Posted Oct 10, 2026

Remote Senior System Administrator (O365)

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Senior System Administrator (O365) Employment Type: Onsite/Remote Annexa is seeking a Senior Systems Administrator (O365). This role is responsible for the administration and maintenance of various tools in the Microsoft O365 Suite. Responsibilities: • Responsible for the administration and maintenance of various tools in the Microsoft O365 Suite. • Work with both engineering and service desk teams to assist with troubleshooting and updating settings based on customer requirements. • Work with O365 team to develop best practices for governance and settings for various tools in the enterprise. • Provide recommendations for optimization and assist with implementation of any improvements identified • Configure device quarantine and mandatory enrollment policy for new O365 device activation. • Assist with tracking, monitoring and troubleshooting performance levels and capacity. • Serve as primary point for escalations for all aforementioned responsibilities. • Telecommuting from anywhere in the U.S. is permitted. Required Skills: • 6 years in the job offered or related systems administration role • Three years experience in each of the following: • Exchange on-prem and Exchange online, including completion of multiple migrations from on-prem mailboxes to Exchange-online • AAD connect to sync on-prem accounts to Azure AD • Systems administration and management of Exchange Online with Office 365, Powershell V3 or V4 including scripting, Microsoft Teams, SharePoint Online, and OneDrive • Implementing and administering SharePoint online and on-prem • Configuring third party applications hosted as SAS and appliances with web interface to authenticate against AD and Azure AD • Implementing Virtual Machines, Storage, Virtual Switches, VLANs and subnets, load balancers, firewall filtering, DNS, and Content Delivery networks in Azure and AWS • Apple configurator and/or Apple School Manager • Experience with mobility platforms Airwatch, BES, or GOOD • Bachelor's or foreign equivalent in Computer Engineering, Information Technology, Electrical/Electronics Engineering, or closely related field.