Setup

# iOS Setup
# 1. Download Tailscale from App Store
# 2. Sign in with your account
# 3. Device automatically appears in admin console

# Android Setup
# 1. Download from Google Play Store
# 2. Sign in with your account
# 3. Grant VPN permissions when prompted

# Generate auth keys for automated mobile deployment
tailscale up --authkey=tskey-auth-xxxxxx-xxxxxx

# Create reusable auth key (admin console or API)
curl -X POST \
  -H "Authorization: Bearer $TAILSCALE_API_KEY" \
  -H "Content-Type: application/json" \
  -d '\\\\{"capabilities": \\\\{"devices": \\\\{"create": \\\\{"reusable": true, "ephemeral": false\\\\}\\\\}\\\\}\\\\}' \
  https://api.tailscale.com/api/v2/tailnet/$TAILNET/keys

# Mobile device management via MDM
# Example configuration for iOS/Android MDM systems
\\\\{
  "authKey": "tskey-auth-xxxxxx-xxxxxx",
  "hostname": "mobile-device-001",
  "acceptRoutes": true,
  "exitNode": "exit-node-hostname"
\\\\}

Network Configuration

Subnet Routing

# Advertise subnet routes
sudo tailscale up --advertise-routes=192.168.1.0/24,10.0.0.0/8

# Accept subnet routes from other devices
sudo tailscale up --accept-routes

# View available routes
tailscale status --peers

# Enable IP forwarding (Linux)
echo 'net.ipv4.ip_forward = 1'|sudo tee -a /etc/sysctl.conf
echo 'net.ipv6.conf.all.forwarding = 1'|sudo tee -a /etc/sysctl.conf
sudo sysctl -p

# Configure iptables for subnet routing
sudo iptables -t nat -A POSTROUTING -s 100.64.0.0/10 -o eth0 -j MASQUERADE
sudo iptables -A FORWARD -i tailscale0 -j ACCEPT
sudo iptables -A FORWARD -o tailscale0 -j ACCEPT

# Persistent iptables rules (Ubuntu/Debian)
sudo iptables-save|sudo tee /etc/iptables/rules.v4

# Advanced routing configuration
# Route specific traffic through Tailscale
sudo ip route add 192.168.100.0/24 dev tailscale0

# Set up policy-based routing
sudo ip rule add from 100.64.0.0/10 table 100
sudo ip route add default dev tailscale0 table 100

# Configure multiple subnet advertisements
cat > /etc/tailscale/subnet-config.sh << 'EOF'
#!/bin/bash
SUBNETS="192.168.1.0/24,10.0.0.0/16,172.16.0.0/12"
tailscale up --advertise-routes=$SUBNETS --accept-routes
EOF

chmod +x /etc/tailscale/subnet-config.sh

Exit Nodes

# Set up device as exit node
sudo tailscale up --advertise-exit-node

# Use another device as exit node
tailscale up --exit-node=exit-node-hostname

# Use exit node with specific IP
tailscale up --exit-node=100.64.0.1

# Disable exit node usage
tailscale up --exit-node=""

# List available exit nodes
tailscale status --peers|grep "exit node"

# Configure exit node with specific routes
sudo tailscale up --advertise-exit-node --advertise-routes=0.0.0.0/0,::/0

# Exit node health monitoring
cat > /usr/local/bin/tailscale-exit-node-monitor.sh << 'EOF'
#!/bin/bash
LOG_FILE="/var/log/tailscale-exit-node.log"

check_exit_node() \\\\{
    if tailscale status|grep -q "exit node"; then
        echo "$(date): Exit node is active" >> $LOG_FILE
        return 0
    else
        echo "$(date): Exit node is not active, restarting..." >> $LOG_FILE
        sudo tailscale up --advertise-exit-node
        return 1
    fi
\\\\}

check_connectivity() \\\\{
    if ping -c 1 8.8.8.8 >/dev/null 2>&1; then
        echo "$(date): Internet connectivity OK" >> $LOG_FILE
        return 0
    else
        echo "$(date): Internet connectivity failed" >> $LOG_FILE
        return 1
    fi
\\\\}

main() \\\\{
    check_exit_node
    check_connectivity
\\\\}

main
EOF

chmod +x /usr/local/bin/tailscale-exit-node-monitor.sh

# Add to crontab for monitoring
echo "*/5 * * * * /usr/local/bin/tailscale-exit-node-monitor.sh"|crontab -

Magic DNS Configuration

# Enable Magic DNS (usually enabled by default)
tailscale up --accept-dns

# Disable Magic DNS
tailscale up --accept-dns=false

# Configure custom DNS servers
tailscale up --accept-dns --dns=1.1.1.1,8.8.8.8

# View DNS configuration
tailscale status --json|jq '.DNSConfig'

# Test Magic DNS resolution
nslookup device-name.tailnet-name.ts.net
dig device-name.tailnet-name.ts.net

# Configure split DNS
# Add to /etc/systemd/resolved.conf (Linux)
[Resolve]
DNS=100.100.100.100
Domains=~tailnet-name.ts.net

# Restart systemd-resolved
sudo systemctl restart systemd-resolved

# Custom DNS configuration for specific domains
cat > /etc/tailscale/dns-config.json ``<< 'EOF'
\\\{
  "nameservers": ["1.1.1.1", "8.8.8.8"],
  "domains": ["company.local"],
  "routes": \\\{
    "company.local": ["192.168.1.1"],
    "internal.corp": ["10.0.0.1"]
  \\\}
\\\}
EOF

Access Control and Security

Access Control Lists (ACLs)

// Example ACL configuration (tailnet policy file)
\\\{
  "tagOwners": \\\{
    "tag:server": ["user@company.com"],
    "tag:client": ["group:employees"],
    "tag:admin": ["user@company.com"]
  \\\},

  "groups": \\\{
    "group:employees": ["user1@company.com", "user2@company.com"],
    "group:admins": ["admin@company.com"],
    "group:servers": ["tag:server"]
  \\\},

  "acls": [
    \\\{
      "action": "accept",
      "src": ["group:employees"],
      "dst": ["tag:server:22", "tag:server:80", "tag:server:443"]
    \\\},
    \\\{
      "action": "accept",
      "src": ["group:admins"],
      "dst": ["*:*"]
    \\\},
    \\\{
      "action": "accept",
      "src": ["tag:server"],
      "dst": ["tag:server:*"]
    \\\}
  ],

  "hosts": \\\{
    "database-server": "100.64.0.10",
    "web-server": "100.64.0.20",
    "admin-workstation": "100.64.0.30"
  \\\},

  "autoApprovers": \\\{
    "routes": \\\{
      "192.168.1.0/24": ["tag:server"],
      "10.0.0.0/8": ["group:admins"]
    \\\},
    "exitNode": ["tag:server"]
  \\\}
\\\}

Authentication and SSO

# Configure SSO with Google Workspace
# (Done through Tailscale admin console)
# Settings >`` SSO > Add Identity Provider

# Configure SAML SSO
# Upload SAML metadata or configure manually:
# - Entity ID: https://login.tailscale.com/saml/acs
# - ACS URL: https://login.tailscale.com/saml/acs
# - Attribute mapping: email, displayName

# Configure OIDC/OAuth
# Provider: Custom OIDC
# Client ID: your-client-id
# Client Secret: your-client-secret
# Issuer URL: https://your-provider.com

# Force re-authentication
tailscale logout
tailscale up

# Configure device authorization
# Require approval for new devices
# Settings > Device Approval > Require approval

# Set up device tags for automated approval
tailscale up --authkey=tskey-auth-xxxxxx --advertise-tags=tag:server

# Configure session recording (enterprise feature)
# Settings > Session Recording > Enable
# Specify recording targets and retention policies

# Multi-factor authentication
# Configured at identity provider level
# Tailscale inherits MFA requirements from SSO provider

Key Management

# View device keys
tailscale status --json|jq '.Peer[].Key'

# Rotate machine key
sudo tailscale up --force-reauth

# Generate auth keys via API
curl -X POST \
  -H "Authorization: Bearer $TAILSCALE_API_KEY" \
  -H "Content-Type: application/json" \
  -d '\\\\{
    "capabilities": \\\\{
      "devices": \\\\{
        "create": \\\\{
          "reusable": false,
          "ephemeral": true,
          "preauthorized": true,
          "tags": ["tag:server"]
        \\\\}
      \\\\}
    \\\\},
    "expirySeconds": 3600
  \\\\}' \
  https://api.tailscale.com/api/v2/tailnet/$TAILNET/keys

# Revoke auth key
curl -X DELETE \
  -H "Authorization: Bearer $TAILSCALE_API_KEY" \
  https://api.tailscale.com/api/v2/tailnet/$TAILNET/keys/$KEY_ID

# Configure key expiry
tailscale up --authkey=tskey-auth-xxxxxx --timeout=24h

# Backup and restore device configuration
# Export device configuration
tailscale status --json > tailscale-backup.json

# Key rotation automation script
cat > /usr/local/bin/tailscale-key-rotation.sh << 'EOF'
#!/bin/bash
LOG_FILE="/var/log/tailscale-key-rotation.log"
ROTATION_INTERVAL_DAYS=30

check_key_age() \\\\{
    LAST_ROTATION=$(tailscale status --json|jq -r '.Self.LastSeen')
    CURRENT_TIME=$(date +%s)
    LAST_ROTATION_TIME=$(date -d "$LAST_ROTATION" +%s)
    AGE_DAYS=$(( (CURRENT_TIME - LAST_ROTATION_TIME) / 86400 ))

    if [ $AGE_DAYS -gt $ROTATION_INTERVAL_DAYS ]; then
        echo "$(date): Key is $AGE_DAYS days old, rotating..." >> $LOG_FILE
        return 0
    else
        echo "$(date): Key is $AGE_DAYS days old, no rotation needed" >> $LOG_FILE
        return 1
    fi
\\\\}

rotate_key() \\\\{
    echo "$(date): Starting key rotation" >> $LOG_FILE
    sudo tailscale up --force-reauth --authkey=$TAILSCALE_AUTHKEY
    if [ $? -eq 0 ]; then
        echo "$(date): Key rotation successful" >> $LOG_FILE
    else
        echo "$(date): Key rotation failed" >> $LOG_FILE
    fi
\\\\}

if check_key_age; then
    rotate_key
fi
EOF

chmod +x /usr/local/bin/tailscale-key-rotation.sh

Monitoring and Troubleshooting

Network Diagnostics

# Check Tailscale status
tailscale status

# Detailed status with JSON output
tailscale status --json

# Check connectivity to specific peer
tailscale ping device-name

# Network map and topology
tailscale netmap

# Debug connection issues
tailscale debug --help

# Check DERP (relay) server connectivity
tailscale netcheck

# View logs
sudo journalctl -u tailscaled -f

# Debug specific peer connection
tailscale debug peer-status <peer-id>

# Check NAT traversal
tailscale debug derp-map

# Network performance testing
tailscale debug ping <device-name>
tailscale debug speedtest <device-name>

# Capture network traffic for debugging
sudo tcpdump -i tailscale0 -w tailscale-debug.pcap

# Check firewall rules affecting Tailscale
sudo iptables -L|grep tailscale
sudo ufw status|grep tailscale

# DNS troubleshooting
tailscale debug dns-config
nslookup device-name.tailnet.ts.net 100.100.100.100

Performance Monitoring

# Monitor Tailscale interface statistics
watch -n 1 'cat /proc/net/dev|grep tailscale'

# Bandwidth monitoring
iftop -i tailscale0
nethogs tailscale0

# Connection quality monitoring
cat > /usr/local/bin/tailscale-monitor.sh << 'EOF'
#!/bin/bash
LOG_FILE="/var/log/tailscale-monitor.log"
PEERS_FILE="/tmp/tailscale-peers.txt"

# Get list of peers
tailscale status --peers > $PEERS_FILE

# Monitor each peer
while read -r line; do
    if [[ $line =~ ^([0-9.]+)[[:space:]]+([^[:space:]]+) ]]; then
        PEER_IP="$\\\\{BASH_REMATCH[1]\\\\}"
        PEER_NAME="$\\\\{BASH_REMATCH[2]\\\\}"

        # Ping test
        PING_RESULT=$(tailscale ping $PEER_NAME 2>/dev/null|head -1)

        # Log result
        echo "$(date): $PEER_NAME ($PEER_IP) - $PING_RESULT" >> $LOG_FILE
    fi
done < $PEERS_FILE

# Check overall network health
NETCHECK_RESULT=$(tailscale netcheck 2>/dev/null)
echo "$(date): Network check - $NETCHECK_RESULT" >> $LOG_FILE
EOF

chmod +x /usr/local/bin/tailscale-monitor.sh

# Add to crontab for regular monitoring
echo "*/5 * * * * /usr/local/bin/tailscale-monitor.sh"|crontab -

# Performance metrics collection
cat > /usr/local/bin/tailscale-metrics.sh << 'EOF'
#!/bin/bash
METRICS_FILE="/var/log/tailscale-metrics.log"

# Get interface statistics
RX_BYTES=$(cat /sys/class/net/tailscale0/statistics/rx_bytes)
TX_BYTES=$(cat /sys/class/net/tailscale0/statistics/tx_bytes)
RX_PACKETS=$(cat /sys/class/net/tailscale0/statistics/rx_packets)
TX_PACKETS=$(cat /sys/class/net/tailscale0/statistics/tx_packets)

# Get peer count
PEER_COUNT=$(tailscale status --peers|wc -l)

# Log metrics
echo "$(date),$RX_BYTES,$TX_BYTES,$RX_PACKETS,$TX_PACKETS,$PEER_COUNT" >> $METRICS_FILE
EOF

chmod +x /usr/local/bin/tailscale-metrics.sh

Troubleshooting Common Issues

# Connection issues troubleshooting
# 1. Check if tailscaled is running
sudo systemctl status tailscaled

# 2. Restart Tailscale service
sudo systemctl restart tailscaled

# 3. Re-authenticate
tailscale logout
tailscale up

# 4. Check firewall rules
sudo ufw status
sudo iptables -L

# 5. Verify network connectivity
ping 8.8.8.8
tailscale netcheck

# DNS resolution issues
# 1. Check DNS configuration
tailscale status --json|jq '.DNSConfig'

# 2. Test Magic DNS
nslookup device-name.tailnet.ts.net

# 3. Reset DNS configuration
sudo tailscale up --accept-dns=false
sudo tailscale up --accept-dns

# 4. Check system DNS settings
cat /etc/resolv.conf
systemd-resolve --status

# Performance issues
# 1. Check for direct connections vs DERP relay
tailscale status|grep "relay"

# 2. Test different DERP regions
tailscale netcheck

# 3. Check for packet loss
tailscale ping device-name

# 4. Monitor bandwidth usage
iftop -i tailscale0

# Authentication issues
# 1. Check auth key validity
tailscale up --authkey=tskey-auth-xxxxxx

# 2. Verify SSO configuration
# Check admin console for SSO errors

# 3. Clear cached credentials
rm -rf ~/.config/tailscale/
sudo rm -rf /var/lib/tailscale/

# 4. Force re-authentication
tailscale up --force-reauth

# Subnet routing issues
# 1. Verify IP forwarding is enabled
cat /proc/sys/net/ipv4/ip_forward

# 2. Check iptables rules
sudo iptables -t nat -L

# 3. Verify route advertisement
tailscale status|grep "subnets"

# 4. Test connectivity to subnet
ping 192.168.1.1  # Replace with actual subnet IP

# Complete reset procedure
sudo systemctl stop tailscaled
sudo rm -rf /var/lib/tailscale/
sudo systemctl start tailscaled
tailscale up

API and Automation

Tailscale API Usage

# Set up API access
export TAILSCALE_API_KEY="tskey-api-xxxxxx"
export TAILNET="your-tailnet.ts.net"

# List devices
curl -H "Authorization: Bearer $TAILSCALE_API_KEY" \
  https://api.tailscale.com/api/v2/tailnet/$TAILNET/devices

# Get device details
curl -H "Authorization: Bearer $TAILSCALE_API_KEY" \
  https://api.tailscale.com/api/v2/device/$DEVICE_ID

# Update device settings
curl -X POST \
  -H "Authorization: Bearer $TAILSCALE_API_KEY" \
  -H "Content-Type: application/json" \
  -d '\\\\{"name": "new-device-name"\\\\}' \
  https://api.tailscale.com/api/v2/device/$DEVICE_ID

# Delete device
curl -X DELETE \
  -H "Authorization: Bearer $TAILSCALE_API_KEY" \
  https://api.tailscale.com/api/v2/device/$DEVICE_ID

# Create auth key
curl -X POST \
  -H "Authorization: Bearer $TAILSCALE_API_KEY" \
  -H "Content-Type: application/json" \
  -d '\\\\{
    "capabilities": \\\\{
      "devices": \\\\{
        "create": \\\\{
          "reusable": true,
          "ephemeral": false,
          "preauthorized": true,
          "tags": ["tag:server"]
        \\\\}
      \\\\}
    \\\\},
    "expirySeconds": 86400
  \\\\}' \
  https://api.tailscale.com/api/v2/tailnet/$TAILNET/keys

# Get ACL policy
curl -H "Authorization: Bearer $TAILSCALE_API_KEY" \
  https://api.tailscale.com/api/v2/tailnet/$TAILNET/acl

# Update ACL policy
curl -X POST \
  -H "Authorization: Bearer $TAILSCALE_API_KEY" \
  -H "Content-Type: application/json" \
  -d @acl-policy.json \
  https://api.tailscale.com/api/v2/tailnet/$TAILNET/acl

Infrastructure as Code

# Terraform configuration for Tailscale
terraform \\\\{
  required_providers \\\\{
    tailscale = \\\\{
      source = "tailscale/tailscale"
      version = "~> 0.13"
    \\\\}
  \\\\}
\\\\}

provider "tailscale" \\\\{
  api_key = var.tailscale_api_key
  tailnet = var.tailnet
\\\\}

# Create auth key
resource "tailscale_tailnet_key" "server_key" \\\\{
  reusable      = true
  ephemeral     = false
  preauthorized = true
  expiry        = 86400
  description   = "Server deployment key"

  tags = [
    "tag:server",
    "tag:production"
  ]
\\\\}

# ACL policy
resource "tailscale_acl" "main" \\\\{
  acl = jsonencode(\\\\{
    tagOwners = \\\\{
      "tag:server" = ["user@company.com"]
      "tag:client" = ["group:employees"]
    \\\\}

    groups = \\\\{
      "group:employees" = ["user1@company.com", "user2@company.com"]
      "group:admins"    = ["admin@company.com"]
    \\\\}

    acls = [
      \\\\{
        action = "accept"
        src    = ["group:employees"]
        dst    = ["tag:server:22", "tag:server:80", "tag:server:443"]
      \\\\},
      \\\\{
        action = "accept"
        src    = ["group:admins"]
        dst    = ["*:*"]
      \\\\}
    ]
  \\\\})
\\\\}

# DNS configuration
resource "tailscale_dns_nameservers" "main" \\\\{
  nameservers = ["1.1.1.1", "8.8.8.8"]
\\\\}

resource "tailscale_dns_search_paths" "main" \\\\{
  search_paths = ["company.local", "internal.corp"]
\\\\}

Ansible Playbook

# Ansible playbook for Tailscale deployment
---
- name: Deploy Tailscale
  hosts: all
  become: yes
  vars:
    tailscale_authkey: "\\\\{\\\\{ vault_tailscale_authkey \\\\}\\\\}"
    tailscale_hostname: "\\\\{\\\\{ inventory_hostname \\\\}\\\\}-tailscale"

  tasks:
    - name: Add Tailscale repository (Ubuntu/Debian)
      block:
        - name: Add Tailscale GPG key
          apt_key:
            url: https://pkgs.tailscale.com/stable/ubuntu/focal.noarmor.gpg
            state: present

        - name: Add Tailscale repository
          apt_repository:
            repo: "deb https://pkgs.tailscale.com/stable/ubuntu focal main"
            state: present

        - name: Update package cache
          apt:
            update_cache: yes
      when: ansible_os_family == "Debian"

    - name: Add Tailscale repository (CentOS/RHEL)
      yum_repository:
        name: tailscale
        description: Tailscale repository
        baseurl: https://pkgs.tailscale.com/stable/centos/8/
        gpgcheck: yes
        gpgkey: https://pkgs.tailscale.com/stable/centos/8/repo.gpg
      when: ansible_os_family == "RedHat"

    - name: Install Tailscale
      package:
        name: tailscale
        state: present

    - name: Enable and start tailscaled service
      systemd:
        name: tailscaled
        enabled: yes
        state: started

    - name: Connect to Tailscale network
      command: >
        tailscale up
        --authkey=\\\\{\\\\{ tailscale_authkey \\\\}\\\\}
        --hostname=\\\\{\\\\{ tailscale_hostname \\\\}\\\\}
        --accept-routes
        \\\\{% if tailscale_advertise_routes is defined %\\\\}
        --advertise-routes=\\\\{\\\\{ tailscale_advertise_routes \\\\}\\\\}
        \\\\{% endif %\\\\}
        \\\\{% if tailscale_exit_node is defined %\\\\}
        --advertise-exit-node
        \\\\{% endif %\\\\}
      register: tailscale_up_result
      changed_when: "'Success' in tailscale_up_result.stdout"

    - name: Enable IP forwarding (if advertising routes)
      sysctl:
        name: "\\\\{\\\\{ item \\\\}\\\\}"
        value: "1"
        state: present
        reload: yes
      loop:
        - net.ipv4.ip_forward
        - net.ipv6.conf.all.forwarding
      when: tailscale_advertise_routes is defined or tailscale_exit_node is defined

    - name: Configure iptables for subnet routing
      iptables:
        table: nat
        chain: POSTROUTING
        source: 100.64.0.0/10
        out_interface: "\\\\{\\\\{ ansible_default_ipv4.interface \\\\}\\\\}"
        jump: MASQUERADE
      when: tailscale_advertise_routes is defined or tailscale_exit_node is defined

    - name: Save iptables rules
      shell: iptables-save > /etc/iptables/rules.v4
      when: tailscale_advertise_routes is defined or tailscale_exit_node is defined

Docker Integration

# Dockerfile with Tailscale
FROM ubuntu:20.04

# Install Tailscale
RUN apt-get update && apt-get install -y curl gnupg && \
    curl -fsSL https://pkgs.tailscale.com/stable/ubuntu/focal.noarmor.gpg|apt-key add - && \
    echo "deb https://pkgs.tailscale.com/stable/ubuntu focal main" > /etc/apt/sources.list.d/tailscale.list && \
    apt-get update && apt-get install -y tailscale && \
    rm -rf /var/lib/apt/lists/*

# Copy startup script
COPY start-tailscale.sh /usr/local/bin/
RUN chmod +x /usr/local/bin/start-tailscale.sh

# Expose Tailscale port
EXPOSE 41641/udp

CMD ["/usr/local/bin/start-tailscale.sh"]
# Docker startup script
#!/bin/bash
# start-tailscale.sh

# Start tailscaled in background
tailscaled --state=/var/lib/tailscale/tailscaled.state &

# Wait for tailscaled to start
sleep 5

# Connect to Tailscale network
tailscale up --authkey=$TAILSCALE_AUTHKEY --hostname=$HOSTNAME

# Keep container running
tail -f /dev/null
# Docker Compose with Tailscale
version: '3.8'

services:
  app-with-tailscale:
    build: .
    environment:
      - TAILSCALE_AUTHKEY=$\\\\{TAILSCALE_AUTHKEY\\\\}
      - HOSTNAME=docker-app
    volumes:
      - tailscale-data:/var/lib/tailscale
    cap_add:
      - NET_ADMIN
    devices:
      - /dev/net/tun
    sysctls:
      - net.ipv4.ip_forward=1
      - net.ipv6.conf.all.forwarding=1

volumes:
  tailscale-data:

Resources

Note: Some of the texts appear to be incomplete or empty, so I’ve provided translations for the complete entries. For the last entry, there was no text to translate.