Director, Technology Enablement & Readiness

UMass Amherst Foundation • Hadley, MA

78d • Hybrid

About The Position

As the Director, Technology Enablement & Readiness, you will lead UMAF’s efforts to prepare and empower employees to confidently use the tools that power our mission. In this newly created role, you will design and deliver learning experiences that elevate digital fluency, drive system adoption, and ensure readiness for emerging technologies, including our transition to Salesforce and the expansion of AI-enabled tools.

Operating at the intersection of technology, learning, and change management, you’ll help shape how UMAF works in a rapidly evolving digital landscape. This role combines strategic vision with hands-on execution and offers broad visibility across the organization. You will influence how more than 130 employees engage with the systems that support fundraising, alumni engagement, and operational excellence.

Reporting to the Associate Vice President, Information Technology and Chief Information Officer, you’ll join the Foundation Information Technology Team (FITT), a collaborative, and curious group dedicated to helping UMAF operate smarter and more effectively. We partner closely with Advancement Services, People & Culture, and colleagues across the Foundation to make technology approachable, intuitive, and empowering.

Location: This is a full-time hybrid position and is open to employees in select US states: Massachusetts, New York, Connecticut, Rhode Island, Vermont and New Hampshire.

Requirements

• Bachelor’s degree in Information Systems, Instructional Design, Educational Technology, or a related field required.
• 3+ years of experience designing and delivering technology learning programs within advancement, higher education, or nonprofit settings.
• 2+ years administering or supporting enterprise systems or CRMs (Salesforce experience strongly preferred).
• Experience leading change management or digital transformation initiatives.
• Exceptional ability to teach and engage diverse learners, simplifying complex technology concepts for non-technical audiences.
• Strong understanding of Salesforce CRM, advancement systems, and digital adoption methodologies.
• Advanced proficiency in Microsoft 365 Suite and familiarity with emerging AI tools and their responsible use.
• Excellent communication, facilitation, and project management skills.
• Proven ability to collaborate across functions and influence without direct authority.
• Self-motivated, adaptable, and committed to fostering a culture of continuous learning and curiosity.

Nice To Haves

• Certifications in Salesforce (Trailhead Academy), Microsoft (MCE), or instructional design methodologies preferred.

Responsibilities

• Develop and implement a strategic learning framework that strengthens UMAF’s digital fluency and aligns with organizational priorities.
• Design and deliver engaging, multimodal training programs, including onboarding, role-based curricula, and self-paced resources, to support effective system use and adoption.
• Serve as UMAF’s lead trainer and super user during the Salesforce implementation and post-go-live phases.
• Maintain a digital learning library with guides, videos, and reference materials to reinforce learning and support self-service.
• Continuously evaluate training effectiveness and adoption metrics to drive improvement and refine learning strategies.
• Partner with Advancement Services and external vendors (including Cloud for Good) to ensure systems meet evolving business and user needs.
• Manage role-based permissions, access, and troubleshooting across business systems.
• Identify opportunities to streamline workflows and enhance efficiency using automation and AI-enabled tools.
• Participate in user acceptance testing (UAT) for new features, integrations, and platform releases to ensure user readiness.
• Monitor data integrity, adoption trends, and system usage; translate insights into actionable recommendations for leadership.
• Lead communication and rollout strategies that build confidence and engagement in new technologies.
• Collaborate with Advancement Services, People & Culture, and functional leads to align learning and readiness efforts with organizational priorities.
• Identify, mentor, and empower departmental power users who model digital best practices and champion peer learning.
• As UMAF continues to evolve, this position will contribute to organizational initiatives and special projects as assigned.

Benefits

• 20 vacation days, 12 holidays, 12 sick days, 5 personal days, and 2 office closure days.
• 4-day summer work week.
• 401(k) plan. You contribute 5% and receive a 10% match.
• Health insurance packages for medical, dental, and vision.
• 16 weeks of paid parental leave to use within 1 year of childbirth. An additional 6 weeks available for the birthing parent. Part-time work for full-time pay for the first 4 weeks post parental leave.

What This Job Offers

• Job Type: Full-time
• Career Level: Director