Coaching Program Manager Jobs in Alameda, CA (NOW HIRING)

The Program Manager leads Old Skool Cafe's youth development program. The Program

The manager is responsible for ensuring youth move successfully through program levels, meet

benchmarks, and receive high-quality coaching while contributing meaningfully to a high-stakes

hospitality environment.

The Program Manager operates as the organizational integrator across coaching, restaurant

operations, and community partnerships, balancing youth crises, restaurant service demands,

staff supervision, and partner communication in real time.

The youth development program has real foundations: passionate staff, established practices,

and institutional knowledge built over time. But those pieces have not been fully implemented

or unified into a coherent, metric-driven system. This role is being hired to build that

infrastructure: layering what exists into what can still be built, and driving the implementation

needed to make it operational.

This position provides the leadership, coordination, and operational discipline that keep the

youth development program aligned, accountable, and moving forward. The Program Manager

is responsible for ensuring that commitments become actions, plans become outcomes, and that

no youth or staff member falls through the cracks of organizational complexity.

Key Responsibilities

1. Cross-Departmental Coordination & Accountability

● Serve as the central point of contact across coaching, restaurant operations, and external

partnerships, ensuring clean handoffs between departments.

● Track commitments and deadlines across the coaching team, GM, Chef, and Director of

Communications, driving them to resolution or escalating as needed.

● Review cross-departmental priorities and unresolved issues during weekly leadership

meetings, driving decisions to resolution or escalating barriers as needed.

● Track youth enrollment, program readiness, and capacity indicators, and bring

data-backed analysis and recommendations to the Head of Operations on cohort size,

intake timing, and program capacity.

2. Coaching Supervision & Program Quality

● Provide direct supervision to the coaching team, including responsibility for staff

development, workload management, coaching quality, benchmark progress,

documentation, performance accountability, and maintaining a healthy, productive work

environment.

● Hold weekly one-on-one supervision meetings with each coach to provide feedback,

remove barriers, align priorities, support professional development, and address

performance concerns promptly, escalating unresolved issues in accordance with OSC

personnel policies.

● Support coaches by removing operational obstacles and providing professional

development, recognizing that coaches do their best work when they are supported,

developed, and held to clear expectations.

● Build upon the program structures, practices, and institutional knowledge already in

place, while developing and implementing the systems, benchmarks, and progression

frameworks still needed - layering what exists into what can still be built.

● Develop and implement a program roadmap for each level, building on existing practices

to create clear, defined, metric-oriented progression across all program levels.

● Implement and maintain the OSC Playbook workbook across youth, coaches, and staff,

establishing sustainable documentation systems and accountability practices that endure

despite individual staff turnover.

● Lead quarterly Individual Plans of Success (IPS) reviews with youth and adult teams.

● Identify systemic coaching gaps, including inconsistent documentation, benchmark

tracking, coaching practices, or youth engagement, and implement corrective actions.

● Lead implementation of new program processes and operational improvements, guiding

staff through change while maintaining consistency in youth experience and

organizational standards.

3. Youth Development & Restaurant Integration

● Organize and oversee the quality of youth recruitment interviews and screening

conducted with coaching staff, ensuring consistent eligibility standards across the team.

● Monitor youth progress across key milestones, addressing gaps and holding staff

accountable in follow-through directly with youth and staff.

● Partner with GM and Chef to integrate youth workforce training into daily restaurant

operations.

● Maintain an active presence during restaurant service to observe, coach, and reinforce

workplace behaviors, helping youth and staff translate life skills into real-time hospitality

practice.

● May carry a small direct caseload as capacity allows, using experience as a firsthand

source for identifying systemic gaps in coaching quality, documentation, or program

design.

4. Crisis Response & Staff Training

● Develop, plan, and facilitate ongoing staff development in Trauma-Informed Care,

Motivational Interviewing, Restorative Communication, Mandated Reporting, and

related topics based on program needs and emerging trends.

● Lead incident response for youth crises, disclosures, or safety concerns, and identify

early indicators of youth safety or wellbeing risk to intervene proactively rather than only

responding after disclosure.

● Serve as mandated reporter; ensure staff understand reporting obligations.

● Make referrals and facilitate connections to therapists and community support.

● Coordinate with probation officers, foster care workers, and mental health providers as

needed.

● Maintain strict confidentiality in accordance with policies and applicable laws.

5. Partnerships & Community Resources

● Develop, strengthen, and steward relationships with education, workforce development,

life skills, and community partners that expand opportunities for youth.

● Ensure externship placements support youth development and meet host organization

expectations.

● Cultivate existing partnerships and proactively develop new community relationships

that support youth development, workforce opportunities, and organizational impact.

Success Metrics

● 100% of youth receive weekly coaching, with documented outreach and follow-up for

missed engagements.

● OSC Playbook used consistently by youth, coaches, and staff; quarterly IPS reviews

completed on time.

● Life Coaches demonstrate ≥95% adherence to coaching and documentation standards.

● Partners consistently refer candidates and report positive program outcomes.

● Program data is accurate, current, and readily available for reporting and continuous

improvement.

● Program and operational gaps are identified within two weeks of discovery and either

resolved or escalated with documented action plans.

Qualifications

● Bachelor's degree in Social Work, Education, Nonprofit Management, or related field; or

8+ years relevant experience with at-risk youth.

● Demonstrated success leading complex, multi-stakeholder initiatives requiring

coordination across multiple teams.

● Demonstrated experience supervising, coaching, and developing professional staff while

fostering accountability and continuous improvement.

● Experience designing, improving, or implementing organizational systems, workflows, or

program processes in a dynamic environment.

● Comfortable navigating between existing structure and open space — able to build upon

what's already in place without dismissing it, while developing the systems and

frameworks still needed to make the program fully operational.

● Strong analytical skills with the ability to interpret program data, identify trends, and

drive operational improvements.

● Demonstrated ability to influence outcomes and drive accountability without relying

solely on formal authority.

● Independent, self-directed problem solver who builds systems and structure without

needing to be handed direction, exercising sound judgment even when doing so requires

making difficult or unpopular decisions.

● Valid CA Driver's License; pass background check aligned with youth safety policies.

● Emotional maturity, empathy, and strong professional boundaries.

● Excellent written and verbal communication skills, with the ability to facilitate difficult

conversations and build trust across diverse populations.

Compensation & Benefits

OSC’s compensation program is designed to deliver Total Direct Compensation (based on role, level, and experience) that is at or above market. The range of annual base salary for full-time employees for this position is below. Please note that base pay offered may vary depending on factors including, job-related knowledge, skills, and experience.

$80,000 - $100,000 USD