Director of IT

At Aspire Living & Learning, we don't just talk about making an impact, we live it. For more than 40 years, we've supported neurodiverse children and adults across New England and Maryland as they discover their passions, unlock their potential, and live more independently in their communities. Our person-centered services evolve with people's needs, from education and behavioral health to residential and community-based supports. We empower people to live lives shaped by their own interests, choices, and strengths. Join our collaborative, mission-driven team and bring your skills to work that makes a real difference every day.

Aspire Living and Learning is seeking a Director of Information Technology (IT). The Director of IT provides hands-on strategic and operational leadership for Aspire Living & Learning’s technology infrastructure. This role is responsible for designing, implementing, and maintaining a robust, secure, and scalable IT environment that advances Aspire’s mission. The Director oversees IT systems, networks, hardware, software, cybersecurity, and end-user support while ensuring seamless operations and alignment with organizational priorities. 
 
As a key member of the leadership team, the Director partners with senior leaders and cross-functional teams to ensure technology solutions effectively support Aspire’s programs, services, and strategic goals. 

Key Responsibilities

Technology Leadership & Strategy 

• Develop and execute a long-term technology roadmap aligned with Aspire’s mission and operational goals. 

• Identify emerging technologies that enhance service delivery, employee experience, and data management. 

• Lead IT project planning, budgeting, execution, and risk mitigation. 

• Maintain disaster recovery, business continuity, and security plans tailored to nonprofit constraints. 

• Oversee network, phone, and security systems; manage upgrades and technology conversions with minimal disruption. 

 Infrastructure & Technical Management 

• Oversee the deployment, maintenance, and performance of IT systems, including servers, networks, cloud platforms, and approximately 600 computers. 

• Ensure reliable connectivity, data backup, and system monitoring across all locations. 

• Provide hands-on oversight of systems such as Microsoft 365, Google Workspace, EHR, HRIS, accounting/payroll platforms, Cisco switches, VoIP, and virtualization technologies. 

• Maintain documentation for all systems and configurations. 

 Cybersecurity & Compliance 

• Implement cybersecurity protocols to protect sensitive donor, client, and organizational data. 

• Ensure compliance with privacy regulations and nonprofit data standards. 

• Monitor system vulnerabilities and lead timely upgrades and remediation. 

 Leadership & Team Development 

• Lead, develop and grow a lean team of IT professionals.  

• Foster a collaborative, inclusive culture focused on continuous learning and mission alignment. 

• Conduct supervision, goal setting, and performance evaluations. 

• Build strong relationships with organizational leaders to understand technology needs and develop responsive, efficient solutions. 

 Cross-Functional Collaboration 

• Partner with departments including Finance, People & Culture, Clinical Services, and Operations to align technology with business needs. 

• Communicate complex technical information clearly and effectively to non-technical staff and leadership. 

• Support the rollout of new systems that improve program delivery and operational efficiency. 

• Participate in organizational planning and policy development, providing expert guidance on technology infrastructure and data management. 

Budgeting & Vendor Management 

• Manage technology budgets with a focus on cost-efficiency and impact. 

• Negotiate with vendors and service providers to secure favorable terms and support. 

• Partner with external consultants to manage systems and ensure effective support across Aspire’s locations. 

 

Qualifications 

 Education & Certification 

• Bachelor’s degree in Computer Science, Information Technology, Engineering, or related field required. 

• Master’s degree in Management or Business Administration preferred. 

• ITIL certification required; vendor certifications (Microsoft, VMware, Cisco, Apple) strongly preferred. 

 Experience 

• Minimum of 7–10 years of progressive IT leadership experience, including management of teams and enterprise systems. 

• Proven success in digital transformation, cloud migration and infrastructure oversight. 

• Experience in multi-site or nonprofit/human services environments strongly preferred. 

Skills & Abilities 

• Exceptional strategic planning, coordination, and problem-solving skills. 

• Strong communication and interpersonal abilities across all organizational levels. 

• High initiative, sound judgment, and business acumen. 

• Ability to manage multiple complex projects and meet deadlines. 

 

Working Conditions 

• Hybrid role: Eligible to work remotely up to three days per week. 

• Requires periodic travel to Aspire’s program sites, offices, and group homes. 

• Ability to lift up to 35 pounds regularly and occasionally up to 50 pounds. 

• Requires regular use of computer equipment, video display terminals, and office tools. 

• Must be able to maintain composure and effective communication under stress. 

 

Employees at Aspire enjoy working with a collaborative and dedicated team that values a culture of belonging and care. We take pride in offering a comprehensive benefits package to eligible employees, including:

• Comprehensive Health, Dental, & Vision Insurance - Choose from multiple medical plans, with vision coverage included at no extra cost.
• Flexible Spending Accounts (FSA) and Health Saving Account (HSA) options - Use pre-tax dollars for medical and dependent care expenses.
• Lifestyle Spending Accounts with JOON - Monthly funds for wellness, fitness, commuting, childcare, pet care, and more.
• 403(b) Retirement Plan with Employer Match - A 1