Mobility Services Director in Trumbull, Connecticut at The Kennedy Collective Inc

About The Kennedy Collective

The Kennedy Collective is a Connecticut-based nonprofit organization serving individuals with intellectual and developmental disabilities (ID/DD), veterans, and individuals facing barriers to employment. TKC operates across Southern Connecticut through five divisions — Administration, Program Services, Social Enterprises, Workforce Development, and Mobility Services — providing person-centered residential, day program, employment, and community integration services alongside social enterprise businesses that create employment and generate mission-aligned revenue. TKC's Core Values are to Challenge the Status Quo, Build Community, Create Purpose and Ensure Inclusion. We believe in building high-performing teams, commit to continuous quality improvement, and create real opportunity for the people we serve, those who serve them and the communities we operate in. The Mobility Services division operates the statewide Travel Training Program under CT Transit, and Regional Mobility Management initiatives under DOT Section 5310 Enhanced Mobility funding.

Position Summary

The Director of Mobility Services provides strategic leadership and operational oversight of the statewide Travel Training Program and Regional Mobility Management initiatives. This role owns program development, fiscal management, community partnerships, and direct supervision of a team dedicated to teaching persons with disabilities to use public transit independently. The director ensures compliance with Section 5310 funding requirements, manages grant administration, champions equity and accessibility in transportation services across Connecticut, and drives revenue growth through diversified funding. This position manages a team of nine staff members with expected growth expansion.

Leadership and Team Scope

This role directly supervises 9 staff across two regional mobility managers and six travel training instructors, supported by one administrative assistant. The team delivers travel training, regional mobility management, and paratransit eligibility services to individuals with disabilities across Connecticut. Team expansion is anticipated as program funding and service demand grow.

Budget Authority

The Director owns P&L responsibility for the Mobility Services division, including annual revenue targets, cost management, and profitability. This includes direct accountability for DOT Section 5310 grant administration (capital and operations), local match procurement, and identification of diversified funding opportunities.

Location and Work Schedule

Primary Location: Trumbull, CT

Work Schedule: Full-time, Monday through Friday with flexibility for early mornings, evenings, and occasional weekend coverage. Local travel throughout Connecticut is required. Some out-of-state travel for conferences and professional development may be required.

Competencies: (6)

• Ethics/Integrity: 25%
• Building Strategic Relations: 15%
• Problem Solving & Decision Making: 15%
• Product Expertise: 15%
• Leadership: 15%
• Results Driven: 15%

Duties and Responsibilities:

• Provide direct training to transit personnel and human services staff in areas such as ADA implementation, sensitivity training, passenger assistance techniques, etc.
• Participate in the research and writing of grant proposals for future funding and diversification of the project.
• Directly supervise the Administrative Assistant II, Travel Trainer, Travel Trainer II, Senior Transit Assessment & Training Coordinator, and Regional Mobility Manager.
• Receive direct supervision from the Director of Therapeutic Services.
• Ensure the smooth operation and ongoing quality and cost-effectiveness of existing travel training programs.
• Investigate new populations for travel training to include but not be limited to Welfare to Work recipients; special education high school students; and Medicaid Title 19 recipients.
• Develop and implement a replicable model for paratransit eligibility which includes a functional assessment tool.
• Design and implement curriculums for “Train the Trainer” for any or all parts of mobility services.
• Respond to requests for proposals and design appropriate programs for any or all parts of mobility services.
• Develop and revise educational curriculum for various disability groups, transit providers, rehabilitation professionals, and others as related to transportation issues.
• Educate individuals served and provide advocacy.
• Monitor and document monthly program costs ensuring future funding for the program.
• Maintain accurate individual records and files according to Agency and contractors’ standards.
• Write required reports and keep accurate program statistics.
• Participation in in-service training programs.
• Other related duties and responsibilities as assigned.

Key Accountabilities:

• Program Leadership & Strategic Planning
• Regional Mobility Management
• Travel Training Program Operations
• Grant Administration & Compliance
• Budget & Financial Management
• Stakeholder Engagement & Outreach
• Staff Supervision & Development

Compensation:

Competitive salary commensurate with experience within $62,651-$79,138 yearly salary.

Benefits:

• Medical, Vision and Dental Insurance
• Generous PTO
• 401k
• Disability
• Tuition Reimbursement
• Employee Assistance Program

Competencies

• Strategic Thinking: Anticipates future trends and needs; develops long-term plans that align resources with organizational goals.
• Leadership and Staff Development: Builds high-performing teams through clear direction, accountability, and development. Creates capacity for succession.
• Stakeholder Relations: Builds trust and collaboration across internal and external partners. Represents TKC with credibility and professionalism.
• Execution and Results: Delivers on commitments; holds self and others accountable for outcomes. Manages multiple priorities with precision.

Qualifications

Required

• Bachelor's degree in Transportation, Public Administration, Business Management, Social Work, or related field OR equivalent combination of education and experience
• Minimum 5 years professional experience in transportation planning, mobility services, program management, or public transit
• Minimum 3 years supervisory experience managing teams and direct reports
• Demonstrated experience managing grant funding, federal compliance requirements, and multi-year projects
• Strong knowledge of ADA requirements, accessible transportation principles, and paratransit/fixed-route service models
• Excellent financial management and budgeting skills with proficiency in data analysis
• Strong communication, presentation, and stakeholder engagement abilities
• Experience with community outreach and partnership development
• Valid driver's license with satisfactory driving record
• Ability to travel throughout Connecticut and occasionally out-of-state
• Proficiency with Microsoft Office Suite and data management systems
• DDS background check clearance (required prior to start)

Preferred

• Master's degree in Public Administration, Transportation, Business, or related field
• Direct experience with Section 5310 grant programs or other FTA funding mechanisms
• Experience developing or managing travel training or mobility training programs
• Background working with populations with disabilities or seniors
• Familiarity with CT Transit systems, routes, and service areas
• Experience with mobility management software or trip planning systems
• Training or certification in disability awareness, cultural competency, or person-centered planning
• Grant writing and development experience
• Project management certification (PMP or equivalent)

Physical Demands and Work Environment

• Sit, stand, and walk for extended periods
• Operate standard office equipment and technology
• Travel throughout Connecticut for site visits, community meetings, and program oversight
• Communicate clearly in person, via phone, and through video conferencing
• Occasionally assist with travel training demonstrations including navigating transit vehicles and routes
• Work in various community settings including transit stations, medical facilities, and residential areas

The Kennedy Collective is an Equal Opportunity/Affirmative Action Employer that is committed to equal employment opportunity for all qualified individuals without regard to race, color, religion, national origin, ancestry, sex, age, disability, sexual orientation, gender identity and expression, marital status, genetic information, military service, veteran status, or any other status protected by applicable law. Minorities, Women, Individuals with Disabilities, and Veterans are especially encouraged to apply.