Weekend Windows Systems Engineer Jobs in Portland, OR

ETHIC – Excellence, Teamwork, Hospitality, Integrity, and Compassion – steadfastly characterizes our mission to continually enrich the daily lives of residents. We practice these principles with every task and interaction, from personal caregiver assistance to mowing the grass. At Touchmark, we say: I AM AN ALLY • I AM A FRIEND • I AM A GIVER Touchmark is seeking a Systems Engineer to support and evolve our enterprise infrastructure across a multi-state environment serving 3,000+ employees.

This role is responsible for designing, implementing, and maintaining server, virtualization, and cloud environments while ensuring performance, security, and operational excellence. You will serve as a key technical resource driving infrastructure modernization, automation, and reliability across all locations What You Will Do • Design, implement, and manage enterprise server infrastructure across distributed sites; support both physical and virtual environments including VMware and cloud-based systems; ensure high availability, performance, and lifecycle management of infrastructure assets • Lead cloud and hybrid initiatives including Azure infrastructure, migrations, and connectivity; manage identity services (Active Directory, Entra ID), DNS, DHCP, and certificate services; optimize environments for cost, scalability, and reliability • Strengthen infrastructure security through system hardening, patching, vulnerability management, and HIPAA-aligned controls; support identity governance, access management, and compliance standards across all systems • Drive monitoring and operational excellence through observability tools, alerting, and incident response; manage backup and disaster recovery strategies including testing, documentation, and RTO/RPO alignment • Advance automation and efficiency through scripting, configuration management, and Infrastructure-as-Code; maintain accurate documentation, support change management processes, and contribute to long-term technology roadmap planning The Ideal Candidate Will • Have 5–7+ years of experience in systems engineering or enterprise infrastructure roles; bring hands-on expertise with Windows Server, Linux, virtualization (VMware/Hyper-V), and Microsoft Azure • Demonstrate strong experience designing, implementing, and supporting enterprise network infrastructure; understand LAN/WAN architecture across distributed environments; support routing, switching, firewalls, VPNs, and SD-WAN technologies • Have working knowledge of hybrid network connectivity including site-to-site VPNs, Azure VPN Gateway, ExpressRoute, and secure cloud integration patterns; ensure reliable and secure connectivity between on-prem and cloud environments • Apply modern network security principles including Zero Trust and SASE; support network segmentation, access controls, and secure traffic flow across systems and users • Bring strong expertise in identity and access management including Active Directory and Entra ID; understand how identity integrates with network and cloud security models • Have experience monitoring both systems and network performance using enterprise observability tools; proactively identify latency, throughput, and connectivity issues across infrastructure • Be skilled in troubleshooting complex infrastructure issues spanning servers, networks, and cloud environments; operate as a Tier 2/3 escalation point and drive root cause resolution • Have experience supporting compliance-driven environments (HIPAA preferred); understand how infrastructure and network design impacts data security and regulatory requirements • Bring strong automation capabilities using PowerShell, Python, or similar tools; apply automation to both infrastructure and network operations where applicable • Communicate effectively across technical and non-technical teams; collaborate with network, cybersecurity, and application teams to deliver reliable, secure, and scalable infrastructure solutions • Operate with a proactive, ownership-driven mindset; contribute to continuous improvement, documentation, and long-term infrastructure strategy Preferred Qualifications • Relevant certifications such as Azure Administrator or Solutions Architect, VMware VCP, Security+, CISSP, or ITIL • Experience in healthcare, senior living, or other regulated environments • Exposure to containerization (Docker/Kubernetes), endpoint management (Intune), or emerging technologies such as AI/ML infrastructure Benefits: Touchmark is dedicated to providing the best for our residents, and it all begins with providing the best for our employees. That’s why we offer a competitive compensation and benefits package to our team members who work 30+ hours per week which includes: • Paid time off (including holidays) • Health, dental, and vision insurance plans for employees and eligible dependents • Education assistance • Bonus and retirement plans • Health care, dependent care, and commuter Flexible Spending Accounts • On-Demand Pay allows you to access pay as you earn it • Employee Assistance Program • Supplemental insurance options We are looking to hire individuals whose values align with ours and who believe in doing everything they can to lead by example in safety, compassion, and empathy.

If that sounds like you, we encourage you to apply. Check us out at www.Touchmark.com. We’re growing. Are you?