Jobs · Education · New York

Youth Entrepreneurship Program Director, Founders School - $200,000/year USD

Crossover · New York, NY · 1 wk ago
Education$100/hrFull-time

What You Will Be Doing

  • Maintain daily execution momentum across your assigned student cohort using standups, coaching touchpoints, and accountability frameworks.
  • Lead weekly 1:1 coaching conversations and daily progress check-ins that enable students to navigate challenges and sustain forward movement.
  • Track student activity within FounderOS, spot early signs of stagnation, and mobilize support resources as required.
  • Facilitate introductions between students and mentors, founders, operators, and growth opportunities.
  • Design and deliver workshops, events, and shared experiences that deepen culture and elevate performance expectations.
  • Demonstrate practical AI application and support students in integrating AI across their ventures, workflows, and strategic thinking.
  • Accompany students on 3-4 school trips annually.

What You Won’t Be Doing

  • Offering in-depth strategic business advisory as students develop their ventures.
  • Tolerating results that underperform a student's proven capacity.
  • Delivering academic instruction.
  • Facilitating workshops in areas outside your competency.
  • Making generic referrals or introductions that fail to align with Founders School quality standards.

Basic Requirements

  • 3+ years in leadership positions or high-impact individual contributor capacities at startups, growth-stage ventures, or equally rigorous settings.
  • Comfort participating in entrepreneurial dialogue and the judgment to escalate to specialized expertise when necessary.
  • A unique capability beyond coaching: workshop design, event orchestration, content production, community cultivation, network expansion, or another high-value skill.
  • The presence to capture the focus of ambitious teenagers and build an environment they are eager to join.
  • Regular use of AI tools supported by concrete examples of how AI enhances your productivity.
  • Availability to work on-site in New York City (relocation assistance available).
  • Legal authorization to work in the United States.

Nice-to-have Requirements

  • Laundered or co-launched a company.
  • Coached, mentored, or run initiatives for teenagers or young adults.
  • Personal network of founders, operators, investors, or advisors.
  • Startup experience in early phases where you managed diverse responsibilities and created systems independently.

About Founders School

Founders School is a four-year high school built for ambitious students who want to create, build, and solve meaningful problems. The program combines Alpha School's elite academics, real-world experience, and mentorship from world-class entrepreneurs around three commitments to every student: Build a million-dollar business. Identify problems in the world worth solving. Master AI before adults do. This is a place for people who'd rather build the thing than manage the thing. We're hiring the founding team that builds the dream high school for the most entrepreneurial and ambitious students in the country. Launching in NYC Fall 2026.

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