Senior Director of Youth Workforce Development & Enterprise

New Avenues for Youth; Portland (OR); On-site; USD 85,000 - 115,000; Full time

Benefits offered by this job

Health insurance

Vision insurance

Dental insurance

Alternative care insurance

Paid time off

Employee assistance program

Retirement plan

Life insurance

Employee discounts

Job summary

New Avenues for Youth seeks a strategic, entrepreneurial Senior Director to oversee youth workforce development, education programs, and social enterprises. You will drive program outcomes and enterprise performance, including revenue growth, sustainability, and alignment with employment pathways.

You will lead senior teams, partner across departments, manage complex contracts, and build partnerships with employers and funders to advance equity and impact.

Qualifications

• Five+ years of leadership in workforce development, social enterprise, or related fields.
• Strong financial and business acumen with a track record of revenue and sustainability.
• Entrepreneurial, results-driven mindset with measurable outcomes.
• Experience managing complex programs, contracts, and budgets.
• Proven ability to lead and develop teams and leaders.
• Strong data analytics to translate data into action.
• Commitment to equity with diverse communities experience.
• MBA or related advanced degree preferred.

Responsibilities

• Lead integrated workforce, education, and enterprise initiatives.
• Drive revenue growth and financial sustainability for the organization.
• Partner with leaders to strengthen models, operations, and outcomes.
• Oversee budgets, contracts, and performance metrics across a complex portfolio.
• Supervise and support senior leaders, fostering accountability and growth.
• Build partnerships with employers, funders, and public agencies.
• Represent the organization in workforce systems and community initiatives.

Skills

Leadership experience

Strategic planning

Team development

Data-driven

Analytical skills

Relationship building

Revenue growth

Operations oversight

Equity focus

Education

MBA or related advanced degree

Job description

Senior Director of Youth Workforce Development & Enterprise

Salary : $100,000 annually

Schedule : Full-time; Monday - Friday, 9:00am - 5:30pm, with some flexibility required

Location : 314 SW 9th Avenue, Portland, OR 97205

New Avenues for Youth is seeking a strategic, entrepreneurial leader to oversee and advance our integrated youth workforce, education, and social enterprise initiatives. This is a unique opportunity to drive both mission impact and earned revenue in a dynamic, values-driven organization.

Qualifications:

• A minimum of five years of leadership experience in workforce development, social enterprise, business operations, or related fields
• Strong financial and business acumen, with a track record of driving revenue and sustainability
• Entrepreneurial, results-oriented mindset with a track record of identifying opportunities, driving innovation, and delivering measurable outcomes
• Experience managing complex programs, contracts, and budgets
• Demonstrated success leading and developing teams and leaders
• Strong analytical skills; ability to translate data into action
• Commitment to equity and experience working with diverse communities
• Advanced degree (MBA or related) and experience with workforce systems and/or social enterprise preferred

What You’ll Do:

The Senior Director provides strategic leadership across workforce development, education programs, and social enterprises. This role is accountable for both program outcomes and enterprise performance, including revenue growth, financial sustainability, and alignment between workforce programming and employment pathways. As a key member of the senior leadership team, this leader will build on existing program and enterprise strengths, working in close partnership with internal leaders to strengthen and evolve an integrated model that drives measurable impact and long-term sustainability.

Key Responsibilities:

• Lead strategy and implementation of integrated workforce, education, and enterprise initiatives
• Drive enterprise performance, including revenue growth, financial sustainability, and long-term viability, in partnership with enterprise leadership
• Partner with program and enterprise leaders to strengthen models, operations, and outcomes
• Oversee budgets, contracts, and performance metrics across a complex portfolio
• Supervise and support senior leaders, fostering accountability, innovation, and growth
• Build partnerships with employers, funders, and public agencies
• Represent New Avenues in workforce systems and community initiatives

Why Join Us:

This is a pivotal leadership role at New Avenues, helping shape a model that connects youth to meaningful career pathways through innovation, enterprise, and community partnerships.

Join us and receive a robust benefits package.New Avenues provides a robust benefits package that includes health, vision, dental, and alternative care insurance at zero cost to the employee (with options to cover family members), generous paid time off, a comprehensive employee assistance program, a retirement savings plan, life insurance, and access to employee discounts.

Our Commitment to Equity:

At New Avenues for Youth, we envision a community where all young people thrive. We recognize that historical inequities and intersecting forms of oppression have created barriers for many. We are unwavering in our commitment to dismantling these barriers and fostering a truly equitable space where every voice is heard and valued.

New Avenues for Youth is an Equal Opportunity Employer.