Senior Director of Information Technology

Senior Director of Information Technology

Mission Statement: 

Father Bill’s & MainSpring is committed to ending and preventing homelessness in Southern Massachusetts with programs that provide emergency and permanent housing and help people obtain skills, jobs, housing, and services. We help people who are struggling with homelessness or are at risk of homelessness to achieve self-sufficiency.

Father Bill’s & MainSpring is a growing and dynamic social service agency with expertise in emergency and permanent housing, job training and placement, and prevention services for individuals and families in need. Over the next five years, our strategic focus includes an increase in affordable, permanent supportive housing, a more efficient model of care for families experiencing homelessness, commitment to an enhanced delivery model to reduce the need for shelter, and improved community relations in order to achieve these goals. Our staff are thoughtful and caring individuals who share our passion for these ideals and creative approaches to helping people improve their lives. We offer a generous benefits package and a comprehensive orientation and training program, as well as ample opportunities for advancement for qualified individuals who show a commitment to our Mission.

Position Summary: 

We are seeking candidates for either full-time or fractional engagement. Any annual salary listed applies to the full-time position only and does not apply to fractional work.

The Senior Director of Information Technology provides senior-level leadership, strategic direction, and operational oversight for all IT systems and services across Father Bill’s & MainSpring. This role is responsible for developing and executing a multi-year IT roadmap that aligns technology investments with organizational priorities, ensuring that IT is a core driver of efficiency, security, and service delivery. This position oversees internal IT staff, managed service providers, and consulting partners, ensuring cohesive, high-quality service delivery across all locations. This role also maintains responsibility for the overall safety, security, and integrity of the organization’s IT systems, data, and infrastructure.

This position leads to major areas including IT strategy, systems implementation, infrastructure and operations, cybersecurity and compliance, AI and innovation strategy, vendor/consultant management, and IT project portfolio oversight.

FBMS has an excellent reputation and strong relationships with many public funders and nonprofit partners. It also has a longstanding commitment to strategic planning and evaluation of its performance outcomes and trends. This individual will continue to strengthen, develop, and expand this work. The ideal candidate will be a team player, must possess strong leadership and critical thinking skills, and facilitate collaboration across multiple internal and external systems and programs. 

Shared Accountabilities

As a member of the senior leadership team, this role must be committed to working collaboratively with their senior leadership counterparts. The following areas should be a specific focus for all senior leadership.

• A commitment to consistent employee relations management and expectation setting for all staff

• A commitment to managing each department with fiscal responsibility.
• A commitment to ensuring that compliance, programfidelity,and contract management are an essential role for all leadership positions.
• A commitment to learning the roles and department responsibilities for each area of the agencytoensure that decisions made for the agency are done withaholisticapproachand lens.
• A commitment to transparency in communication and support for one another.
• A commitment to strategic planning, intentional growth, and program development.
• A commitment tooutcomes ofevaluation and continuous improvement.

Essential Responsibilities

Strategic IT Leadership 

• Develop andmaintaina comprehensive multi-year IT strategic roadmap, aligning technology with FBMS priorities including housing, operations, compliance, and staff support.
• Lead organizational decision-makingregardingin-house vs. outsourced IT services, ensuring the most effective and scalable delivery model.
• Establish IT governance practices, including prioritization frameworks, project intake processes, and performance metrics.
• Proactively guideleadership on technology investments and risks.

IT Security, Risk, and System Safety

• Oversee the overall safety and security of all IT systems, including networks, devices, cloud environments, and user access.
• Ensure implementation and monitoring of key security controls such as access management, encryption, endpoint protection, and compliance standards.
• Lead development of incident response, disaster recovery, and business continuity plans, including data backup and restoration processes.
• Ensure staff training on cybersecurity awareness and safe use of technology.

Management of IT Staff, MSP, and Consulting Partners

• Provide leadership and supervision to internal IT staff, fostering a strong, service-orientedteam ofculture.
• Oversee all managed service providers (MSPs), ensuring effective ticketing, troubleshooting, escalation, and network management support.
• Manage relationships with consulting agencies, ensuring alignment with project goals, timelines, and deliverables.
• Establish clear expectationsand accountability measures across all vendors and consultants.
• Serve as thecentral pointof coordination across internal teams, MSPs, and consulting partners.

IT Operations & Service Delivery 

• Ensure effective day-to-day IT operations including: 

• Helpdesk and troubleshooting services
• New user onboarding and offboarding
• Device and asset lifecycle management
• Microsoft 365 and core systems administration
• Provide hands-on leadership in critical implementations, issue resolution, and staff training when needed.

IT Project Portfolio & Implementation Leadership

• Oversee a portfolio of IT projects, including enterprise system implementations, infrastructure upgrades, and cybersecurity initiatives.
• Ensure projects are well-scoped, resourced, and aligned with organizational priorities.
• Coordinate cross-functional teams to ensure successful rollout and adoption of new systems.

• Lead or support staff training and change management efforts fornew technologies.

Vendor Management, Budgeting, and Procurement

• Lead all IT procurement processes, including hardware, software, and service contracts.
• Manage relationships with key vendors (telecom, software, security systems, device providers), ensuring cost control and service quality.
• Develop and manage the IT budget, ensuring alignment with strategic priorities and long-term infrastructure planning.
• Create andmaintaina 3-year IT infrastructure plan, including equipment lifecycle and staffing needs.

Innovation, AI, and Technology Advancement

• Lead exploration and responsible implementation of emerging technologies, including AI, automation, and cloud-based solutions.
• Ensure all innovations are aligned with organizational goals, privacy expectations, and security requirements.
• Promote a culture of continuous improvement and technology adoption across the organization.

Requirements: 

• Bachelor's degree in information technology,computer science, business technology or related field or an equivalent combination of education and progressively responsible experience. (Master’spreferred)
• 7+ years of progressively responsible IT experience
• 3–5 years of leadership experience (staff, vendors, or both)
• Experience managing enterprise systems, cloud environments, and managed service providers
• Demonstrated experience in IT strategy, budgeting, and project implementation
• Must be available to provide leadership during significant technology outages, cybersecurity incidents, or other critical events outside regular business hours, as operationally necessary.

Skills and Competencies

• People'sLeadership & Talent Development:Demonstratesthe ability to lead, motivate, and develop high-performing teams through clear expectations, accountability, coaching, andprofessional development. Creates an inclusive and collaborative work environment that supports employee engagement, succession planning, and continuous learning.
• Relationship Building & Collaboration:Builds andmaintainsproductive relationships across departments, vendors, consultants, funders, and community partners.
• Strategic Technology Leadership & Governance:Develops and implements technology strategies that align with organizational priorities, operational needs, and missionobjectives. Establishes governance practices, performance measures, and decision-making frameworks that ensure technology investments are effective, secure, scalable, and sustainable.
• Cybersecurity, Privacy & Risk Management:Promotes a proactive approach to cybersecurity, data privacy, compliance, and organizational risk management.Identifiesvulnerabilities, implementsappropriate safeguards, and ensures policies, practices, and trainingto supportthe protection of systems, data, and organizational operations.

• Vendor & Partnership Management:Effectively manages relationships with vendors, consultants, managed service providers, and technology partners. Establishes clear expectations, monitors performance, ensures accountability, and cultivates partnerships that provide high-quality, cost-effective services aligned with organizational goals.
• Financial Stewardship:Demonstratessound fiscal management through effective budgeting, resource allocation, procurement oversight, and long-range technology planning.
• Project, Portfolio & Change Leadership:Leads complex technology initiatives through planning,implementation, and evaluation. Effectively prioritizes competing demands,allocatesresources, manages risk, and supports organizational change through stakeholder engagement, communication, and successful adoption of new systems and processes.
• Communication & Influence:Communicates clearly and effectively with individuals at all levels of the organization. Translates complex technical concepts into practical, understandable information that supports informed decision-making, builds consensus, and advances organizational priorities.

Physical Requirements: 

The requirements below reflect the functional demands associated with performing the essential responsibilities of this position. Father Bill’s & MainSpring will provide reasonable accommodations to qualified individuals with disabilities in accordance with applicable law.

• Regularly usesa computer, keyboard, telephone, and other standard office technology for extended periods, with the ability to alternate position as needed.
• Regularly communicates and exchangesaccurateinformation with employees, vendors, consultants, and organizational leaders through in-person, telephone, video, and written channels, with or without assistive technology.
• Frequently reviews and interprets information displayed in electronic and printed formats, including system dashboards, reports, contracts, budgets, and technical documentation, with or without assistive technology.
• Occasionally moves throughout office and program locations to meet with staff, assess technology needs, and support implementations or issue resolution.
• Occasionally reaches, bends, orpositions instandard office and information technology equipment.Assistanceor reasonable accommodation may be used whereappropriate.
• Must be able to travel locally between agency locations asrequiredto perform essential responsibilities, with or without reasonable accommodation.

This job description is not designed to cover or contain a comprehensive list of activities, duties, or responsibilities required of the employee. Other duties as assigned may be part of the job.

Father Bill’s & MainSpring is an Equal Opportunity Employer. Father Bill’s & MainSpring is committed to providing reasonable accommodations to qualified applicants and employees with disabilities. Individuals requiring accommodation during the application, interview, or employment process should contact Human Resources.