Deputy Director of Administration

The Pathfinder Network; Portland (OR); On-site; USD 106,000 - 112,000; Full time

Benefits offered by this job

Paid time off

Health insurance

401k with employer match

Flexible spending account

Dental coverage

Job summary

The Pathfinder Network in Portland, Oregon, seeks a Deputy Director of Administration to lead the Organizational Support Team, including Operations, Finance, and People & Culture, ensuring infrastructure supports the agency's mission and scalable growth.

You will partner with the Executive Director and senior leaders, drive strategic priorities, uphold equity values, and build a resilient, accountable workplace.

Qualifications

• Master's degree or equivalent leadership experience.
• 6+ years in organizational/nonprofit leadership.
• Experience supervising director-level staff.
• Experience overseeing finance, operations and people functions.

Responsibilities

• Provide strategic leadership for Organizational Support Team.
• Align finance, operations, and people systems with mission.
• Lead risk management and compliance initiatives.
• Supervise Director-level staff and drive leadership development.
• Promote collaboration and accountability across departments.

Skills

Strategic leadership

Organizational leadership

Finance oversight

Operations oversight

People management

Board collaboration

Nonprofit leadership

Data analysis

Driver's license

Education

Master's degree in business administration or related field

Tools

HRIS

Payroll systems

Accounting software

Case management systems

Data reporting tools

Job description

Description

WHO WE ARE

Since 1993, The Pathfinder Network (TPN) has been providing justice-system impacted individuals and their families the tools and support they need to be safe and thrive in our communities. We serve individuals experiencing incarceration, those reentering the community, those on forms of community supervision, their families, and their children, within 9 of Oregon’s 11 corrections facilities and in the community in Multnomah, Jackson, Marion, and Clackamas Counties. We develop and deliver a comprehensive scope of evidence-based, trauma-, gender- and culturally-responsive cognitive behavioral-based programs, including our proprietary, evidence-based curriculum Parenting Inside Out, which is the highest-rated parenting skills curriculum for parents involved with the criminal justice system. Our community programs feature holistic wraparound individual and group support and services. We serve an average of 3,000 people a year agency-wide.

We show up for our employees by providing support and resources in six key areas that make up our total package, and we always strive to expand on what we offer: compensation, development, wellness, benefits, recognition and service. This includes:

• Generous paid time off (12 accrued vacation days + 12 accrued sick days during your first year of employment, mental wellness hours)
• 17 paid days of significance each year
• Extended holiday days of significance with a week off at the end of the year and 3 4-day weekends
• Paid 30-minute lunch breaks
• Employer-paid employee-only medical, vision and dental coverage starting first day of employment
• Flexible Spending Account, Dependent Care Assistance Program, and employer-funded Lifestyle Spending Account
• 401k retirement plan with 3% employer match, fully vested immediately
• Employer-paid short-term disability and accidental death and dismemberment
• Supplemental virtual healthcare for employees and dependents
• Employment with TPN may mean you are eligible for Public Service Student Loan forgiveness
• Employee recognition program, staff appreciation awards and swag store
• Bilingual pay differential for eligible positions
• Shared Leadership model and opportunities to contribute to agency success and growth
• Development opportunities and trainings

We are intentional about building a healthy and thriving organizational culture and envision a community of staff, partners, volunteers, and donors who are deeply committed to equitable, just and anti-racist practices in every facet of our organization. We engage in continual learning and seek ways to operationalize equitable and inclusive practices. We believe every member on our team enriches our diversity by exposing us to a broad range of ways to understand and engage with the world, identify challenges, and to discover, design and deliver solutions.

At TPN, we envision communities that welcome all people, provide second chances, and create pathways to change. We believe all people have the capacity to change. We honor the dignity and worth of every individual, engage our clients and employees with compassion, and bring excellence to all we do. To learn more, go tohttps://www.thepathfindernetwork.org/about/.

HIRING PRACTICES

We admit that there is no such thing as the perfect candidate. Don’t be discouraged if you don’t meet each and every position requirement – instead, use your application to let us know what excites you about the role and what transferable skills or other qualities you would like to bring to TPN!

If reasonable accommodation or an alternative form of this application are needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please contact our Director of People and Culture at [e-mail] or 503.892.5396.

TPN hires a workforce representative of the communities we serve, understanding that a diverse workforce strengthens our organization. We value diversity and support a positive and welcoming environment where all employees can thrive.

In practice, this means we do not discriminate on the basis of race, color, religion, sex, national origin, age, disability, genetic information, sexual orientation, gender identity, status as a parent, marital status or political affiliation. We also take seriously the idea that our work benefits from a genuine commitment to diversity, by considering applications from individuals representing all kinds of backgrounds.

WHAT YOU WILL BE COUNTED ON TO DO

Studies have shown that women and people of color are less likely to apply for jobs unless they believe they meet every one of the qualifications as described in a job description. We are most interested in finding the best candidate for the job, and that candidate may be one who comes from a less traditional background.

As the Deputy Director of Administration, you are the senior strategic leader responsible for the vision, effectiveness, and long-term direction of The Pathfinder Network's organizational support team, including Operations, Finance, and People & Culture. Partnering with the Executive Director, Senior Leadership Team, and Leadership Team, you strengthen the systems, resources, culture, and organizational capacity needed to achieve the agency's mission, vision, values, and strategic priorities. You lead through Directors and other agency leaders, creating clarity, accountability, and collaboration across functions while ensuring infrastructure is integrated, responsive, compliant, and positioned for sustainable growth. This position carries primary accountability for the administrative health of the agency, exercising delegated authority during the Executive Director's absence. You lead by example, modeling and driving a culture of accountability and support, and lead in shaping a workplace where people feel valued, supported, and inspired to do their best work.

This position supervises the Organizational Support Team leadership, currently including the Director of Finance, Director of Operations, and Director of People & Culture. The Deputy Directors jointly support cross-organizational alignment, leadership effectiveness, delivery of agency strategy, and organizational success and sustainability while maintaining primary accountability for their respective portfolios.

We are seeking an inspirational, inclusive, and relational leader who can deliver with excellence and who will help us grow the agency and our impact serving justice involved individuals, families, and our communities.

Responsibilities

Strategic Leadership & Organizational Capacity

• Drive the vision, strategy, and long-term priorities for the Organizational Support Team, ensuring alignment with the agency’s mission, vision, values, and strategic plan.
• Partner with the Executive Director and Senior Leadership Team to translate organizational priorities into clear administrative, financial, operational, and workforce goals.
• Anticipate organizational needs and strengthen the capacity, structures, systems, and resources necessary to achieve the agency’s current and future priorities.
• Serve as a senior leader in organizational effectiveness, readiness, sustainability, and the continuous development of TPN's internal infrastructure.
• Lead Organizational Support functional team and participate in Functional Lead meetings to lead and drive agency strategic priorities.
• Co-lead Leadership Team meetings alongside the Deputy Director of Programs and help ensure coordinated effort across the agency.
• Represent the Executive Director in internal and external forums when delegated and speak for the agency's administrative and operational commitments.
• Serve as the Executive Director's principal thought partner and confidential advisor.

Organizational Stewardship & Systems Integration

• Provide strategic leadership and oversight of Operations, Finance, and People & Culture, ensuring these functions are aligned, integrated, and positioned to support the agency’s mission.
• Strengthen organizational infrastructure, systems, and processes to promote effectiveness, sustainability, innovation, and continuous improvement.
• Ensure Directors have clear accountability for functional strategy, day-to-day management, performance, staffing, and results within their areas of responsibility.
• Promote and ensure intra and interdepartmental collaboration, systems integration, and coordinated solution generation to ensure delivery of functional department and agency goals.
• Identify cross-functional gaps, duplication, or inefficiencies and lead improvements that make organizational systems easier to navigate, more responsive, and more effective.

Financial, Operational & Risk Stewardship

• Partner with the Director of Finance and Executive Director to align financial planning, resource allocation, and organizational priorities.
• Ensure financial strategy, forecasting, daily operations, and decision-making support organizational sustainability, growth, and mission impact.
• Provide strategic oversight of organizational risk, compliance, internal controls, administrative policies, and operational readiness in partnership with functional Directors and the Executive Director.
• Ensure Operations systems and infrastructure effectively support staff, programs, facilities, technology, safety, continuity, and changing organizational needs.
• Use organizational and financial data to identify risks, trends, capacity needs, and opportunities for greater efficiency and effectiveness, and ensure appropriate mitigation or improvement plans are implemented.
• Hold and protect confidential information with consistent discretion.
• Ensure the Executive Director is briefed and decision-ready: surface emerging risks and opportunities early and directly.

People & Organizational Culture

• Provide strategic leadership and oversight of workforce planning, organizational development, and employee experience in partnership with the Director of People & Culture.
• Promote a culture of accountability, collaboration, empowerment, and belonging that supports employee and organizational success.
• Develop and sustain leadership capacity and continuity, organizational readiness, and a strong internal talent bench to support continuity and future growth including intentional development pathways for staff with lived experience.
• Provide strategic direction for employee and leadership learning and development, ensuring workforce development priorities build capacity and align with organizational goals.
• Ensure people systems, policies, and practices are aligned with organizational values, equity commitments, legal requirements, and the agency's approach to shared leadership.

Staff Support, Training, and Supervision

• Provide leadership, direction, and support to Directors within the Organizational Support Team.
• Directly supervise, develop, and evaluate Director-level staff, providing coaching, feedback, and support to strengthen leadership effectiveness.
• Support Directors in navigating complex organizational challenges, decision-making, and cross-functional priorities.
• Work to create and maintain a workforce reflective and responsive to the communities we serve. Prioritize lived experience and help sustain an agency culture that supports a diverse, representative, and stable workforce.
• Champion a culture of wellness, regulation, relational leadership, and accountability, including the agency's Creating Regulation and Resilience communication model.

Senior Leadership

• Examine, develop, implement, document, and communicate the goals, priorities, and values of the agency.
• Provide strategic and visionary leadership for the agency in partnership with the Leadership Team.
• Prepare for, attend, and participate in leadership meetings and other meetings to work towards fulfilling agency mission, vision and values.
• Lead and serve on initiatives, temporary teams and work groups.
• Collaborate with agency staff and stakeholders to carry out the mission of TPN.
• Represent the agency positively and build relationships with stakeholders and the communities we serve.
• Model and drive a culture of accountability and support, in alignment with the Two Accountabilities.
• Support agency growth and sustainability and model the values and mission of TPN.
• Serve as the Executive Director's designated backup when delegated, supporting continuity of leadership and decision-making during periods of absence.
• Maintain a working knowledge of the agency's programs sufficient to speak credibly about TPN's participants, programs, and outcomes.

Participation in Shared Leadership (=5% of your time)

• Be a champion in the shaping and sustaining of a diverse, equitable, inclusive and just workplace, with a focus towards creating racial equity.
• Participate on cross-departmental teams or committees regarding organizational policies, processes and work environment.
• Participate in Temporary Teams, Equity Team, Employee Resource Groups, and other teams.
• Contribute individualized skills, knowledge, experience, and expertise to help the agency reach its mission.

WHO YOU WILL BE COUNTED ON TO BE

Required Cultural Values: Staff are expected to embody certain cultural values to support TPN’s mission: communicate effectively, value one another, show respect, demonstrate accountability, display a high level of self-awareness, participate in shared leadership and continuous growth and learning, live values of diversity, equity, inclusion, justice, and belonging and engage in personal work to further DEIJB values and impact.

Commitment to Racial Justice. Staff are expected to interact effectively across racially diverse teams, partners, and experiences, apply a racial equity lens in their work and commit to the ongoing work required to move TPN toward a more diverse, equitable, and inclusive and just organization.

Requirements

Experience and skills we are interested in:

• Master's degree in business administration, nonprofit management, organizational leadership, or a related field, or an equivalent combination of education and significant relevant leadership experience.
• Six or more years of progressively responsible organizational, administrative, operational, financial, people, or nonprofit leadership experience.
• Six or more years of experience supervising a diverse team, including experience supervising and developing Director- and Manager-level leaders.
• Experience leading multiple departments or functional areas and implementing strategic initiatives from planning through implementation.
• Experience providing strategic oversight of finance, operations, people-related functions, organizational systems, or a combination of these areas.
• Experience with organizational planning, change management, process improvement, risk management, or organizational development.
• Experience working in nonprofit organizations and providing organizational leadership as part of an Executive or Senior Leadership Team.
• Experience partnering with a Board of Directors, including preparing and presenting materials to a board or board committee.
• Fluency with the systems a senior leader relies on to run an organization: financial and accounting systems, HRIS and payroll, case management or client data systems, board and project reporting tools, and the data analysis needed to interpret them.
• Ability to work independently with limited supervision while managing highly strategic, mission-critical work and priorities.
• Lived experience with the criminal legal system, incarceration, community supervision, and/or addiction and recovery is valued and strongly preferred, and is considered a meaningful qualification for this role alongside professional experience.
• Must possess a valid driver’s license and have access to a motor vehicle during work hours that is covered by adequate car insurance.
• Must complete a background check, employment verification, motor vehicle records check, and a drug screen that does not test for marijuana. Consistent with Oregon's ban-the-box law and TPN's values, conviction history is not requested until after an initial interview, is assessed individually against the duties of this position, and is not automatically disqualifying. Some partner facilities set their own clearance standards, which TPN will review with candidates before an offer is finalized.

OTHER INFORMATION

Working Conditions/Travel Requirements

The Pathfinder Network follows public health guidance for any public health emergencies and will remain in compliance with any vaccination or isolation requirements from partner agencies.

This job operates primarily within an office and community service delivery setting. This is largely a sedentary role and routinely uses standard office equipment such as computers, phones, photocopiers, filing cabinets, and fax machines.

This is a full-time, exempt position. Typical days of work are Monday through Friday. Some evening and weekend work is required to meet the needs of the agency, partners, and the communities we serve. This position is on-site based in Portland. Travel is required between TPN work locations across the State of Oregon, which may require overnight stay and can be without advance notice.

Work includes periodic entry into correctional institutions, county jails, and other secure facilities, which requires passing and maintaining facility clearance and complying with partner security protocols, including restrictions on personal items, electronics, and clothing.

This position involves regular exposure to accounts of trauma, violence, incarceration, and loss through supervision of staff and review of incidents. TPN provides supervision structures, benefits, and confidential supports intended to address the cumulative effect of this exposure.

Please note this position description is not designed to cover or contain a comprehensive listing of activities, duties, or responsibilities that are required of the employee for this job. Duties, responsibilities, and activities may change at any time with or without notice.

Compensation and Benefits: This is an exempt, full-time position. The hiring rate for this position is $105,990 - $112,445 per year, DOE. Salary offers are determined in conjunction with an internal pay equity assessment.

For more information on our total compensation and benefits, visit The Pathfinder Network • Work With Us