CRG · 4 hours ago
Senior Systems Engineer, Windows
United States
Contract
Remote
Senior Level
5+ years expCRG is seeking a Senior Windows Engineer responsible for operating, modernizing, and automating enterprise Windows platforms with a strong emphasis on Public Key Infrastructure (PKI). This role involves executing and improving Windows Server upgrade workflows, supporting PKI operations, and managing certificate lifecycles.
Staffing & Recruiting
Responsibilities
Plan, validate, and execute Windows Server upgrades across production and non-production environments using in-place upgrade and side-by-side methodologies
Perform readiness assessments covering OS configuration, application dependencies, services, drivers, clustering, and security tooling
Execute upgrades during approved maintenance windows and validate system health, performance, and application functionality post-upgrade
Troubleshoot and remediate upgrade failures, service disruptions, and post-upgrade issues
Design upgrade strategies that minimize downtime and operational risk
Design and implement automation workflows that standardize the Windows Server upgrade lifecycle from readiness validation through rollback
Qualification
Required
5+ years of hands-on experience engineering Windows Server environments (2012 R2, 2016, 2019, 2022, or newer)
Demonstrated experience with PKI management platforms such as AppViewX, Venafi, or similar
Experience performing Windows Server upgrades in production environments
Advanced PowerShell scripting skills with a strong focus on automation and operational tooling
Solid experience supporting Windows workloads in AWS, including EC2, storage, networking, and hybrid integrations
Strong understanding of Active Directory fundamentals, identity services, and AD-integrated PKI
Company
CRG
CRG Corporation is a national Executive Search firm and Staffing agency. For the past three decades, we have supported corporations across the U.S.
501-1000 employees
H1B Sponsorship
CRG has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2024 (1)
2023 (1)
2021 (1)
Funding
Current Stage
Late StageLeadership Team
Jason S. Heller
Chief Operating Officer & Managing Partner
Dianne Gold
Managing Partner
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