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Director of Training & Program Development

Remote / Online - Candidates ideally in
Boston, Suffolk County, Massachusetts, 02298, USA
Listing for: Massachusetts Advocates Standing Strong
Full Time, Part Time, Apprenticeship/Internship, Remote/Work from Home position
Listed on 2026-09-11
Job specializations:
  • Management
    Education Administration, Professional Development
  • Education / Teaching
    Education Administration, Professional Development
Salary/Wage Range or Industry Benchmark: 63500 - 67500 USD Yearly USD 63500.00 67500.00 YEAR
Job Description & How to Apply Below

Position Overview

Massachusetts Advocates Standing Strong (MASS) is seeking a full-time Director of Training & Program Development to oversee and strengthen MASS's statewide training initiatives, leadership development programs, operational systems, and program coordination efforts.

This position combines strategic training leadership with project management, organizational coordination, and program development responsibilities. The Director will work closely with the Executive Director, staff team, self-advocate leaders, trainers, and community partners to support the continued growth and effectiveness of MASS programs across the state.

The ideal candidate is highly organized, collaborative, mission-driven, and committed to disability rights, self-advocacy, accessibility, and inclusive leadership. This role requires someone who can support both high-level program development and day-to-day coordination of trainings, systems, and staff support.

Work Schedule, Location, and Compensation

This is a full-time position, Monday-Friday, 9:00 AM-5:00 PM. The role requires 2 days per week in person at the MASS office (200 Portland St., Boston), with remaining time worked at other offsite training locations and your home office.

Some schedule flexibility is required (approximately 3-4 times per year) to support major events, including the MASS Annual Self-Advocacy Conference (currently scheduled for October 17, 2026), statewide trainings, and other special events of the organization.

Mileage is reimbursed for statewide travel at .62 cents per mile (this does not include reimbursement for your regular in-person office hours at the MASS office).

The annual salary for this position is $63,500 to $67,500 depending on qualifications and experience. The organization does not provide health insurance, we provide a monthly pro-rated stipend of $135 to employees working full-time 40 hours per week. Employees are eligible for 10 days of vacation in their first year after their first 6 months of employment. Sick time accrues at 1 day per month.

The organization provides 3 personal days along with 13 observed holidays each year.

Key Responsibilities

Training Leadership & Program Development

  • Provide leadership, coordination, and oversight for MASS training initiatives, including SALS, I-SALS, regional trainings, orientation activities, and other leadership development opportunities
  • Build and maintain supportive relationships with trainers, peer trainers, training teams, self-advocates, and partner organizations
  • Coordinate and facilitate weekly training team meetings, practices, supervision, and resource-sharing sessions both in person and on Zoom
  • Oversee training schedules, orientation activities, training materials, accessibility supports, and communication with participants and partner organizations
  • Coordinate and support in-person, hybrid, and virtual trainings across Massachusetts
  • Work collaboratively with staff and self-advocate leaders to identify and develop new training and leadership opportunities
  • Maintain and strengthen relationships with external training partners, agencies, organizations, and community collaborators
  • Serve as a lead organizational resource on training curriculum, training materials, accessibility practices, and facilitation supports
  • Review, improve, and update training curriculum, scripts, presentations, and related materials to ensure accessibility, consistency, and quality
  • Coordinate logistics for trainings and events including technology, accessibility accommodations, schedules, materials, and communication

Operations & Project Management

  • Coordinate and manage contracts, deliverables, project timelines, and reporting in collaboration with staff and leadership
  • Develop and maintain project work…
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