IT Specialist | Full-Time | On Site Only

.T. Specialist | Full-Time (On-Site Only)

Heritage Senior Living | Oshkosh / Madison / Menomonee Falls, WI

Heritage Senior Living is seeking a hands-on, service-driven I.T. Specialist to support end users and technology across our Wisconsin communities. You will partner with the I.T. Manager and community leadership to keep people productive and systems secure.

Work Arrangement: This is an on-site role based at one (1) of our locations—Oshkosh, Madison, or Menomonee Falls, WI. No hybrid or remote option. Regular travel to Wisconsin communities may be required.

Essential Duties and Responsibilities and Minimum Qualifications

Responsibilities

• Frontline L1/L2 support via ticketing system, phone, chat, and in-person site visits; drive first-contact resolution with thorough documentation.
• Provision, deploy, and recover Windows/iOS/Android endpoints using Microsoft Intune and Entra ID; apply compliance, configurations, and conditional access.
• Administer Microsoft 365 (user/mailbox lifecycle, groups, Teams/SharePoint/OneDrive basics, Exchange tasks).
• Support line-of-business applications (EHR, payroll/timekeeping, property/billing); manage vendor escalations.
• Troubleshoot network/Wi‑Fi (SSID access, switch ports, VLAN basics, DNS/DHCP) and work with ISPs/carriers.
• Install and support printers/MFPs, conference A/V, and basic VoIP endpoints.
• Maintain asset inventory and lifecycle (labeling, QR/checkout, CMDB updates); ensure accurate assignment and recovery.
• Apply security hygiene: MFA guidance, patching, Defender AV/EDR checks, phishing‑training support, and HIPAA‑aware data handling.
• Participate in on‑call rotation and occasional after‑hours maintenance.

Minimum Qualifications

• Experience over certificates: 2+ years professional I.T. support in a multi‑site environment. Certifications are a plus—not a prerequisite. Equivalent hands-on experience is fully acceptable in place of formal certs/degree.
• Proficiency with Windows 10/11, basic macOS/iOS, and Microsoft 365 administration.
• Experience with Intune device management and Entra ID user/group administration.
• Solid troubleshooting across hardware, OS, networking (TCP/IP fundamentals), and peripherals.
• Excellent customer service and communication; reliable follow‑through.
• Willingness to work occasional evenings/nights/weekends; valid driver’s license; statewide day travel.

Preferred Qualifications

• CompTIA A+ / Network+ / Security+, MD‑102, or AZ‑104. (Not required)
• PowerShell basics; ticketing/documentation best practices (ITIL awareness).
• Healthcare/senior living experience and HIPAA familiarity.

Benefits of the Job Include

• Medical, dental, and vision insurance
• Short-term disability; voluntary life insurance
• Employer-paid life and long-term disability insurance
• 401k with employer match up to 4%
• Life assistance program
• Paid time off
• Holiday pay
• Professional growth and development programs
• Recognition programs

About Heritage Senior Living / MSP Real Estate
Heritage Senior Living and MSP Real Estate is an ever-growing company that provides development, construction, and management of over 1,600 units of affordable housing and over 2,500 units of senior housing, all located within Wisconsin—making HSL/MSP one of the largest developers and managers of affordable and senior housing providers in the state. Join over 950 employees in our continued growth and goals to be the empl