Sr. IT Systems Engineer

Willamette View; Portland (OR); On-site; USD 120,000 - 150,000; Full time

Job summary

Willamette View is seeking a Senior IT Systems Engineer to modernize the core technology environment across on‑prem and Azure. You will own migration planning, Azure administration, and DR strategies while supporting staff and residents with approachable technology guidance.

The role requires hands‑on expertise with Azure, Hyper‑V, and Microsoft 365, plus strong communication and a patient, service‑minded approach to user support.

Qualifications

• 5+ years of experience administering enterprise Windows Server, Active Directory, and Microsoft 365 environments.
• Hands‑on experience administering Microsoft Azure Infrastructure‑as‑a‑Service (IaaS).
• Proficient in PowerShell for systems administration and automation.
• Experience with virtualization technologies (Hyper‑V) and enterprise backup/disaster recovery solutions.

Responsibilities

• Lead the planning and execution of migration from on-prem Hyper‑V to Microsoft Azure, including workload assessments and cost optimization.
• Administer and optimize the Azure environment while maintaining Windows Server infrastructure during the transition.
• Own backup and disaster recovery strategy across hybrid environments using Veeam and Azure‑native solutions.
• Manage hybrid Active Directory, Microsoft Entra ID, Microsoft 365, and Intune endpoint management.

Skills

PowerShell scripting

Communication

Customer service

Mentoring teammates

Curiosity and learning

Tools

Azure IaaS

Hyper-V

Microsoft 365

Intune

Entra ID

Veeam

Meraki networking

Job description

At Willamette View, you'll contribute to our mission of Inspiring the Art of Living Well for an active senior living community. You'll play a key role in helping residents lead rich, fulfilling lives while supporting the technology systems that enable exceptional service. If you value meaningful relationships, continuous learning, and making a lasting impact, Willamette View offers a unique, vibrant, and progressive environment where your work truly matters.

Who We're Looking For

Senior IT Systems Engineer

At Willamette View, you'll contribute to our mission of Inspiring the Art of Living Well for an active senior living community. You'll play a key role in helping residents lead rich, fulfilling lives while supporting the technology systems that enable exceptional service. If you value meaningful relationships, continuous learning, and making a lasting impact, Willamette View offers a unique, vibrant, and progressive environment where your work truly matters.

The Senior IT Systems Engineer serves as the senior technical partner to the Director of IT and is responsible for modernizing Willamette View's core technology environment. This role spans corporate infrastructure, identity management, audiovisual systems, and the specialized technology platforms unique to senior living.

The ideal candidate is a highly curious, hands‑on technologist who enjoys learning new systems and solving complex problems. You are equally comfortable configuring Azure resources with PowerShell, developing automation scripts, or patiently helping staff and residents navigate technology challenges.

Key ResponsibilitiesInfrastructure & Azure Migration

• Lead the planning and execution of migration efforts from on-premises Hyper‑V infrastructure to Microsoft Azure, including workload assessments, migration sequencing, cost optimization, and post‑migration operations.
• Administer and optimize the Azure environment while maintaining Windows Server infrastructure throughout the transition.
• Own backup and disaster recovery strategy across hybrid environments using Veeam and/or Azure‑native solutions.

Core Infrastructure, Identity & Network Management

• Administer hybrid Active Directory, Microsoft Entra ID, Microsoft 365, and Intune endpoint management.
• Manage network infrastructure, including switching, wireless networking, VLANs, and firewall policies using Meraki or comparable platforms.
• Monitor, maintain, and improve system performance, security, and reliability.

Audiovisual & Specialty Systems Support

• Serve as the primary escalation point for audiovisual systems supporting conference rooms and auditoriums, including audio, video, microphones, displays, and streaming technologies for resident, corporate, and all‑staff events.
• Support specialty operational systems, including healthcare applications (PointClickCare), security and access control systems, restaurant/POS platforms, and facilities/building automation systems.
• Collaborate with vendors and department leaders to address connectivity, integrations, and technology troubleshooting needs.
• Provide technical support and coordination for business systems such as Salesforce, Dynamics GP, and UKG Ready.
• Maintain system documentation and vendor relationships while recommending technology refresh and improvement opportunities.

Technical Leadership & Support

• Act as the senior escalation point for complex technical issues across the organization.
• Mentor IT Services team members by sharing knowledge, strengthening technical skills, and reducing recurring escalations.
• Deliver exceptional support to staff and residents with patience, professionalism, and clear communication.

Documentation & Project Delivery

• Create and maintain architecture diagrams, runbooks, standards, and technical documentation.
• Provide technical guidance to the Director of IT on solution design, vendor selection, and statements of work (SOWs).
• Support system integrations, including API connectivity, data access, authentication, and troubleshooting.
• Independently scope, manage, and deliver infrastructure and technology projects.

Required Qualifications

• 5+ years of experience administering enterprise Windows Server, Active Directory, and Microsoft 365 environments.
• Hands‑on production experience administering Microsoft Azure Infrastructure‑as‑a‑Service (IaaS) environments.
• Working proficiency in PowerShell for systems administration and automation.
• Experience with virtualization technologies, including Hyper‑V or equivalent platforms, and enterprise backup/disaster recovery solutions.
• Experience administering enterprise network environments, including Meraki, Cisco, or similar networking platforms.
• Strong communication and customer service skills with the ability to explain technical concepts to non‑technical audiences.
• Demonstrated patience and effectiveness supporting less tech‑savvy staff and senior residents.
• Proven curiosity, adaptability, and self‑directed learning, with a track record of quickly learning and supporting new technologies without formal training.

Preferred Qualifications

• Experience leading or supporting Azure infrastructure migrations.
• Experience working in healthcare, senior living, or other regulated environments.
• Familiarity with HIPAA technical safeguards and compliance requirements.
• Experience supporting live event AV systems, including audio mixing, camera and microphone setup, and streaming platforms such as Zoom and Microsoft Teams.
• Experience with Azure Automation, Azure Data Factory, or similar automation and integration technologies.
• Experience with development pipelines, secrets management, monitoring, and operational tooling.
• Microsoft certifications strongly preferred, including:
• Azure Administrator Associate
• Azure Solutions Architect Expert
• Windows Server Hybrid Administrator Associate
• Or equivalent demonstrated expertise

Working Conditions

• On‑site position supporting a multi‑building campus environment; limited remote flexibility may be available for architecture, planning, and project‑based work.
• Occasional after‑hours work required for system migrations, maintenance windows, upgrades, and technology implementations.
• Participation in occasional backup on‑call support rotations.
• Regular interaction with an older‑adult resident population requiring patience, professionalism, and exceptional customer service.

Eligibility & Equal Opportunity Employment

Willamette View participates in E-Verify and will use E-Verify to confirm eligibility to work in the United States.

Willamette View is committed to building an inclusive and welcoming community for both residents and employees. We provide equal employment opportunities to all applicants and employees and prohibit discrimination and harassment of any kind based on race, color, religion, creed, age, sex (including pregnancy), national origin, ancestry, disability, genetic information, protected veteran status, sexual orientation, gender identity or expression, marital or relationship status, parental status, or any other characteristic protected by applicable federal, state, or local law. This policy applies to all aspects of employment, including recruitment, hiring, compensation, promotion, transfer, discipline, training, benefits, and termination.