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Director in Training

Work Opportunities Unlimited

Woburn, MAJob$26–31/hrSeen 6 days agoSeen in employer's feed 6 days ago

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At a glance

Compensation
$26–31/hr
Location
Woburn, MA
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Requirements

Credentials this posting asks for.

Valid Driver's License

Job overview

Work Opportunities Unlimited is seeking a Director-in-Training for its Metro North market. This developmental leadership position prepares the successful candidate for a future Director role through training, mentorship, and hands-on experience. The role combines team development, community relationship-building, support for individuals’ personal and employment goals, outreach, outcome tracking, and exposure to budgeting and operational decisions.

Skills & qualifications

RequiredNice to have

Skills

Human ServicesWorking With DisabilitiesLeadershipCommunicationRelationship BuildingCommunity EngagementMultitaskingTechnology SystemsOrganizationDriving

Qualifications

Team Lead or Similar ExperienceValid Driver's LicenseCriminal Background CheckMotor Vehicle Record Check

Benefits

Paid Time Off
Medical Insurance
Dental Insurance
Vision Insurance
401(k) Match
Tuition Assistance

Full job description

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 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 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 Ready to Take the Next Step? Send your resume to [email protected] Learn more at www.workopportunities.net Questions? Call our Recruiting Team at 603-609-7080 Employment is contingent upon completion of a criminal background check and motor vehicle record check.

How this job compares

Set against the 3,607 open Leadership jobs on Olive Jobs, counted October 27, 2026.

Pay
  • This posting$26–31/hr
  • US median$30–42/hr272 hourly ranges

This range's midpoint, $28.50/hr, is 21% below the US median midpoint ($36/hr) — in the middle half of Leadership hourly ranges across the US.

Openings
Olive Jobs lists 134 open Leadership jobs in Massachusetts and 3,607 across the US. 5% of them nationwide are listed as remote or flexible.
Hiring the most in Massachusetts
Experience
Leadership postings that state a minimum ask for 8 years of experience at the median; the middle half ask for 5 to 10 years (2,833 postings).
Education
1,880 of the 3,607 open Leadership jobs (52%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on October 27, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

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