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IT Help Desk
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Entegee, Inc.
De Leon Springs, FL (In Person)
Full-Time
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72
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Job Description
IT Help Desk Technician role focused on Windows 11 migration, endpoint deployment, desktop support, troubleshooting, and migration documentation. Job Requirements Associate degree required Bachelor's degree preferred Experience with Windows operating system deployments Experience supporting Windows 10 to Windows 11 migrations preferred Experience in help desk or desktop support environments Knowledge of Active Directory and Azure AD Experience with endpoint deployment tools such as SCCM, Intune, or MDT Experience with system imaging and patching processes Basic networking and troubleshooting experience Ability to work evenings, nights, weekends, and extended hours during deployment phases Ability to support approximately 130 endpoint upgrades Ability to work onsite or remotely as required by migration activities Preferred Skills Experience performing in-place Windows upgrades and clean installations Experience configuring BIOS or UEFI settings Experience validating TPM and Secure Boot compliance Experience joining machines to Active Directory or Azure AD Experience installing enterprise applications, drivers, and endpoint security software Experience using ticketing systems such as ServiceNow or Jira Experience supporting VPN, printer, login, profile, and permissions issues Experience with change management processes Experience re-imaging or rolling back systems after failed migrations Job Responsibilities Support a Windows 11 migration project for desktop and laptop endpoints Perform in-place upgrades and clean installations of Windows 11 Image systems using enterprise deployment tools such as SCCM, Intune, or MDT Configure BIOS and UEFI settings for deployment readiness Validate TPM, Secure Boot, hardware, storage, and CPU compatibility Join machines to Active Directory or Azure AD as needed Install standard applications, drivers, updates, patches, and security software Back up user files and settings before migration Validate network connectivity and user access credentials before deployment Coordinate device readiness with internal teams and end users Verify post-migration functionality, including login, applications, printers, VPN, profiles, data, permissions, and endpoint security controls Diagnose and resolve migration failures, upgrade errors, and Windows 11 transition issues Escalate complex technical issues to senior engineers when needed Re-image or roll back systems when migrations are unsuccessful Track migrated, pending, and failed systems Document deployment steps, issues, resolutions, and migration status Update ticketing systems with completion details and support activity Provide status updates on migration progress, failures, and pending device batches Follow rollout timelines and change management processes