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.
Qualifications
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.