{"schemaVersion":"jobsearcher.job.v1","id":"a36d04c7d240fecfa7943e9c","url":"https://jobsearcher.com/jobs/a36d04c7d240fecfa7943e9c","canonicalUrl":"https://jobsearcher.com/jobs/a36d04c7d240fecfa7943e9c","title":"Windows System Engineer","description":"Senior Windows Infrastructure Migration Engineer6+ Month Contract (with potential extension)Work Hours: Monday-Friday, 8:00 AM - 5:00 PMWork Arrangement: Hybrid - minimum 2-3 days per week onsiteBenefits: Medical, dental, and vision benefits includedPlease Note: Not open to Third-Party Firms and candidate must reside in the Charlotte, NC area.We are seeking a senior-level Windows Infrastructure Migration Engineer to support enterprise modernization efforts focused on upgrading legacy Windows Server environments. This role is hands-on and execution-driven, centered on migrating business-critical applications and services from Windows Server 2008 to newer supported versions (2019 / 2022) within an IaaS environment. This is not a software development role. The focus is on operating system upgrades, IIS-hosted applications, Windows Services, and legacy infrastructure dependencies.Key ResponsibilitiesMigrate applications and server workloads from Windows Server 2008 to Windows Server 2019/2022Lead and execute IIS website migrations, including application pools, bindings, authentication, and certificatesMigrate and validate Windows Services, including service accounts, permissions, and startup dependenciesAssess and support SQL Server application dependencies such as connection strings, service accounts, and permissionsEvaluate and migrate message queues (MSMQ or equivalent technologies)Identify migration risks, compatibility issues, and remediation pathsDocument existing environments, migration steps, and post-migration configurationsCollaborate with infrastructure, DevOps, and application teams during planning and executionTroubleshoot and resolve post-migration issues in production and non-production environmentsRequired Skills & Experience8+ years of hands-on Windows infrastructure experienceProven experience migrating Windows Server workloads from legacy to modern versionsStrong IIS administration and application migration experienceSolid experience with Windows Services configuration and troubleshootingPractical SQL Server knowledge from an application dependency standpointExperience working with MSMQ or similar enterprise queuing technologiesStrong troubleshooting, root-cause analysis, and documentation skillsWorking knowledge of Microsoft technologies (.NET applications from a hosting perspective)Familiarity with Active Directory and networking fundamentalsNice-to-HavePowerShell scripting for automation or configuration Exposure to CI/CD tools (e.g., TeamCity, Octopus Deploy)Azure IaaS familiarityExperience working in change-controlled enterprise environmentsSecurity awareness in regulated systemsSoft SkillsClear and effective communicationAbility to work independently while collaborating across teamsDetail-oriented and methodical approach to migration workStrong troubleshooting mindsetWillingness to learn legacy environments and undocumented systemsOnboarding RequirementsEmployment is contingent upon successful completion of a background check and drug screening.","company":"Msrt","rawCompany":"msrt","city":"Charlotte","state":"NC","isRemote":false,"isActive":false,"createdAt":"2026-09-11T13:12:32.935Z","occupations":[{"code":"15-1299.08","title":"Computer Systems Engineers/Architects","slug":"computer-systems-engineers-architects"},{"code":"15-1244.00","title":"Network and Computer Systems Administrators","slug":"network-and-computer-systems-administrators"},{"code":"15-1211.00","title":"Computer Systems Analysts","slug":"computer-systems-analysts"}],"industries":[{"code":"541512","title":"Computer Systems Design Services","slug":"computer-systems-design-services"},{"code":"541519","title":"Other Computer Related Services","slug":"other-computer-related-services"},{"code":"541511","title":"Custom Computer Programming Services","slug":"custom-computer-programming-services"}],"jobPosting":{"@context":"https://schema.org","@type":"JobPosting","title":"Windows System Engineer","description":"Senior Windows Infrastructure Migration Engineer6+ Month Contract (with potential extension)Work Hours: Monday-Friday, 8:00 AM - 5:00 PMWork Arrangement: Hybrid - minimum 2-3 days per week onsiteBenefits: Medical, dental, and vision benefits includedPlease Note: Not open to Third-Party Firms and candidate must reside in the Charlotte, NC area.We are seeking a senior-level Windows Infrastructure Migration Engineer to support enterprise modernization efforts focused on upgrading legacy Windows Server environments. This role is hands-on and execution-driven, centered on migrating business-critical applications and services from Windows Server 2008 to newer supported versions (2019 / 2022) within an IaaS environment. This is not a software development role. The focus is on operating system upgrades, IIS-hosted applications, Windows Services, and legacy infrastructure dependencies.Key ResponsibilitiesMigrate applications and server workloads from Windows Server 2008 to Windows Server 2019/2022Lead and execute IIS website migrations, including application pools, bindings, authentication, and certificatesMigrate and validate Windows Services, including service accounts, permissions, and startup dependenciesAssess and support SQL Server application dependencies such as connection strings, service accounts, and permissionsEvaluate and migrate message queues (MSMQ or equivalent technologies)Identify migration risks, compatibility issues, and remediation pathsDocument existing environments, migration steps, and post-migration configurationsCollaborate with infrastructure, DevOps, and application teams during planning and executionTroubleshoot and resolve post-migration issues in production and non-production environmentsRequired Skills & Experience8+ years of hands-on Windows infrastructure experienceProven experience migrating Windows Server workloads from legacy to modern versionsStrong IIS administration and application migration experienceSolid experience with Windows Services configuration and troubleshootingPractical SQL Server knowledge from an application dependency standpointExperience working with MSMQ or similar enterprise queuing technologiesStrong troubleshooting, root-cause analysis, and documentation skillsWorking knowledge of Microsoft technologies (.NET applications from a hosting perspective)Familiarity with Active Directory and networking fundamentalsNice-to-HavePowerShell scripting for automation or configuration Exposure to CI/CD tools (e.g., TeamCity, Octopus Deploy)Azure IaaS familiarityExperience working in change-controlled enterprise environmentsSecurity awareness in regulated systemsSoft SkillsClear and effective communicationAbility to work independently while collaborating across teamsDetail-oriented and methodical approach to migration workStrong troubleshooting mindsetWillingness to learn legacy environments and undocumented systemsOnboarding RequirementsEmployment is contingent upon successful completion of a background check and drug screening.","datePosted":"2026-09-11T13:12:32.935Z","dateModified":"2026-09-11T13:12:32.935Z","hiringOrganization":{"@type":"Organization","name":"Msrt","sameAs":"https://jobsearcher.com"},"jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"Charlotte","addressRegion":"NC","addressCountry":"US"}},"identifier":{"@type":"PropertyValue","name":"JobSearcher","value":"a36d04c7d240fecfa7943e9c"},"url":"https://jobsearcher.com/jobs/a36d04c7d240fecfa7943e9c"}}