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98 lines
3.3 KiB
Markdown
98 lines
3.3 KiB
Markdown
# Workflows: Deploying Tailscale for Zero Trust VPN
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## Workflow 1: Initial Tailnet Deployment
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```
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Step 1: Plan Network Architecture
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- Identify all devices and services requiring connectivity
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- Map existing network topology and access requirements
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- Define user groups and access policies
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- Plan subnet routing for legacy network integration
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- Determine exit node placement for internet routing
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Step 2: Configure Identity Provider
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- Enable SSO with organizational identity provider
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- Configure MFA enforcement policies
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- Map identity provider groups to Tailscale groups
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- Set key expiry policy (recommended: 90 days)
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Step 3: Deploy Tailscale Nodes
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- Install on critical infrastructure first (servers, databases)
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- Deploy to user endpoints (laptops, mobile devices)
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- Configure subnet routers for non-Tailscale networks
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- Set up exit nodes for secure internet access
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- Enable MagicDNS for hostname resolution
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Step 4: Configure ACLs
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- Start with deny-all baseline
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- Define groups matching organizational structure
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- Create tag-based policies for infrastructure
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- Test ACLs in audit mode before enforcement
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- Document all ACL rules and their business justification
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Step 5: Validate and Monitor
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- Test connectivity between all required paths
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- Verify ACL enforcement blocks unauthorized access
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- Enable audit logging
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- Configure alerts for connection anomalies
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```
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## Workflow 2: ACL Policy Development
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```
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Step 1: Inventory Access Requirements
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- List all user roles and their resource needs
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- Map application dependencies (service-to-service)
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- Identify privileged access paths
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- Document temporary/exception access needs
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Step 2: Design Policy Structure
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- Define groups (users, teams, roles)
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- Define tags (environments, service types, sensitivity)
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- Map access rules: group/tag -> destination:ports
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- Plan SSH access policies with session recording
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Step 3: Implement and Test
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- Write ACL JSON configuration
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- Deploy in test/staging tailnet first
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- Validate each rule with test connections
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- Verify deny rules block unauthorized access
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- Review with security team before production deployment
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Step 4: Maintain and Audit
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- Review ACLs quarterly for stale rules
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- Audit access logs for policy violations
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- Update groups when team membership changes
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- Remove deprecated rules and tags
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```
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## Workflow 3: Headscale Self-Hosted Deployment
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```
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Step 1: Prepare Infrastructure
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- Provision server with public IP and domain
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- Configure TLS certificate (Let's Encrypt)
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- Set up PostgreSQL or SQLite database
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- Configure firewall rules (port 443, DERP relay ports)
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Step 2: Install and Configure Headscale
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- Download latest Headscale binary
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- Generate configuration file
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- Configure OIDC provider integration
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- Set up DNS records for coordination server
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- Configure DERP relay servers
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Step 3: Onboard Users and Devices
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- Create users/namespaces in Headscale
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- Generate pre-auth keys for automated deployment
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- Connect client devices to Headscale server
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- Configure ACLs via Headscale policy file
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Step 4: Operational Maintenance
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- Monitor Headscale server health
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- Rotate pre-auth keys regularly
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- Backup database and configuration
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- Update Headscale and client versions
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- Review and rotate DERP relay configuration
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```
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