Expert Systems Engineer - Windows

About Us:

Ensono is an expert technology adviser and managed service provider. As a relentless ally, we accelerate clients’ digital transformation to achieve business outcomes that stand to last. Our dedicated team helps organizations optimize today’s systems across any hybrid environment with services such as consulting, mainframe and application modernization, public cloud migration and cloud-native development. With certified experts in AWS, Azure and Google Cloud and recognized as Microsoft Datacenter Transformation Partner of the Year, Ensono has over 3500+ associates globally and is headquartered in greater Chicago.

We care about your success, offering comprehensive strategic and managed services for mission-critical applications. Our Advisory and Consulting services can help upfront with an application strategy or find the right places for your applications – whether it’s public, multi or hybrid cloud, or mainframe. And because we span across all mission-critical platforms, we can meet you wherever you are in your digital transformation journey, with 24/7 support when you need it. We are your relentless ally, flexing with you when challenges emerge so you don’t feel stuck in place. With cross-platform certifications and decades of experience, our technology experts have become an extension of your team so you’re continuously innovating – doing more with less while remaining secure. And that’s just the beginning.

Expert Systems Engineer – Windows Infrastructure 

Job Description: 
 
Responsibilities: 

• Serve as the primary Windows Infrastructure SME supporting Windows Server, Active Directory, Cloud infra and VMware technologies, providing L4-level support and guidance.
• Own the administration, maintenance, troubleshooting, and lifecycle management of Windows Server 2012/2016/2019/2022/2025 environments. 

• Manage and support Active Directory, Group Policy, DNS, DHCP, DFS, IIS, Certificate Services, Failover Clustering, and File & Print Services. 

• Lead complex troubleshooting efforts and act as the highest technical escalation point for critical production incidents, major outages, and customer escalations. 

• Collaborate with customers, architects, project teams, and service delivery leadership to drive infrastructure stability, transformation, and customer satisfaction. 

• Participate in service transitions, customer onboarding, knowledge transfer activities, and infrastructure assessments. 

• Lead root cause analysis (RCA), problem management, and service improvement initiatives to reduce recurring incidents. 

• Perform server provisioning, patching, upgrades, migrations, decommissioning, and operating system modernization initiatives. 

• Working knowledge of VMware vSphere, vCenter, ESXi, HA, DRS, vMotion, and related virtualization technologies as a primary infrastructure platform.
• Support hybrid infrastructure environments spanning on-premises datacentres and Microsoft Azure, including Azure VM administration, monitoring, backup, recovery, and identity-related services. 
• Drive automation and operational efficiency using PowerShell, PowerShell DSC with Azure management, Ansible and other automation technologies is an added plus. 

• Proven experience acting as the final technical escalation point for Windows, Active Directory, Entra ID, VMware, and Azure-related critical incidents. 

• Administer enterprise monitoring and observability platforms including ServiceNow, Grafana, LogicMonitor, SolarWinds, SCOM, Dynatrace, and similar tools. 

• Ensure infrastructure compliance with security standards through vulnerability remediation, Windows hardening, patch management, and audit support. 

• Support backup, recovery, disaster recovery, and business continuity solutions using Veeam, Commvault, NetBackup, or equivalent technologies. 

• Create and maintain technical documentation, operational runbooks, standards, and support procedures. 

• Mentor L3 engineers and provide technical guidance across the Windows practices. 

 Qualifications 

• Bachelor’s degree in computer science, Information Technology, Engineering, or equivalent experience. 

• Minimum 15+ years of hands-on experience managing enterprise Windows Infrastructure environments. 

• 10+ years of strong hands-on experience with Active Directory Domain Services (AD DS), including administration, troubleshooting, Group Policy management, replication, DNS integration and security best practices, VMware, PowerShell automation, enterprise monitoring, backup/recovery, and ITSM processes. 

• Minimum 3 to 5 years of Microsoft Azure, Entra ID / Hybrid Identity experience. 

• Technical knowledge of:  

• Windows Server 2012/2016/2019/2022/2025 

• Active Directory Domain Services 

• Federation Services (ADFS) and Single Sign-On (SSO) 

• Active Directory Sites and Services, Trusts and Replication 

• Active Directory Certificate Services 

• Group Policy Administration 

• DNS, DHCP, DFS, DFS-R 

• Microsoft Entra ID (Azure AD),  

• Azure AD Connect / Microsoft Entra Connect 

• Hybrid Identity, and Identity & Access Management 

• Multi-Factor Authentication (MFA) 

• Privileged Identity Management (PIM) 

• IIS and Certificate Services 

• Windows Failover Clustering 

• File & Print Services 

• Strong experience with VMware technologies including ESXi, vCenter, vSphere, HA, DRS, vMotion, and virtualization best practices. 

• Working knowledge of Microsoft Azure services including Azure VMs, Azure Backup, Azure Site Recovery, Azure Monitor, Azure Arc, and Hybrid Identity solutions with the ability to perform day-to-day administration and troubleshooting activities. 

 

• Advanced PowerShell scripting expertise with demonstrated experience in automation, orchestration, and operational efficiency initiatives. 

• Hands-on experience with monitoring tools such as Grafana, SolarWinds, LogicMonitor, Dynatrace, BMC Truesight, AppDynamics, and Microsoft SCOM. 

• Strong understanding of ITSM processes including Incident, Problem, Change, Major Incident, and Escalation Management using ServiceNow. 

• Experience managing enterprise backup and disaster recovery solutions such as Veeam, Commvault, or NetBackup. 

• Strong knowledge of security, vulnerability remediation, CIS hardening standards, Microsoft Defender, Qualys, Tenable, and compliance frameworks. 

• Proven experience leading P1/P2 incidents, executive escalations, customer governance meetings, and technical reviews. 

• Experience with infrastructure transitions, service onboarding, due diligence, and operational readiness assessments. 

• Strong communication, stakeholder management, customer-facing, documentation, and leadership skills. 

"We are an equal opportunity employer. All qualified applicants will be considered for employment without regard to caste, color, creed, religion, gender, gender identity, sexual orientation, age, disability, HIV status, or any other status protected by law. Candidates with disabilities who require accommodation during the recruitment process are encouraged to contact our Talent Acquisition team to place a request."