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STAY FLY Program Lead Coach


Job Location:

Oakland, CA - USA

Hourly Salary: $ 30 - 30
Posted: 19 June 2026 (30+ days ago)
Application Deadline: 16 September 2026
Vacancies: 1 Vacancy

Job Summary

Description

Position Title: STAY FLY Program Lead Coach

Reports To: STAY FLY Program Manager

Community: Alameda County

Office Location: Oakland CA (up to 50% hybrid role of in-person and remote)

Compensation: $30.15/hourly generous benefits package

Program Summary

The STAY FLY Program builds agency self-sufficiency and self-advocacy in transitional-age young adults between the ages of 18-25 while decreasing their likelihood of deeper justice system involvement.

STAY FLY Program Lead Coach - Position Summary

The STAY FLY Program Lead Coach will help lead the expansion of the STAY FLY Program in Alameda County while offering structured support and guidance to justice system-impacted transitional-age youth (TAY) between the ages of 18-25. In addition to facilitating legal education workshops STAY FLY Coaches work with young adults to set goals around education employment and building life skills in order to prevent future system involvement. The Lead Coach is additionally responsible for leading the coordination and execution of pro-social and civic engagement events for young adults as well as engaging in community meetings and events that serve FLYs young adult population.

Position Responsibilities

Provide Coaching and Advocacy for Young Adults

  • Provide coaching for 2-4 hours per month depending on the program phase for a caseload of up to 15 young adults per year
  • Develop individualized development plans to support young adults in building social emotional and self sufficiency skills to achieve goals around education employment decreased justice system involvement etc.
  • Respond to young adult crises and basic needs supports utilizing community services and resources
  • Support young adults with systems navigation by attending education meetings court hearings preparing court reports and engaging in community partner meetings
  • Document all client interactions including case notes and coaching progress into internal tracking database Efforts to Outcomes (ETO) and maintain thorough coaching paperwork in client file
  • Compile relevant data and complete grant reports for program funding sources related to young adult and/or program successes highlights or challenges

Facilitate Law-Related Education Workshops

  • Lead the coordination and facilitation of weekly law-related education workshops and maintain positive relationships with young adults participating in the workshops
  • Maintain stakeholder relationships associated with workshops (i.e. probation officers community providers etc) in collaboration with the Program Manager
  • Administer necessary program evaluations and surveys at the beginning and end of workshop cycles
  • Incorporate strategies into weekly workshop facilitation for recruiting young adults into coaching
  • Provide additional resources to young adults who participate in the workshops but may not be eligible for coaching services
  • Coordinate and invite outside resource people/guest speakers to workshops in collaboration with the Program Manager
  • Monitor weekly attendance and generate ETO attendance reports as needed.
  • Lead curriculum training sessions for staff and volunteer facilitators as needed.

Facilitate and Plan Program Activities in Collaboration with Program Team

  • Plan and execute group events for young adults who participate in the program via the caseload or workshops in collaboration with the Program Coordinator
  • Provide updates to young adults on caseload about upcoming events and collaborate with the program team to ensure attendance at group events
  • Lead the facilitation and planning of personal and/or professional development workshops for young adults in collaboration with the Program Manager
  • Engage young adults in opportunities to deepen historical and cultural understanding of their experiences and community issues harness their strengths and develop skills while giving back to the community
  • Monitor group event attendance and develop strategies to increase attendance as needed
  • Provide and coordinate transportation for young adults to and from activities and events
  • Coordinate with program staff across the agency for cross-program event collaboration opportunities

Collaborate and Engage with Education Community and System Stakeholders

  • Participate and engage in education community and systems meetings/events to understand the needs of the community in which the young adults live
  • Maintain positive relationships with education community and system providers including probation officers and community-based organizations
  • Lead efforts supporting young adults in participating in community spaces that allow them to elevate their voice engage in advocacy celebrate their accomplishments and take action on issues impacting young adults and the community
  • Lead external presentations about the STAY FLY Program and represent the agency at community meetings as needed

Compensation & Benefits

This position is a full-time non-exemp role at a rate of $30.15/hour. Our Total Rewards Package also includes the following:

  • Full medical dental vision and chiropractic healthcare and retirement contribution match
  • 10 PTO Days
  • 12 Holiday Days
  • FLY provides 3-4 additional rejuvenation days off twice per year in July and December
  • Annual Wellness Funds
  • Annual Professional Development Funds
  • Employee Assistance Program (paid for by FLY)
  • Annual Staff Retreat Holiday Party End of Year Celebration Team Off Sites and other FLY Events.
  • Customize your Work Schedule (dependent on supervisor approval based on positional and departmental needs)
  • Hybrid of In-Office and Remote Work (frequency of required in-person work is dependent upon the role)
  • 8 Hours of Civic Engagement
  • Mileage Reimbursement.

At FLY we have adopted a no-negotiation policy. This policy reflects our commitment to equity and ensuring that the offers we make to our candidates reflect competitive and appropriate compensation given the market and the role.

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 better serve our youth and communities. 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 or

COVID-19 Vaccination

At FLY we are committed to the safety of our employees clients and all others who enter our workplace. 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. This must be approved through FLYs compliance department. If you have any questions or would like to learn more please contact us at or email

What to expect

  • Application with 8-10 questions and an applicant screening question.
    • No Cover Letter Required
  • 2-3 Interviews (for many roles at least 1 would be in person)
  • Meet w/FLY youth
  • Work Product (Done in advance of the Final Round Interview)



Qualifications

Position Requirements

The ideal candidate will have a deep commitment to equity social racial and economic justice. They will be adaptable energetic and an outcomes-oriented self-starter who brings a creative approach to solving problems. They will be confident in their ability to deliver effective program implementation and high quality services for young adults. The candidate will have a connection to the Alameda County community and will be familiar with local community-based organizations. The candidate will have a proven ability to engage motivate and inspire others to action. The candidate will believe in FLYs vision and mission and will resonate with FLYs values: accountable dedicated respectful equitable and just loving innovative hopeful and youth-centered.

Core Competencies: Skills and behaviors that FLY expects and develops all staff to exhibit across all positions at various levels of proficiency (early stage intermediate and advanced)

  • Cultural Responsivity: Demonstrates an openness and commitment to equity justice and belonging. This includes being aware of ones own bias and privilege building an understanding of systems of oppression and valuing diverse perspectives; you take actions to learn and contribute to an environment that creates power-sharing access and opportunity within our community.
  • High Quality: The ability to own your work be accountable and take initiative to produce high-quality results. This includes setting and achieving standards that demonstrate a high level of care and commitment to our mission our population our colleagues and our partners.
  • Collaboration: The ability to work effectively within a team and intentionally across teams to contribute to FLYs mission and agency goals. When working with others you exercise your strengths and build on the strengths of others.
  • Communication: The ability to convey information effectively with consideration of the situation and audience. This includes communicating clearly with people of different backgrounds and cultures in which you demonstrate self-awareness empathy and active listening.
  • Problem Solving: Applies critical thinking to problem solving that considers multiple perspectives and actively identifies creative solutions to address individual and systemic challenges.
  • Adaptability: The ability to adapt and respond to change effectively. This includes engaging in continuous learning maintaining a solutions orientation and proactively seeking opportunities to be supportive of change that best serves our mission.

Note on Qualifications: In FLYs quest for an equitable hiring process candidates are encouraged to apply even if they feel they only meet 75% of the position requirements.



Required Experience:

Senior IC