The San Francisco Adult Probation Department values the individuality and diversity of justice involved adults, recognize the unique challenges they face, and invest in their success through services designed to help them permanently exit the criminal justice system. Our reentry and rehabilitative services complement our supervision strategies by providing a unique blend of opportunity and accountability. We extend a continuum of integrated services to address our client’s criminogenic needs and empower them to become productive members of the community. SFAPD dedicates endless energy toward enhancing public safety, seeking victim restoration and accountability, providing structured and evidence-based supervision, all on the behalf of the Superior Court of San Francisco. 

Under the administrative direction of the Deputy Director of Prevention and Restorative Services, this project provides strategic leadership, operational oversight, program development, and systems coordination for the Reentry Division of the San Francisco Adult Probation Department (SFAPD). The project leads complex Citywide reentry initiatives, develops and implements new programs and service-delivery models, strengthens community and interagency partnerships, and ensures high-quality operations supporting justice-involved individuals.

The project oversees key functional areas including Reentry Services, Women’s Gender Responsive Services, and the Reentry Council, while supporting the integration of pretrial services and other emerging departmental priorities. The position requires extensive leadership and managerial expertise, advanced program design and implementation skills, and the ability to resolve complex operational, personnel, policy, and stakeholder issues requiring significant independent judgment.

The project maintains an active presence in the community and works closely with City departments, justice-system partners, community-based organizations, policymakers, and other stakeholders. It also monitors and assesses legislative, regulatory, and policy developments affecting probation, reentry, pretrial services, and justice-involved populations and provides recommendations regarding departmental impacts and implementation.

Working non-traditional hours, that might include evening and weekends.

Examples of Essential Duties

1. Manages complex programs, operational activities, and strategic projects, ensuring alignment with departmental priorities, timelines, performance expectations, and measurable outcomes.
2. Develops, designs, and implements new programs and initiatives in response to emerging departmental, legislative, operational, and community needs, including establishing program models, implementation strategies, performance measures, and accountability structures.
3. Provides leadership and managerial oversight to staff; supervises, trains, coaches, and evaluates personnel; coordinates consultants and contractors; and resolves complex personnel, operational, and programmatic issues.
4. Works with executive leadership, managers, and staff to develop and implement goals, policies, procedures, and strategies for the Reentry Division and related departmental operations.
5. Manages highly sensitive and confidential records and/or information related to justice-involved individuals, departmental operations, personnel, programs, and partner agencies, ensuring appropriate access, handling, disclosure, and safeguarding in accordance with applicable laws, policies, and confidentiality requirements.
6. Leads systems improvement and organizational change efforts, identifying service gaps, operational barriers, and opportunities to strengthen coordination across reentry, pretrial, violence response, gender-responsive, behavioral health, and substance-use services.
7. Maintains an active leadership presence in the community and develops strategic partnerships with community-based organizations, justice-system partners, City departments, service providers, advocacy organizations, and other stakeholders.
8. Monitors and analyzes local, state, and federal legislation, regulations, and policy developments affecting probation, reentry, pretrial services, public safety, and justice-involved populations and recommends appropriate departmental responses and implementation strategies.
9. Participates in budget development, resource allocation, contract oversight, and financial monitoring; develops justification for new programs, initiatives, and investments.
10. Leads the resolution of complex and sensitive issues involving multiple agencies, stakeholders, competing priorities, or significant organizational impacts, developing solutions and recommendations for executive leadership.
11. Develops and implements operational policies, collaborative workflows, interagency practices, and performance standards necessary to improve efficiency, accountability, service integration, and program outcomes.
12. Represents the Department before the Mayor’s Office, Board of Supervisors, Controller’s Office, Superior Court, other City departments, community organizations, policymakers, and the public on significant reentry and justice-system matters.
13. Provides high-level strategic and programmatic recommendations to the Deputy Director, and Chief Probation Officer on matters having significant impact on Adult Probation Department operations, partner agencies, pretrial services, community-based organizations, and Citywide reentry and realignment systems.
14. Exercises substantial independent judgment in addressing emerging or unprecedented issues, translating policy and community needs into actionable programs, operational strategies, and sustainable systems.

Qualifications

1. Possession of a baccalaureate degree from an accredited college or university AND
2. Three (3) years full-time equivalent experience performing professional level work in Reentry Services.

Substitution

May substitute up to 2 years of education for Bachelor of Art degrees with additional years of experience.

Knowledge, Skills, Abilities:

Knowledge of: management and administrative techniques applicable to operations in the area assigned; State and Federal regulations appropriate to unit; budget development and administration; and personnel administration.

Ability to: manage, administer and/or coordinate a complex operational section; plan, coordinate and direct work of subordinates and consultants/contractors; analyze and report upon operating conditions and problems; recommend appropriate solutions; deal tactfully and effectively with personnel at all levels and the general public; conduct analysis of operations and development plans as required; prepare and present comprehensive reports.

Desirable Qualifications:

The following stated desirable qualifications may be used to identify job finalists at the end of the selection process when candidates are referred for hiring.

• 2 years of supervisory experience.
• Master’s degree in Social Services, Public Administration, Business Administration, or a closely related field.
• 3 years of public sector experience in the provision of reentry related services for criminal justice involved individuals.
• Experience with working in pretrial services delivery, operations, and administration.
• Experience working in community development in areas that have been most impacted by substance abuse and/or the criminal justice system.
• Experience developing recover and housing programs.
• Contract development and compliance experience. 

Selection Procedures
The selection process will include evaluation of applications in relation to minimum requirements and assessment of candidates’ job-related knowledge, skills and abilities. Depending on the number of applicants, the Department may establish and implement additional screening mechanisms to evaluate candidate qualifications. This typically includes an oral interview and/or a written or performance exercise.

If this becomes necessary, only those applicants whose qualifications most closely meet the Department needs will be invited to continue in the selection process. Applicants meeting the minimum requirements are not guaranteed advancement in the selection process. 

Additional Information Regarding Employment with the City and County of San Francisco:

• Information About the Hiring Process
• Conviction History
• Employee Benefits Overview
• Equal Employment Opportunity
• Disaster Service Worker
• ADA Accommodation
• Right to Work
• Copies of Application Documents
• Diversity Statement

How to Apply:
Applicants are encouraged to apply immediately as this recruitment may close at any time, but not before September 23, 2026.

1. Your application MUST include a resume.  To upload, please attach using the "additional attachments" function. 
2. You may contact Janet MacEachern via email at [email protected] with questions regarding this opportunity. Please do not email your resume directly to the department.
3. Late or incomplete submissions will not be considered. Mailed, hand delivered or faxed documents/applications will not be accepted. Resumes will not be accepted in lieu of a completed City and County of San Francisco application.

For best practices on the application process, please visit Apply for Jobs in the City and County of San Francisco Best Practices Guide. Applicants may be contacted by email about this recruitment and, therefore, it is their responsibility to ensure that their registered email address is accurate and updated. Also, applicants must ensure that email from CCSF is not blocked on their computer by a spam filter. To prevent blocking, applicants should set up their email to accept CCSF mail from the following addresses (@sfgov.org, @sfdpw.org, @sfport.com, @flysfo.com, @sfwater.org, @sfdph.org, @asianart.org, @sfmta.com, @sfpl.org, @dcyf.org, @first5sf.org, @famsf.org, @ccsf.edu, @smartalerts.info, and @smartrecruiters.com).

Applicants will receive a confirmation email from [email protected] that their online application has been received in response to every announcement for which they file. Applicants should retain this confirmation email for their records. Failure to receive this email means that the online application was not submitted or received.

The City and County of San Francisco encourages women, minorities and persons with disabilities to apply. Applicants will be considered regardless of their sex, race, age, religion, color, national origin, ancestry, physical disability, mental disability, medical condition (associated with cancer, a history of cancer, or genetic characteristics), HIV/AIDS status, genetic information, marital status, sexual orientation, gender, gender identity, gender expression, military and veteran status, or other protected category under the law.