Entertainment & Administrative Coordinator

 
 

Who We Are

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

The Entertainment & Administrative Coordinator is a mission-critical operational role at Old Skool Cafe, responsible for the smooth day-to-day management of office operations, entertainment scheduling, and program logistics. Acting as a central hub for administrative support, this role ensures seamless communication, accurate data management, and readiness for all events and entertainment programming. The Coordinator is the primary liaison for internal teams, external partners, and guests, modeling professionalism, accountability, and organizational excellence.

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. 

Key Responsibilities

Entertainment & Administrative Coordination

  • Manage entertainment scheduling, contracts, and documentation to ensure accurate, timely execution and smooth operations.

  • Maintain and update youth entertainer files, including photos, bios, social media, and program documentation.

  • Collect, organize, and enter event feedback, reservations, and contact forms into designated systems for reporting.

  • Coordinate event setup, logistics, and operational readiness, including catering, program, and patio events.

  • Monitor email and voicemail communications, responding promptly and routing messages appropriately.

Office Management & Operations

  • Keep the office organized, clean, and professional, maintaining supplies and inventory.

  • Ensure filing, document storage, and recordkeeping meet organizational standards.

  • Support the team with ad-hoc administrative tasks and follow-through on operational needs.

  • Maintain inventory of office and program supplies, uniforms, and merchandise; update spreadsheets and physical binders as needed.

Qualifications

  • Minimum 2 years of experience in administrative, coordination, or events support roles.

  • Exceptional organizational skills and attention to detail.

  • Proficiency in Google Office and ability to learn new systems (e.g., Tripleseat, Apricot).

  • Strong communication and interpersonal skills.

  • Ability to work independently and manage multiple priorities efficiently.

  • Commitment to professionalism and accountability in line with Old Skool Cafe’s mission

  • Must have valid driver’s license (or obtain one before accepting position)


Old Skool Cafe’s Compensation Policy

This is an hourly, non-exempt position. The role is compensated at $30 – $38 per hour, based on experience and qualifications. Additional administrative or event fees for bookings are not included in this rate.

Benefits

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.

Accommodations

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 matthew@oldskoolcafe.org or click here with “Entertainment and Administrative Coordinator” in the subject line.

Position open until filled. No telephone calls, please.

 
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