This role modernizes a large, mission-critical Microsoft estate — SQL Server, Active Directory and Windows Server workloads — moving it from Azure to AWS for a regulated financial services client. The scope for year one: 35 SQL Server VMs to migrate across mixed Windows Server versions and editions, a 77 TB primary data warehouse that must be replicated and cut over without loss, 600+ stored procedures that BI and API consumers depend on staying functional, and two Always On Availability Groups plus a custom backup-restore refresh process with no native AWS equivalent. This is a deep, hands-on Microsoft/SQL Server role — not a generalist cloud position — inside a PCI-scoped environment held to zero-data-loss cutover standards.
Requirements
What you will do
Migrate SQL Server workloads from Azure VMs to Amazon EC2 and RDS, choosing the right target per workload and defending that choice.
Rebuild Always On Availability Groups and replicate a custom scheduled backup-restore process used to populate a BI server.
Redirect full, differential and transaction log backups from Azure Blob Storage to Amazon S3, and prove recovery works end to end.
Migrate Active Directory Domain Services running on Azure VMs, including Okta and Entra ID synchronization.
Manage SQL Server license portability under Software Assurance and support AWS Optimization and Licensing Assessment (OLA) reviews.
Execute cutovers to zero-data-loss standards in a PCI-scoped, regulated environment.
Required
Deep, hands-on production SQL Server experience: Always On Availability Groups, backup and recovery, performance tuning. This is the core of the role.
Strong Windows Server administration across multiple versions, including failover clustering.
Active Directory Domain Services design and migration, Group Policy, DNS, and hybrid identity with Entra ID.
Working AWS knowledge: EC2, RDS, VPC, S3 and IAM. AWS Solutions Architect Associate or higher, or a firm commitment to certify within the first six months.
Production-grade PowerShell automation.
Demonstrated experience migrating real database workloads between platforms, including handling the operational consequences.
Professional written and spoken English for daily work with an international, English-speaking team.
Nice to have
AWS DMS, Azure SQL Database, SQL Server on Linux, T-SQL development, SSRS, Terraform, VMware, financial services / PCI-DSS experience, Oracle, PostgreSQL, AWS Database Specialty certification.
Engagement details
Full-time
Start date: February 2027
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Highlights
SQL Server, Windows Server, Active Directory (AD DS), PowerShell, AWS (EC2, RDS, VPC, S3, IAM), AWS DMS, T-SQL, Azure SQL Database, SQL Server on Linux, SSRS, Terraform, VMware, Oracle, PostgreSQL
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