Vice President Information Technology Services

Founded in 1969 Pine Street Inn (PSI) serves homeless individuals by providing the full spectrum of services to help homeless individuals reach their highest level of independence and get back to a place they can call home.

Pine Street Inn collaborates with homeless individuals to help them move from the streets and shelter to a home and assists formerly homeless individuals in retaining housing. We provide street outreach emergency services supportive housing job training and connections to employment. We tirelessly advocate for collaborative solutions to end homelessness.

Pine Street Inn seeks an experienced mission-driven technology executive to serve as Vice President of Information Technology Services. This senior leadership role owns the full IT operating budget department structure staffing vendor relationships security posture and service delivery for a team of approximately 13 IT professionals spanning infrastructure security applications and end-user support across a multi-site nonprofit environment.

The VP carries executive accountability for Pine Street Inns 3-year ITS strategic plan and for making sure technology reliably supports shelter housing outreach and administrative operations every day. Artificial intelligence is a core ongoing component of that strategy: the VP sets direction prioritizes AI use cases establishes responsible-use guardrails and drives adoption in partnership with Programs Fundraising and Administrative leaders.

Reporting to the Chief Financial Officer the VP represents technology strategy and performance to executive leadership and the Board Members.

Schedule: Monday Friday (hybrid on-site 3x/week Hours: 40 hours per week; 9:00 a.m. 5:00 p.m.

On Call: Periodic on-call availability for critical system incidents

Office: On-site at Pine Street Inns Boston campus with travel to program sites as needed

Required Education/ Training:

Bachelors degree in information technology Computer Science or a related field.

Preferred Education/ Training:

Advanced degree and/or professional certification such as CISSP PMP ITIL TOGAF or other recognized Information Technology Certification.

Required Physical& Mental Abilities/Skills:

Ability to work at a computer for extended periods and participate in frequent meetings including with executive leadership and the Board.

Ability to travel periodically between Pine Street Inn program sites across the Boston area.

Ability to respond to critical system incidents outside of standard business hours as needed.

Strong analytical and problem-solving skills with the ability to manage multiple priorities in a fast-paced environment.

ESSENTIAL FUNCTIONS INCLUDE BUT ARE NOT LIMITED TO:

Department Leadership & Team Management

Leads manages and grows the IT department (13 staff) including infrastructure/network engineers systems administrators application/support analysts security staff and helpdesk personnel.

Owns the departments organizational structure defines roles reporting lines career paths and succession plans to ensure the team is staffed and structured to meet organizational needs.

Hires onboards coaches and manages the performance of IT staff and managers; sets clear goals and keeps the team accountable to service standards.

Builds a culture of accountability collaboration continuous learning and service excellence within the department.

Conducts regular 1:1s team meetings and performance reviews; identifies and develops future IT leaders from within the team.

Manages department workload and prioritization across competing operational and project demands.

IT Operations & Infrastructure

Owns the reliability security and performance of Pine Street Inns full technology - network servers cloud services endpoints telephony and applications across all program sites.

Ensures robust helpdesk and end-user support operations with clear SLAs ticketing processes and a strong customer-service orientation toward program and administrative staff.

Directs infrastructure upgrades system migrations and technology deployments minimizing disruption to shelter housing and administrative operations.

Owns business continuity and disaster recovery planning for all critical systems and data.

Establishes and enforces IT governance policies standard operating procedures and change-management practices across the department.

Budget Vendors & Financial Management

Develops owns and manages the annual IT capital and operating budgets; forecast spend track variances and report regularly to the CFO.

Identifies cost-optimization opportunities across software licensing infrastructure and vendor contracts.

Negotiates and manage relationships with IT vendors managed service providers telecom carriers and software partners holding them accountable to scope quality and cost commitments.

Evaluates build-vs-buy and in-house-vs-outsourced decisions for tools platforms and services.

Security Risk & Compliance

Owns the organizations cybersecurity program including policies standards monitoring and incident response.

Maintains compliance with applicable data privacy and security requirements including HIPAA awareness given the nature of client data.

Establishes and maintain data governance standards data ownership access controls retention and quality across all systems.

Reports on risk posture security incidents and compliance status to the CFO and executive leadership.

Strategic & Executive Leadership

Owns execution of Pine Street Inns 3-year ITS strategic plan translating approved roadmap priorities into actionable project plans with defined timelines owners milestones and success metrics.

Develops and maintains a multi-year IT roadmap aligned to Pine Street Inns mission and organizational priorities revisiting it regularly to reflect changing needs funding and technology.

Maintains project governance across all strategic-plan initiatives tracking deliverables managing dependencies and surfacing risks and mitigation options to the CFO and executive leadership in a timely manner.

Sequences and prioritizes roadmap initiatives against department capacity and organizational readiness adjusting timelines as needs funding or staffing shift.

Ensures all strategic plan initiatives are executed within approved budget parameters providing regular financial reporting to the CFO on spending projections and variances.

Serves as a member of the senior leadership team partnering with the CFO and other executives on technology-related planning and decision-making.

Represents IT department performance strategic-plan progress priorities and budget in leadership meetings Board updates and funder conversations translating technical topics for non-technical audiences.

Works effectively within Pine Street Inns nonprofit operating environment understanding grant-funded constraints restricted budgets and donor accountability requirements.

Collaborates with Finance Development Programs and HR leadership to ensure IT plans and resources are coordinated with organization-wide priorities.

AI Strategy & Implementation

Serves as the organizations executive owner of AI strategy championing AI as a critical ongoing capability for advancing Pine Street Inns mission.

Identifies prioritizes and oversees the implementation of AI tools and use cases across programs fundraising and operational functions.

Establishes and maintains the organizations AI ethics and equity policy with particular attention to initiatives affecting client-facing services.

Leads staff training change management and adoption support for every AI rollout working with department managers to ensure sustained responsible use.

Monitors the performance and effectiveness of AI vendors and tools post-deployment adjusting course as needed.

Stays current on emerging AI and technology trends relevant to the nonprofit human-services sector advising the CFO and executive leadership on opportunities and risks.