Position Summary The Senior Director of Information Technology provides leadership for the organization’s Information Technology function and is responsible for the effective operation, security, planning, and continued modernization of technology services. The Senior Director leads IT operations, staff, infrastructure, service delivery, cybersecurity operations, technology lifecycle planning, vendor management, business application technology support, and technology projects. In addition to departmental leadership, the Senior Director develops technology roadmaps, governance recommendations, modernization initiatives, and longer-term investment plans and serves as a technology partner to organizational leadership and departments. The Senior Director identifies organizational technology risks and opportunities, develops recommendations for senior leadership, and leads implementation of approved technology initiatives. Essential Duties and Responsibilities IT Leadership and Service Delivery
- Lead the day-to-day operations and continuous improvement of the Information Technology Department.
- Establish priorities, assignments, escalation procedures, service standards, and support coverage for IT staff.
- Oversee help desk operations, incident management, technical support, documentation, service categories, workflows, and performance reporting.
- Develop and monitor service levels and performance indicators.
- Identify staffing, skills, coverage, and resource requirements and make recommendations to management.
- Promote proactive, measurable, and responsive technology services.
Technology Strategy and Planning
- Develop and maintain departmental and multi-year technology plans aligned with organizational requirements.
- Assess the technology environment and identify operational, lifecycle, security, resilience, and modernization priorities.
- Lead development and maintenance of the organization’s multi-year technology roadmap, establish proposed priorities and investment requirements, and oversee execution following leadership approval.
- Translate organizational requirements into technology initiatives, standards, and implementation plans.
- Evaluate emerging technologies and recommend appropriate adoption, testing, or investment.
Staff Leadership and Development
- Supervise, coach, and provide direction to Information Technology staff.
- Establish responsibilities, priorities, primary and secondary ownership, escalation paths, and support coverage.
- Identify technical competency and training requirements.
- Support professional development, cross-training, specialization, and succession coverage.
- Participate in recruitment, selection, onboarding, and development of IT personnel.
- Identify future departmental staffing and capability requirements and make recommendations to management.
Infrastructure, Cloud and Technology Lifecycle
- Oversee networks, servers, endpoints, Microsoft 365, identity and access systems, telecommunications, backup services, cloud services, and related infrastructure.
- Develop technology lifecycle standards and multi-year replacement plans.
- Establish supportable technical configurations and platform standards.
- Coordinate system upgrades, migrations, patching, equipment replacement, and infrastructure projects.
- Identify infrastructure capacity, obsolescence, resilience, and lifecycle risks.
- Develop recommendations for infrastructure standardization, redundancy, recovery, and modernization.
Cybersecurity and Technology Risk
- Oversee operational cybersecurity technologies, controls, and practices.
- Coordinate vulnerability remediation, patching, identity and access management, endpoint protection, email security, and security awareness initiatives.
- Identify technology risks and develop recommendations for remediation.
- Develop cybersecurity and technology-control standards for management review.
- Support security, privacy, compliance, audit, incident-response, and business-continuity requirements.
- Report significant technology risks and recommended mitigation strategies to management.
Technology Governance, Policies and Standards
- Develop and maintain IT policies, technical standards, procedures, and operating documentation.
- Develop recommendations regarding technology governance, approval processes, lifecycle standards, access controls, and technology decision-making.
- Coordinate review of proposed technology policies with appropriate organizational stakeholders.
- Implement approved technology policies and associated technical controls.
- Monitor adherence to approved technology standards.
Budget and Technology Investment Planning
- Develop the annual IT operating and capital budget for management review and approval.
- Develop multi-year technology lifecycle and investment forecasts.
- Forecast licensing, equipment, telecommunications, infrastructure, cybersecurity, staffing, support, vendor, and project costs.
- Identify investment requirements associated with lifecycle, security, resilience, operational, and modernization needs.
- Monitor technology expenditures, contracts, licensing, and recurring costs.
- Prepare business analysis and recommendations supporting significant technology investments.
Vendor and Technology Service Management
- Manage relationships with technology vendors, managed-service providers, consultants, carriers, and software providers.
- Monitor service quality, technical performance, licensing, renewals, costs, and escalations.
- Evaluate vendor services for utilization, redundancy, operational value, risk, and cost effectiveness.
- Evaluate alternative products, platforms, and sourcing approaches and make recommendations to management.
- Coordinate approved vendor changes and implementations.
- Support effective contract, renewal, licensing, and invoice management.
Business Applications and Cross-Department Technology
- Partner with departments to understand technology requirements, operational challenges, and planned initiatives.
- Provide technical administration and support for supported organizational business applications, in partnership with departmental owners responsible for business processes, data quality, and functional requirements.
- Participate in significant vendor implementation and configuration activities.
- Coordinate identity, access, integration, security, and technical requirements for business applications.
- Maintain technical documentation regarding significant application configurations and integrations.
- Coordinate technical change control when application changes affect shared systems or multiple departments.
- Provide recommendations regarding application supportability, integration, security, and operational risk.
Automation, Integration and Process Improvement
- Identify opportunities to automate repetitive technology and administrative processes.
- Develop recommendations for identity provisioning, onboarding and offboarding automation, system integration, employee self-service, and service-management automation.
- Coordinate technical integrations among approved organizational platforms.
- Lead approved technology automation and integration projects.
- Identify opportunities to reduce manual processes, improve service quality, strengthen controls, and increase operational efficiency through technology.
Artificial Intelligence and Emerging Technology
- Lead technical evaluation and implementation of approved artificial intelligence technologies.
- Coordinate AI pilots, testing, licensing evaluation, configuration, security review, and technical support.
- Develop recommendations regarding AI controls, access, acceptable use, data protection, security, and governance.
- Partner with organizational stakeholders to evaluate business uses, risks, potential benefits, and adoption requirements.
- Monitor AI and emerging-technology developments relevant to organizational requirements.
- Implement approved organizational AI policies and technology decisions.
Business Continuity and Technology Resilience
- Develop and maintain technology recovery and resilience recommendations.
- Coordinate backup, recovery, redundancy, and failover capabilities.
- Identify technology dependencies and significant points of failure.
- Develop recommendations for connectivity, recovery, redundancy, and resilience standards.
- Maintain documented technology recovery procedures and coordinate recovery objectives, testing, and remediation with organizational stakeholders.
- Incorporate resilience requirements into infrastructure and lifecycle planning.
Senior Management Reporting and Advisory Support
- Provide management with regular information regarding IT operations, service performance, technology risks, staffing, infrastructure, lifecycle requirements, vendors, projects, budgets, and modernization initiatives.
- Prepare technology assessments, business cases, roadmaps, and investment recommendations.
- Provide technology analysis and recommendations for significant cross-functional initiatives.
- Identify technology implications associated with proposed organizational changes and initiatives.
- Present options and recommendations to support management decision-making.
Supervisory Responsibilities
- The Senior Director provides direct leadership and supervision to assigned Information Technology staff and is responsible for work prioritization, staff development, technical-resource allocation, service coverage, and departmental performance.
- The Senior Director identifies staffing and organizational requirements and makes recommendations regarding staffing levels, roles, recruitment, professional development, technical specialization, and future departmental capabilities.
Decision-Making Authority
The Senior Director has delegated authority over:
- Day-to-day IT operations and service delivery.
- IT staff assignments and technical priorities.
- Technical administration and configuration of supported systems.
- Operational cybersecurity controls.
- IT service-management practices.
- Establishment and maintenance of operational technical configurations, support procedures, and standards within approved policies and budgets.
- Vendor technical coordination and escalation.
- Implementation of approved technology projects and initiatives.
The Senior Director develops recommendations and provides leadership regarding:
- Multi-year technology plans and roadmaps.
- IT budgets and lifecycle investments.
- Organization-wide technology standards and material changes to technology direction requiring leadership approval.
- Technology policies and governance.
- Significant technology risks.
- Major infrastructure and business-system investments.
- Enterprise applications and integrations.
- Artificial intelligence and automation.
- IT staffing and sourcing strategy.
Final approval for organization-wide strategy, significant capital investments, organizational policy, material organizational risk acceptance, and major business priorities remains with the appropriate senior leadership and governing functions.
Qualifications
- Progressively responsible experience in information technology operations, infrastructure, cybersecurity, service management, and technology project leadership.
- Demonstrated experience supervising technical staff and leading complex technology initiatives.
- Strong working knowledge of Microsoft 365, identity and access management, endpoint management, networking, cybersecurity, cloud services, and enterprise applications.
- Experience developing technology budgets, lifecycle plans, policies, standards, roadmaps, and investment recommendations.
- Experience in managing technology vendors, contracts, licensing, services, and projects.
- Experience partnering with nontechnical departments on business applications and technology initiatives.
- Ability to assess technology risks, costs, organizational impacts, and benefits and translate findings into actionable management recommendations.
- Strong project-management, analytical, organizational, communication, and problem-solving skills.
- Ability to communicate technical issues clearly to technical and nontechnical stakeholders.
- Experience in a nonprofit, human-services, supportive-housing, healthcare, or similarly distributed organization preferred.
Key Competencies
- IT Leadership and Service Management
- Technology Strategy and Roadmapping
- Staff Leadership and Development
- Microsoft 365 and Cloud Services
- Infrastructure and Endpoint Management
- Cybersecurity and Technology Risk
- Identity and Access Management
- Technology Governance and Policy Development
- Budget and Lifecycle Planning
- Vendor and Contract Management
- Enterprise Application Support
- Automation and Systems Integration
- Artificial Intelligence and Emerging Technology
- Business Continuity and Disaster Recovery
- Project and Change Management
- Cross-Department Collaboration
- Executive Communication and Advisory Support
Physical and Other Requirements
- Ability to perform work in office and technology environments.
- Ability to travel among organizational locations as operational or project requirements dictate.
- Ability to participate in scheduled maintenance activities and respond to significant technology incidents outside normal business hours when required.
- Reasonable accommodation may be made to enable qualified individuals to perform the essential functions of the position.
Benefit Overview Westside Federation of Senior & Supportive Housing offers full-time employees a comprehensive choice of benefits that include Medical, Dental, Vision, 403 (B) retirement savings, Flexible Spending Accounts (FSA), Life & Disability, Short-term and Long- term Disability, Employee Assistance Program (EAP) commuter benefits and more Voluntary benefit options and Time Off that includes 11-12 paid Federal Holidays, accrued Vacation and Sick Time. EEO Policy or Statement WSFSSH is an Equal Employment Opportunity Employer (EEO); employment is based upon employees’ qualifications without discrimination, on the basis of race, creed, color, national origin, religion, sex, age, disability, marital status, sexual orientation, military status, citizenship status, genetic predisposition or carrier status, or any other protected characteristic as established by law.
Monday - Friday: 9am - 5pm 35 hours
