Executive Director

Scion Executive Search is proud to partner with Outside In, a longstanding nonprofit

organization dedicated to advancing health, dignity, and opportunity for youth and other

marginalized communities experiencing barriers to stability and well-being, in the search for its

next Executive Director. This is an exceptional opportunity for an experienced, mission-driven

executive to lead a respected Portland institution through an important period of organizational

renewal, strengthening its operations, culture, and financial sustainability while preserving its deep

commitment to social justice and community impact. The Executive Director will provide strategic,

operational, and cultural leadership to a complex, multidisciplinary organization, working closely

with the Board of Directors, staff, community partners, and supporters to ensure Outside In

remains a trusted and essential resource for the communities it serves. This is a full-time, onsite

opportunity based in Portland, Oregon. Local candidates are preferred; however, highly qualified

candidates seeking relocation are encouraged to apply.

ABOUT THE ORGANIZATION:

For nearly six decades, Outside In has worked to transform lives by helping youth experiencing

homelessness and other marginalized people access essential healthcare, supportive services, and

opportunities to achieve greater stability and independence. Rooted in a commitment to social

justice, equity, and harm reduction, the organization serves individuals who have historically faced

significant barriers to care, housing, and community resources. Through an integrated network of

programs spanning primary healthcare, behavioral health, substance use services, youth support,

education and job training, housing-related services, and other community-based initiatives,

Outside In serves more than 10,000 individuals annually across the Portland region. With

approximately 200 employees, multiple service locations, and an annual operating budget of

approximately $26 million, Outside In combines the reach and complexity of a healthcare

organization with the deeply personal, relationship-centered approach of a community-based

nonprofit. As Outside In enters its next chapter, the organization seeks a thoughtful, experienced

leader who can honor its legacy, strengthen organizational resilience, and build a shared vision

for a sustainable future.

POSITION OVERVIEW:

Reporting to the Board of Directors, the Executive Director will serve as Outside In's chief

executive, responsible for organizational strategy, financial stewardship, operational effectiveness,

external relationships, and the overall health of its workplace culture.

The incoming leader will join an organization with a deeply committed team, a powerful mission,

and significant opportunities to adapt an operating model to be more sustainable in the current

environment. Success will require a leader who combines sound business judgment with genuine

compassion, emotional intelligence, and an unwavering commitment to the communities Outside

In serves. The Executive Director must be equally comfortable navigating complex financial and

operational decisions, engaging thoughtfully with passionate staff and stakeholders, and

representing the organization as a trusted community leader.

Above all, Outside In seeks an executive who understands that organizational strength and

mission impact are interconnected, and who can bring people together around a clear, achievable

path forward.

RESPONSIBILITIES:

Partner with the Board of Directors and senior leadership to establish a clear strategic

vision that advances Outside In's mission while strengthening organizational stability and

long-term sustainability.

Provide executive oversight of financial strategy, budgeting, and operations, ensuring

responsible resource management, regulatory compliance, and sustainable service

delivery.

Evaluate programs, funding models, and operational systems to improve efficiency,

strengthen financial performance, and maximize community impact.

Guide organizational change with transparency and accountability, fostering a

collaborative, inclusive workplace culture grounded in trust, open communication, and

shared commitment to the mission.

Develop and empower a high-performing senior leadership team while strengthening

relationships with employees, labor representatives, and stakeholders throughout the

organization.

Serve as a trusted strategic partner to the Board of Directors, supporting effective

governance, transparent communication, and risk-informed decision-making.

Act as a visible and credible ambassador for Outside In, cultivating relationships with

donors, government agencies, healthcare partners, and community stakeholders.

Partner with development leadership and the Board to strengthen fundraising efforts,

diversify revenue streams, and advance strategic partnerships that support long-term

organizational impact.

REQUIREMENTS:

Significant senior-level leadership experience within a nonprofit, healthcare, human

services, youth services, or similarly complex organization, with demonstrated success

leading multidisciplinary teams and advancing organizational strategy.

Proven ability to provide strategic direction, oversee complex operations, and guide

organizations through periods of change, growth, or transformation.

Understanding of healthcare delivery, community-based services, and associated

regulatory and funding environments. Experience with Federally Qualified Health Centers

(FQHCs), HRSA compliance, Medicaid reimbursement, or integrated care models is highly

valued.

Strong financial acumen, including experience managing substantial budgets, navigating

funding challenges, improving operational effectiveness, and ensuring long-term

organizational sustainability.

Demonstrated success building, developing, and empowering high-performing leadership

teams while fostering a collaborative, transparent, and accountable workplace culture.

Proven experience advancing diversity, equity, inclusion, and belonging (DEIB) initiatives,

with the ability to embed equitable and inclusive practices into organizational policies,

leadership decisions, and workplace culture.

Strong interpersonal and communication skills, with demonstrated ability to build trust,

navigate challenging conversations, and engage effectively with employees, boards, and

diverse stakeholder groups.

Experience cultivating relationships with donors, government agencies, healthcare

partners, and community stakeholders to strengthen financial resources, advance strategic

partnerships, and expand organizational impact.

A demonstrated commitment to social justice, health equity, harm reduction, and

improving outcomes for historically underserved and marginalized communities.

COMPENSATION AND BENEFITS:

This opportunity offers a competitive annual salary of $200,000 - $215,000, commensurate with

experience, along with a comprehensive benefits package that includes generous paid time off,

medical, dental, and vision insurance; a 403(b) retirement plan; employer-provided life insurance,

long-term disability coverage, and pre-tax commuter benefits. Relocation assistance may be

considered for highly qualified candidates.

APPLICATIONS AND NOMINATIONS:

Outside In has retained the services of Scion Executive Search, a national executive search firm specializing in nonprofit recruitment, to assist in conducting this important search. For

immediate consideration, please submit your resume and cover letter via: https://scionexecutivesearch.com/job/15650/

Please address applications to: Chelsea Zimmer, Senior Executive Search Principal Scion Executive Search

Review of applications, nominations, and expressions of interest will begin immediately and continue on a confidential basis until an appointment is made.