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Santa Clara County Reentry Lead Case Manager

This job is no longer available

Milpitas, CA, USA

Position Title: Reentry Program Lead Case Manager

Reports To: Associate Director of Santa Clara

Location: Santa Clara County

Status: Non-exempt, Full Time


About Fresh Lifelines for Youth

Fresh Lifelines for Youth (FLY) is an award-winning nonprofit working to break the cycle of juvenile violence, crime, and incarceration. In twenty years of this work, FLY has supported tens of thousands of young people impacted by the justice system. FLY is at a critical juncture in our evolution: adding to a long history of success providing impactful intervention and prevention programs for young people, we understand that the pipeline-to-prison is a series of systems, structures and practices that suppress the ability of young people of color and other marginalized young people to thrive. We’ve set an audacious goal to do something about it: by 2030, through partnering with young people, communities, and systems, FLY will contribute to the fight for equity and justice by taking concrete steps to dismantle California’s pipeline to prison, equip 30,000 juvenile-justice and at-risk youth to transform their lives, and strengthen services for marginalized youth in California and beyond. More info at:


Reentry Program Lead Case Manager - Position Summary

The Reentry Program Lead Case Manager offers structured support and guidance to youth while incarcerated at James Ranch in Morgan Hill and Juvenile Hall in Santa Clara County. Upon release, the Lead Case Manager will work with youth to set goals around education, building life skills and constructive uses of time, in order to prevent recidivism. Additionally, the Lead Case Manager provides support and supervision to the Reentry Case Managers and Coordinator.


Brief Description of the Reentry Program: The Reentry Program empowers youth to decrease juvenile justice system involvement and successfully transition back into their communities.


Program Components:

While youth are In-Custody: Facilitate interactive CBT-based legal education curriculum, including weekly one and a half hour sessions and key experiential components (e.g. role plays, juvenile system stakeholder visit, field trip, photo project, recognition ceremony) that provide:

  • Knowledge: Information on legal and social consequences of juvenile crimes and legal system and experience with youth that have been impacted by gangs
  • Safety: Staff create safety for the group so youth can try new behaviors and identities
  • Community: Youth start change cycle within themselves which leads to broader change for their families and communities
  • Empathy: Positive experience of juvenile justice system and its members (Judges, DAs, PDs, victims)
  • Contemplation: Information on and examples of positive future paths to self-sufficiency 


While youth are In-Custody and preparing for Reentry Services/Community Integration:

  • Individualized youth support inside the Santa Clara County facilities; hours will vary based on individual youth needs
  • Cross-program collaboration and communication with all Santa Clara County facilities staff to provide optimal support for each youth
  • Conduct youth 1:1’s and perform assessments to determine youth program eligibility
  • Attend Multi-Disciplinary Team (MDT) for in-custody youth that have upcoming release dates


While youth are Out-of-Custody/Community Integration:  6-11 months of individual intervention, addressing criminogenic factors and allowing youth to experiment with new identities and build life skills in a safe and supportive environment

  • Intensive individualized youth advocacy: Based on Critical Time Intervention (CTI) model with phases for caseload dosage (2-4 hours minimum per youth per month based on phase in program)
  • Multi-Disciplinary Team (MDT) Representation: Attend regular MDT meetings, as appropriate.
  • Attend court dates for out-of-custody youth and report on progress made in Reentry Program
Areas of Responsibility: 

Primary Responsibilities

Supervision of Reentry staff

·         Provides ongoing support to Case Managers and Coordinator through weekly check ins

·         Lead bi-weekly Reentry team meetings

·         Responsible for updating ETO data reports and monthly reports

·         Collaboration with Seneca through youth referrals and recommendation


Support Case Managers and Coordinator with Facilitation of the Law Related Education Program

·         Attend mandatory lead/curriculum trainings.

·         Lead the planning and facilitation (when needed) weekly law classes, field trips, and with a recognition ceremony.

·         Build and maintain stakeholder relationships (i.e. James Ranch staff (manager/program coordinator/counselors), probation officers)

·         Observing Case Managers and Coordinator in the classroom setting and providing feedback

·         Administer and tabulate youth evaluations and surveys 


Provide ongoing 1:1 support for youth at the Ranch

·         Meet with youth regularly inside the ranch and provide crisis counseling, mentorship, gang intervention, and coaching on an individualized basis

·         Support and coach youth as they prepare for Reentry services and community integration

·         Meet with youth’s Probation Officer to make recommendations around potential services for Reentry youth

·         Schedule opportunities for community meetings with in custody youth to gauge youth eligibility for case management


Provide ongoing case/crisis management for 13-15 Reentry Program Youth

·         Meet with each youth on caseload for 2-4 hours per month depending on phase of program (this includes both group and individual contacts)

·         Provide crisis management and support to clients, as needed. Client issues often include the following: depression, education, employment, family, gangs, homelessness, incarceration, substance abuse, self-esteem, suicide, and violence

·         Conduct intakes with each youth on caseload (which will include a Service Learning Plan, and a variety of assessments)

·         Assist clients and families with locating and receiving outside services to address identified needs

·         Provide general Programmatic and administrative support


Engage In Community Meetings/Events

·         Identify ways to participate and engage in community events and meetings to understand the needs of the community in which the clients live

·         Attend and actively participate in regular community meetings, MDT’s, as needed

·         Represent FLY at community resource fairs


Applicant Strengths & Experience

The ideal candidate will have a deep commitment to social, racial, and economic justice with experience in Reentry Case Management and a passion for collaborating with young people to improve our community.

  • Bilingual: Our ideal candidate will be bilingual in English and Spanish. This is preferred but not required.
  • Relationship Building: Ability to initiate, develop and maintain trusting relationships in a short period of time with youth, parents, those representing the juvenile justice system, other key external stakeholders, and FLY volunteers and staff. Possess the passion to energetically promote FLY’s mission/vision and FLY Program components to attract, develop and retain youth and volunteer participation with FLY.
  • Strong Motivating & Communication Skills: Exceptional listening, verbal and written communication skills with all youth and internal/external stakeholders, including: active listening with youth while pushing them to change and shift their behaviors; timely and professional follow-through with phone calls and email correspondence; and the ability to effectively present information in a clear and concise manner to top management, program staff and community partners.
  • Facilitation and Classroom Management: Ability to facilitate law classes effectively with FLY youth, maintain classroom control and actively engage youth in each lesson.
  • Resource Management: Utilizes strategic time and financial management to concentrate efforts on FLY priorities through efficient systems, processes and tools.
  • Data-Driven Programming: Able to take excellent case notes and log hours/activities with youth during coaching sessions and input them into ETO (Efforts to Outcomes) Database in a regular and timely fashion. Understands how data informs programmatic changes and allows FLY to track program effectiveness.


Position Competencies

  • Cultural Responsivity: Demonstrates the values of diversity and inclusion; fosters environments that facilitate more diverse and inclusive spaces.
  • Strategic Decision Making: Effectively structures and facilitates strategic decision-making processes; responsibly makes informed decisions to improve organizational health and impact.
  • Critical Thinking: Consistently identifies, gathers, and applies relevant information to complete work efficiently and effectively.
  • Resiliency: Demonstrates openness to change and new perspectives; can exist in ambiguity and adjust to change.


This position is a full-time non-exempt role at a rate of $26.05/hourly with differential pay options based on language/advanced degree. Our Total Rewards Package also includes the following: 

  • Healthcare and/or 403(b) stipend
  • Mileage reimbursement 
  • 10+ PTO days per year plus 12 holiday days; FLY also provides 3-4 additional "rejuvenation days off" twice per year in July and December (these days off are above and beyond your accrued PTO hours)
  • 8 hours of civic engagement hours
  • Annual professional development goal stipend with a portion eligible toward health/wellness needs 
  • Employee Assistance Program (paid for by FLY)
  • Flexible work schedules and occasional remote work days 


At FLY we have adopted a no-negotiation policy. This policy is less about not allowing for negotiation, but more about our commitment to equity. Our commitment to equity is ensuring that the offers that we make to each member of our staff is the very best offer that we have. 


At Fresh Lifelines for Youth, we are committed to hiring top talent. As such, FLY will be implementing a temporary policy offering all new hires a one time signing bonus. All full-time hires will receive $1,500.00 which will be paid in their first paycheck. This amount will be prorated accordingly for part-time hires. This does not apply to seasonal or contract positions. Nor would it apply to internal lateral moves or promotions. This policy will be effective 9/15 through 12/31/21.

How to Apply: 

Please visit our website and apply under our "careers" page. You will need to include a letter of interest or cover letter and your resume

Additional Information: 

Our Commitment To Diversity, Equity, And Inclusion

At FLY, we embrace a diversity of identities, beliefs, thoughts, and experiences. We commit to creating an organizational culture of equity and inclusion to serve our youth and communities better. FLY is an Equal Opportunity Employer. We strive for an inclusive culture and a staff team that reflects diversity. Applicants for all job openings will be considered without regard to age, race, color, religion, sex/gender, national origin, sexual orientation, disability, veteran status or any other consideration made unlawful under any federal, state or local laws. We strongly encourage women; people of color, people who identify as part of the lesbian, gay, bisexual, transgender, and queer communities; people with experience in the juvenile justice or criminal justice systems; and people with disabilities to apply.  Fresh Lifelines for Youth is committed to offering reasonable accommodations to job applicants with disabilities. If you need assistance or accommodation due to a disability, please contact us at (408) 263-2630 or [email protected]


COVID-19 Vaccination

At FLY, we are committed to the safety of our employees, clients, and all others who enter our workplace. While COVID-19 poses a threat to the health and well-being of all individuals, vaccinations can significantly reduce that threat and help protect our workplace as well as our community. As such, FLY would like to make clear that the COVID-19 vaccination is a condition of employment.

However, FLY does allow staff to apply for exemptions based on medical history or sincerely held religious beliefs or practices. However, this must be approved through FLY’s compliance department. If approved, employee’s will be subject to weekly COVID-19 testing and must wear masks/PPE at all times. 

Additionally, FLY will allow accommodations for unvaccinated employees to perform their essential job functions so long as it does not impose either a direct threat to the health and safety of the workplace and employees; or an undue hardship on the organization.

If either of the two conditions above are not met, and the employee cannot receive the vaccine, employment may be terminated. 

If you have additional questions, please contact us at (408) 263-2630 or email [email protected]

Organization Info

Fresh Lifelines for Youth

Milpitas, CA, USA
51-200 employees
About Us

FLY’s mission is to prevent juvenile crime and incarceration through legal education, leadership training, and one-on-one mentoring. In our work, we are accountable, dedicated, respectful, equitable and just, loving, innovative, hopeful, and youth-centered.


Law, Leadership, CAFA Mentor, Middle School, Reentry, Career Pathways Navigator, STAY FLY, Systems Change Work, Youth Advisory Council, Speech Committee

Connect With Us

Listing Stats

Post Date: 
Feb 4 2022
Active Until: 
Mar 4 2022
Hiring Organization: 
Fresh Lifelines for Youth