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Active Directory migrations, consolidations, and integrations within AWS environments

blog.payperitem.com, April 16, 2025April 18, 2025

🔄 Active Directory Migrations to AWS

1. Common Migration Scenarios

  • On-Prem AD to AWS Managed Microsoft AD (AWS MAD)
  • On-Prem AD to Self-managed AD on EC2
  • On-Prem AD to Hybrid (extend AD into AWS)

2. Migration Steps

A. Assessment & Planning

  • Inventory current domain/forest structure
  • Analyze DNS, GPOs, Sites and Services, FSMO roles
  • Identify trusts, replication topology, and schema versions
  • Use Azure AD Connect Health or AD Assessment tools (e.g., MAP Toolkit)

B. Prepare AWS Environment

  • VPC with multiple Availability Zones (AD requires at least 2 subnets)
  • AWS Direct Connect / VPN if hybrid
  • Security groups and NACLs for LDAP, Kerberos, RPC, etc.
  • Route 53 Resolver rules for DNS forwarding (from AWS to on-prem and vice versa)

C. Deploy AD in AWS

  • Option 1: AWS Managed Microsoft AD
    • Fully managed by AWS
    • Multi-AZ deployment
    • Supports trust with on-prem domains
  • Option 2: AD on EC2
    • Full control over domain controllers
    • Join to existing domain or promote new forest

D. Data Migration

  • Use ADMT (Active Directory Migration Tool) or QMM (Quest Migration Manager) for:
    • Users
    • Groups
    • OUs
    • SIDHistory
  • Migrate GPOs using GPMC or PowerShell (Backup-GPO, Import-GPO)
  • DNS zone migration with dnscmd.exe or PowerShell

E. Testing and Validation

  • Validate authentication, trust relationships
  • Test DNS resolution
  • Confirm GPO and replication functionality

F. FSMO Role Transfer & Cleanup

  • Transfer FSMO roles if doing a full move
  • Decommission old domain controllers carefully
  • Validate SYSVOL replication and RID Master health

🧩 Active Directory Consolidations

Use Cases

  • Merging domains or forests post-M&A
  • Simplifying management (flattening OU structure)
  • Reducing licensing costs or infrastructure overhead

Tools & Strategies

  • ADMT + SIDHistory: Migrate users while preserving access
  • Forest Trusts: Interim step before merging
  • Group Policy consolidation: Centralize and audit overlapping policies
  • Consolidated UPN suffixes and DNS namespaces

AWS Tip: In a hybrid environment, consolidate on-prem domains into AWS Managed AD to centralize identity for EC2, RDS, FSx, WorkSpaces, and Amazon Connect.


🌉 Active Directory Integration in AWS

1. AWS Services with Native AD Integration

  • Amazon FSx for Windows File Server: Requires AD join
  • Amazon RDS for SQL Server (Windows Authentication)
  • Amazon WorkSpaces: Uses AD for user logins
  • Amazon Connect: Uses AD for user federation
  • SSO via AWS IAM Identity Center (formerly AWS SSO)

2. Identity Federation

  • Use ADFS or AWS IAM Identity Center + AD Connector
  • Supports SAML 2.0 for single sign-on into AWS Console
  • Use Cases:
    • Conditional Access
    • Role-based access to AWS services
    • Identity lifecycle from AD to IAM roles

3. AWS AD Connector

  • Lightweight proxy that connects on-prem AD to AWS services
  • No need to replicate/migrate AD
  • Used when you want:
    • AD-based auth for AWS WorkSpaces or RDS
    • Minimal AWS footprint

4. DNS Considerations

  • Use Route 53 Resolver to forward DNS queries from VPC to on-prem AD DNS
  • Bi-directional DNS forwarding recommended in hybrid setups

🛡️ Security & Best Practices

  • Use AWS Security Groups and NACLs to tightly control AD traffic
  • Monitor AD using CloudWatch + AWS CloudTrail (if integrated via CloudWatch Agent)
  • Enable AWS Config Rules to track compliance with directory-integrated services
  • Implement Kerberos pre-authentication and auditing
  • Regularly review IAM roles mapped to AD groups (especially in federated setups)

⚙️ Automation & Scripting

  • CloudFormation / Terraform for setting up AD-integrated AWS resources
  • PowerShell (AWS Tools for Windows):
  • Import-Module AWS.Tools.DirectoryService New-DSDirectory -Name "corp.example.com" -Password (ConvertTo-SecureString ...) -Size Small
  • Automate AD Join for EC2 via:
    • EC2 Launch Templates
    • Systems Manager State Manager

📐 1. Active Directory Hybrid Architecture (On-Prem ↔ AWS MAD)

Diagram Overview

Use Case: Hybrid identity for FSx, RDS, WorkSpaces, and EC2

🗂️ Components:

  • On-prem AD (2 DCs)
  • AWS Managed Microsoft AD (Multi-AZ)
  • Site-to-Site VPN or Direct Connect
  • Route 53 Resolver DNS forwarding
  • EC2 joined to domain
  • AWS SSO integrated with AD
Active Directory Azure Cloud Server 2025 Windows

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