Onsite IT Help Desk Specialist I - Windows, Mac & 365

St. Paul's Senior Services; San Diego (CA); On-site; USD 52,000 - 76,000; Full time

Job summary

St. Paul’s Senior Services in San Diego, CA is seeking an on-site Level 1 IT Support specialist to independently and as part of a cross-functional team manage end-user technology across on-premises and cloud environments.

You will handle Windows PCs, Macs, and mobile devices, support Microsoft 365, and assist with endpoint management and security-related tasks. Responsibilities include deploying hardware and software, maintaining standard images, and providing remote assistance, patching, and

Qualifications

• Experience troubleshooting Windows and macOS environments, with knowledge of Microsoft 365, Entra ID, endpoint management, and mobile device support.
• Ability to lift heavy computer equipment up to 90 lbs.
• Microsoft or other IT certifications are highly desired.
• Familiarity with Active Directory, Group Policy, Windows Registry, WMI, and basic PowerShell or scripting tools; familiarity with Intune and Entra ID is desirable.
• Ability to troubleshoot sign-in, MFA, Outlook/Teams/OneDrive/SharePoint issues; follow escalation procedures; document solutions clearly.

Responsibilities

• Perform hardware and software deployment, upgrades, troubleshooting, repairs, and maintenance for Windows PCs, Macs, laptops, monitors, printers, and other peripherals.
• Provide remote management and support for enterprise endpoints, including remote assistance, patching, software distribution, device inventory, and basic compliance checks.
• Asset tag, label, and install new desktop computers, Macs, laptops, monitors, and printers.
• Create, maintain, and deploy standard workstation images and software packages; familiarity with Windows Autopilot is a plus.
• Assist in creating network diagrams and installing cable runs.
• Monitor the effectiveness of deployed technologies; gather end-user feedback and suggest improvements or escalation as needed.
• Provide support for business and production applications including Microsoft 365 apps (Outlook, Teams, OneDrive, SharePoint).
• Perform basic Microsoft 365 and Entra ID administration and troubleshooting (user status, passwords, MFA, sign-ins).
• Provide initial security triage by recognizing phishing or BEC indicators and endpoint alerts.
• Use approved PowerShell commands and remediation scripts for basic troubleshooting and support tasks.
• Document resolved issues and procedures in knowledge base articles for reuse by the team.

Skills

Windows/macOS support

Microsoft 365 administration

Entra ID

Endpoint management

Mobile device support

Active Directory / Group Policy

PowerShell basics

Security awareness

Education

Associate degree (A.A.) or equivalent

Tools

Cable testers

Punch-down tools

Cable crimpers

Cable toners

Microsoft Intune

Job description

St. Paul’s Senior Services in San Diego, CA is seeking an on-site Level 1 IT Support specialist to independently and as part of a cross-functional team manage end-user technology across on-premises and cloud environments.

You will handle Windows PCs, Macs, and mobile devices, support Microsoft 365, and assist with endpoint management and security-related tasks. Responsibilities include deploying hardware and software, maintaining standard images, and providing remote assistance, patching, and