Director-in-Training (Human Services)

Work Opportunities Unlimited; Woburn (MA); On-site; USD 35,817 - 42,705; Full time

Benefits offered by this job

Competitive pay

PTO and holidays

Health, dental, vision insurance

401(k) plan

Tuition assistance

Employee-owned culture

Job summary

Work Opportunities Unlimited (WOU) in Massachusetts is seeking a Director-in-Training for the Metro North market. This developmental leadership role prepares you for a future Director role through hands-on experience, mentorship, and structured training.

You’ll build relationships with employers, support a team’s development, and engage with individuals we serve to help achieve employment goals while meeting market needs and pursuing growth.

Qualifications

• Experience as a team lead, supervisor, program manager, or similar role.
• Genuine interest in human services and working with people with disabilities.
• Desire to grow into a people-leading, community-focused leadership role.
• Strong communication skills and ability to build trust with diverse individuals.
• Comfort working in the community and juggling multiple priorities.
• Well versed using technology and systems to stay organized.
• Clear sense of purpose and excitement about helping others achieve success.
• Valid driver’s license and ability to travel within the local community (mileage reimbursed).

Responsibilities

• Support the leadership and development of a team.
• Work directly in the community building relationships with employers and partners.
• Engage with individuals we serve to support their personal and employment goals.
• Participate in outreach with community agencies and funding sources.
• Learn how to measure outcomes, track progress, and contribute to market goals.
• Gain exposure to budgeting, market growth, and operational decision‑making.

Skills

Team leadership

Supervision

Program management

Communication skills

Driver's license

Technology literacy

Community travel

Purpose-driven

Job description

Build Your Leadership Career While Making a Meaningful Impact

Work Opportunities Unlimited (WOU) is an employee-owned, mission-driven organization that has been helping individuals with barriers to employment—find meaningful work since 1982. With over 300 employees across the East Coast, we combine strong business practices with human services to create lasting impact.

We are seeking a Director-in-Training for our Metro North area market. This role is ideal for someone with early leadership or program management experience who is passionate about human services and eager to grow into a Director-level role through training, mentorship, and hands‑on experience.

About the Director-in-Training Role

This is a developmental leadership position designed to prepare you for a future Director role. This role is best suited for someone who is energized by mission-driven work and genuinely motivated by supporting people with diverse abilities.

What You’ll Learn and Do

With support and structured training, you will:

• Support the leadership and development of a team
• Work directly in the community building relationships with employers and partners
• Engage with individuals we serve to support their personal and employment goals
• Participate in outreach with community agencies and funding sources
• Learn how to measure outcomes, track progress, and contribute to market goals
• Gain exposure to budgeting, market growth, and operational decision‑making

Who Will Thrive in This Role

We’re looking for someone who brings both leadership potential and heart.

Required:

• Experience as a team lead, supervisor, program manager, or similar role
• A genuine interest in human services and working with people with disabilities
• Desire to grow into a people‑leading, community‑focused leadership role
• Strong communication skills and ability to build trust with diverse individuals
• Comfort working in the community and juggling multiple priorities [Oops: I accidentally typed chars. Let's correct.]
• Well versed using technology and systems to stay organized
• A clear sense of purpose and excitement about helping others achieve success
• Valid driver’s license, comfortable using your vehicle to travel within your local community (mileage reimbursement provided) and transporting clients

Why Grow Your Career at WOU?

• Structured leadership training and mentorship
• Employee-owned organization with a collaborative, values-driven culture
• Competitive compensation $26-31/hr
• Accrued paid time off and paid holidays
• Health, dental, and vision insurance
• 401(k) plan and tuition assistance
• Meaningful work with real community impact

Employment is contingent upon completion of a criminal background check and motor vehicle record check.