Director of Technology & Digital Transformation

Director of Technology & Digital Transformation (Project Management)

Willamette View is a resident-centered continuing care community grounded in connection, purpose, and a commitment to creating a vibrant place to live and work. Guided by our vision to transform the experience of aging, we build systems, processes, and capabilities that help staff and residents feel supported, engaged, and empowered. Technology plays a critical role in enabling operational excellence, strengthening communication and integration, and improving the staff and resident experience.

We are investing in integrated technology, data-informed decision making, automation, and thoughtful use of emerging technologies to support the community today and into the future.

The Director of Technology & Digital Transformation leads Willamette View's technology services, business systems, cybersecurity, vendor partnerships, and digital transformation roadmap. The role ensures reliable, responsive technology support for staff and residents while building the organizational capabilities needed for integrated systems, data-informed decisions, automation, and responsible use of AI and chatbots. In a small, service-oriented IT environment, the Director balances strategic leadership with hands‑on execution.

This position leads the internal IT team, manages Portland Internetworks and other technology partners, and helps reduce long‑term dependence on external transformation partners by building internal ownership, documentation, governance, and adoption practices.

Develop and maintain a multi‑year technology and digital transformation roadmap aligned with organizational strategy, resident experience, workforce priorities, security, and affordability

Translate business needs into practical priorities for systems, data, automation, AI, infrastructure, and service delivery

Establish governance for technology requests, project prioritization, implementation readiness, resource planning, and post‑launch support

Advise senior leadership on technology risks, investments, trends, tradeoffs, and opportunities to improve organizational effectiveness.

Lead daily technology support for staff and residents, including help desk, resident technology support, endpoint support, applications support, and operational troubleshooting

Establish service standards, documentation, escalation practices, and performance metrics that support reliable, respectful, and responsive service

Provide hands‑on leadership and escalation support when needed while ensuring the Director role remains focused on service quality, team leadership, and organizational outcomes

Identify recurring issues and lead improvements that reduce rework, clarify communication, and strengthen user experience.

Manage vendors to ensure strong service, security, responsiveness, documentation, value, and roadmap alignment

Define clear accountabilities between internal IT, managed service partners, application vendors, consultants, and department system owners

Monitor vendor performance, contracts, service levels, escalation paths, risks, costs, and support expectations

Ensure vendor work is documented, secure, supportable, and designed to reduce over‑reliance on any single consultant or partner.

Partner with departments to strengthen business systems, workflows, reporting, data quality, integration, and system ownership practices

Identify opportunities to reduce duplicate entry, manual workarounds, fragmented reporting, spreadsheet dependency, and disconnected workflows

Lead or coordinate data governance, reporting standards, dashboard priorities, data definitions, role‑based access, and integration planning

Guide the planning and governance of automation, RPA, dashboard, workflow, and AI/chatbot initiatives; engage external specialists when advanced build capacity is required

Ensure automation and AI efforts are secure, ethical, compliant, documented, human‑centered, and aligned with measurable business…