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Program Manager

Old Skool Cafe

Old Skool Cafe

This job is no longer accepting applications

See open jobs at Old Skool Cafe.
Posted on Saturday, February 3, 2024

Who We Are

Celebrating our 20th Anniversary, Old Skool Cafe (OSC) provides life-changing support and opportunities for San Francisco’s most vulnerable youth. We train and employ at-risk youth, ages 16-22, to run all aspects of our supper club. Learning to be hosts, servers, cooks, and entertainers, we offer youth a solution for addressing their basic needs and break the cycle of poverty and incarceration. Our faith-based model provides a supportive environment to help youth maintain employment and be successful in all aspects of their lives. More than just a place for a fresh start, OSC is an anchor upon which their futures can thrive.

Our Culture and Values

Transformation is not a straight line. We know that change doesn’t happen overnight. We strive to maintain a culture where mistakes and failures are expected as part of the journey towards growth and transformation. We believe in second chances and learning from our mistakes.

OSC is a youth-run supper club. The youth are empowered to do the work of running the restaurant as adult mentors coach from the side. Adult staff actively seek out ways to empower our youth to push past their comfort zones, helping them grow in confidence and leadership.

We call out the gold in people. We look for the good, assume positive intent, and call out the best in one another.

We make lemonade out of lemons. We look for the good that we can find (or squeeze) out of every challenging situation, with a positive mindset. We look for the opportunity to learn and grow, rather than complain about what’s wrong.

Family starts with “yes” and “we.” There are no silos of work at Old Skool Cafe. “We” pull together as a team to find solutions and support each other to get the job done. We start with a spirit of “yes” to move mission-critical initiatives and projects forward.

We do the right thing. We understand that we are role models for our youth and our words and behavior carry weight that impacts others. Integrity is paramount as we work with excellence and honesty.

About the Role

We are looking for an energetic and mission-inspired leader to support the foundation and growth of our program. Reporting to the Executive Director, the Program Manager will lead the execution of our job and life/employability skills training program. A people leader, the Life Coach(es) will report to the Program Manager. Relationships are key to all aspects of our model, and the Program Manager will engage and interface with key community partners ensuring our youth have access to the support required to achieve self-sufficiency. We are driven by people and rely on data to measure and communicate success. The Program Manager will own data collection and reporting for all aspects of the training program.

You should apply if:

  • You are aligned with our core values and commit to living them out in the workplace: You naturally assume positive intent and see the gold in the people around you.

  • You want to make a tangible difference in the lives of youth: Your efforts will result in real-world impact— Through training and employment, we support our youth in finding their paths to self-sufficiency and a life filled with love and stability.

  • You’re energized by our opportunity: You are energized by getting your hands dirty while modeling professionalism and humility. We are a team of “do-ers” who jump in to ensure the success of our business and program. We do not shy away from hard conversations or hard work because we know our youth can meet the highest standards.

  • You want to be with the best: At OSC, we win together, celebrate together, fail together, learn together, and support each other. You will be surrounded by a high-caliber team of passionate leaders who will encourage you to do your best.

  • You are a servant leader: You naturally model excellence, professionalism, and acceptance. You don’t just enforce rules/standards, you provide accountability for your team and our youth. You see challenges as opportunities for creative thinking and teamwork, and mistakes as learning opportunities.

  • You have a flexible schedule: You are available to work all restaurant hours for weekdays and weekends, including closing on service days (Tuesday - Saturday, afternoons and evenings). Our hours need to accommodate youth school and work schedules, court dates, and special events (some occur on Sundays).

In this role, you will:

Program Operation:

  • Manage the execution of weekly coaching sessions and life skills classes for program participants, guiding personal and professional development.

  • Foster a supportive and empowering environment that encourages leadership and teamwork among youth participants.

  • Document and track individual progress, identifying barriers and implementing strategies to address challenges faced by participants.

  • Monitor and evaluate the effectiveness of training programs, making adjustments as needed to enhance participant learning and skill development.


  • Work closely with the leadership team, life skills coaches, restaurant staff, and external partners to ensure seamless integration of program components.

  • Collaborate with community organizations, educational institutions, and employers to create opportunities for continued education, employment, and career advancement for program graduates.

  • Foster relationships with community partners for referrals into our program, ensuring the youth we select are at a place in their lives where they are ready and willing to grow.


  • Manage life skills coaches and contractors who directly support the program.

  • Model a culture of formal and informal feedback and recognition, where your team feels valued, motivated, and empowered to contribute their best work.

  • Hire, develop, and lead a diverse, inclusive, engaged, and high-performing team.

Administrative Responsibilities:

  • Ensure accurate and up-to-date documentation of participant records, including attendance, achievements, and challenges.

  • Prepare regular reports on program outcomes, providing insights for continuous improvement.

  • Manage program budgets related to training, coaching, and youth development activities.

Requested requirements for the role:

  • Bachelor's degree in a related field (social work, education, nonprofit management, etc.) or 5+ years of related, progressive work history.

  • Proven experience in program management, preferably in youth development or job training initiatives.

  • Strong understanding of the challenges faced by at-risk youth aged 16-22, and a commitment to addressing these challenges through innovative programming.

  • Excellent communication and interpersonal skills, with the ability to motivate and inspire youth participants.

  • Available to work all restaurant hours for weekdays and weekends, including closing on service days (Tuesday – Saturday, afternoons and evenings and occasional Sundays)

  • Have a sincere, authentic desire to know the youth and be a support to empower them.

  • Experience in the food service industry or vocational training programs is a plus.

All life experiences matter! If you feel your experiences make you a good fit for our organization, please send us a cover letter with your resume sharing your perspective.

Old Skool Cafe’s Compensation Policy

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.

$70,000 - $90,000 USD


At OSC, you will make a positive and lasting difference in the world! Full-time employees receive a competitive benefits package including health, vision, and dental coverage, company-funded FSA, paid time off, tiered 401k matching, and numerous professional development opportunities.

Equity and Inclusion

At OSC, we welcome everyone regardless of their background, race, national origin, gender, gender identity, sexual orientation, protected veteran status, disability, age, etc. We depend on the diverse and unique cultural and life experiences of our team to demonstrate examples of success for our youth. We are committed to increasing diversity across our team and ensuring that OSC is a place where people from all backgrounds can make an impact, and all of our youth have mentors and leaders who represent examples of success that they can see themselves in.


Old Skool Cafe is an inclusive work environment, and we are committed to ensuring equal opportunity in employment for qualified persons with disabilities. Please email accessibleinterviewing@oldskoolcafe.org or click here if you require any reasonable accommodations throughout the recruiting process.

Application Process

Applications, which will be reviewed as received, must include a cover letter describing your interest and qualifications, and your resume in Word or PDF format. Please send to jointheteam@oldskoolcafe.org or click here with “Program Manager” in the subject line.

Position open until filled. No telephone calls, please.

This job is no longer accepting applications

See open jobs at Old Skool Cafe.