Windows Platform Engineer - AD & Cloud (Hybrid)

P2P; Chicago (IL); On-site; USD 120,000 - 160,000; Full time

Benefits offered by this job

401k with employer match

Medical insurance

Dental insurance

Vision insurance

Disability insurance

Health savings account

Job summary

DRW is seeking a Windows Server Administrator to manage core Microsoft services and hybrid Exchange environments. You will deploy, maintain, and troubleshoot Windows Server ecosystems across multiple data centers while supporting cloud services and federation.

The role requires scripting skills, strong networking knowledge, and the ability to document runbooks. On-call rotation and weekend maintenance may be required in a global team.

Qualifications

• Experience managing Windows Server infrastructure in high visibility, mission critical environments.
• Experience administering Windows Server services: Active Directory, Group Policy, DNS, DHCP, Failover Clustering.
• Experience with Entra ID, Exchange (Server/Online/Hybrid) and MECM (SCCM) is preferred.
• Ability to use scripts (PowerShell, Python) to automate routine tasks.
• Knowledge of networking fundamentals, server hardware and VM deployments.
• Strong written and verbal communication skills with cross-team collaboration.
• Eager to learn, collaborate, and solve problems under constraints.

Responsibilities

• Administer core Microsoft services: Active Directory, DNS, DHCP, Group Policy, Exchange (on-premise, Online, hybrid).
• Deploy, maintain and support Windows Server environments (2016-2025).
• Support Microsoft cloud services (Entra ID, OneDrive, Copilot, Microsoft 365).
• Configure single sign-on and federation (SAML, OAuth/OIDC, SCIM).
• Triage and resolve tickets from operations queue; respond to critical incidents.
• Implement planned/ad hoc changes per change management processes.
• Maintain system documentation and runbooks for repeatable tasks.
• Participate in a global on-call rotation with occasional weekend maintenance.

Skills

PowerShell

Python

Windows Server

Active Directory

DNS

DHCP

Group Policy

Exchange (Server/Online/Hybrid)

Entra ID

MECM (SCCM)

Scripting & Automation

Networking fundamentals

VM deployments

Documentation & runbooks

On-call support / incident response

Tools

Splunk

Grafana

Prometheus

Kubernetes

Job description

DRW is seeking a Windows Server Administrator to manage core Microsoft services and hybrid Exchange environments. You will deploy, maintain, and troubleshoot Windows Server ecosystems across multiple data centers while supporting cloud services and federation.

The role requires scripting skills, strong networking knowledge, and the ability to document runbooks. On-call rotation and weekend maintenance may be required in a global team.