Director of Workplace Learning

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 & Learning is currently seeking a Director of Workplace Learning to lead Aspire’s training function within the Quality and Continual Improvement Department. This role ensures learning is aligned with quality outcomes, compliance requirements, operational priorities, and employee readiness across all service lines and administrative functions.

The Director oversees the Training team and works collaboratively with leaders across Quality, Operations, Clinical Services, and People & Culture to identify learning priorities, design effective solutions, and evaluate impact on practice and performance.  

Training is positioned as a core organizational strategy to strengthen service quality, consistency, compliance, and workforce capability in accordance with best and evidence based practice.

Hours: M-F 8:30-4:30 

Location: Hybrid, expected to be in office/programs at least 3 days per week with travel between sites

Key Responsibilities: 

• Lead the development and execution of a learning strategy aligned with organizational priorities. 
• Establish team priorities, performance expectations, and a scalable training model, including train-the-trainer approaches. 
• Integrate learning into broader quality and improvement efforts. 
• Provide leadership, coaching, and development to the Training team. 

Learning Needs & Prioritization 

• Establish processes to identify learning needs using data sources such as audits, incidents, regulatory findings, and operational trends. 
• Translate identified needs into prioritized training plans. 
• Determine when training is appropriate versus other operational interventions (e.g., supervision, workflow, or policy changes). 

Service-Line Learning 

• Ensure training reflects the unique needs of Adult Services, Children’s Services, and Administrative functions. 
• Collaborate with leaders and subject matter experts to align training with real-world practices, systems, and regulatory requirements. 
• Adapt enterprise training for role-specific audiences. 

Curriculum & Learning Design 

• Oversee development and maintenance of curricula, including facilitator guides, job aids, and digital learning tools. 
• Ensure content is accurate, practical, and aligned with policies, regulations, and best practices. 
• Promote interactive, scenario-based learning that supports application on the job. 
• Maintain standards for content review, version control, and updates. 

Field-Based Learning 

• Ensure training is grounded in real work environments through regular program engagement. 
• Promote learning delivered in operational settings (programs, classrooms, offices, and virtual environments). 
• Reinforce manager accountability for coaching and follow-through. 

Onboarding & Early Tenure Development 

• Oversee onboarding-related learning, including new hire orientation and role-specific pathways. 
• Support structured early-tenure development (e.g., 30/60/90-day plans). 
• Partner with departments to ensure consistency in onboarding practices and role readiness. 

Technology & Systems Training 

• Partner with system owners to develop role-based training for key platforms (e.g., EHR, LMS, HRIS, Microsoft 365). 
• Ensure training is task-based and supported by practical resources and tools. 
• Support adoption of new systems and process changes through coordinated training. 

Accessibility & Learning Standards 

• Establish standards for accessible, inclusive training across diverse roles, languages, and work environments. 
• Ensure high-priority content is available in formats that support understanding and application. 

Training Compliance & Documentation 

• Oversee systems for tracking required training and compliance. 
• Ensure accurate documentation and readiness for audits, licensing, and regulatory review. 
• Partner with leaders to address gaps in training completion. 

Evaluation & Continuous Improvement 

• Develop reporting on training activity, compliance, and outcomes. 
• Evaluate effectiveness of learning interventions using performance and quality indicators. 
• Use insights to improve curriculum, delivery, and systems. 

Cross-Functional Collaboration 

• Partner with internal stakeholders to support organizational initiatives, system changes, and quality improvement efforts. 
• Serve as a resource for training-related needs across the organization. 
• Perform additional duties as needed to support organizational priorities. 

Qualifications 

• Bachelor’s degree in a related field required; Master’s preferred. 
• 5–7 years of relevant experience in training, quality, operations, or human services. 
• Supervisory experience preferred. 
• Experience designing and delivering adult learning programs. 
• Experience in regulated or multi-site environments strongly preferred. 
• Experience using data to inform decisions and evaluate outcomes. 
• Familiarity with enterprise systems (e.g., LMS, EHR, Microsoft 365) preferred. 

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 100% match on contributions up to 2% of your salary.
• Professional Growth Opportunities - Access to training, leadership and management courses, mentorship, and career advancement.
• Employer-Paid Life & Disability Insurance, Employee Assistance Program (EAP), Telehealth Services and more!

Salary: $90,000-$100,000 

Aspire Living & Learning believes it must play an active role in creating a community of employees that is diverse, inclusive and equitable. Our work benefits greatly from the contributions of people of color, people from working class backgrounds, women, LGBTQ people, and individuals with disabilities. Hence, we strongly encourage applications from people with these identities or who are members of other marginalized communities.