Entrepreneurship Program Director
$250,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

New York City, NY, US
In-person
full-time (40 hrs/week)
Flexible schedule
Long-term role

Entrepreneurship Program Director   $250,000 USD/year

Description

Shape founders, not syllabi.

The conventional view is that high school prepares young people for what comes next. We believe what comes next begins immediately. Founders School is a four-year institution for students unwilling to postpone meaningful work until graduation. These students don't simulate entrepreneurship through classroom exercises. They build actual companies, collaborate with proven founders, develop AI fluency, and tackle substantive challenges. Our expectations reflect their drive: launch a million-dollar enterprise, surface problems that deserve solutions, and achieve AI mastery ahead of most adults. Your responsibility is to ensure that drive produces sustainable momentum.

You won't deliver lectures or prescribe business strategies. Instead, you'll coach a cohort of young entrepreneurs daily, maintaining accountability, navigating obstacles, and sustaining forward motion when company-building becomes demanding. You'll discern when to push, when to support, and when to introduce the appropriate mentor or tool. The curriculum, Entrepreneurs-in-Residence, and founder ecosystem supply startup knowledge. You supply the rigor, standards, and propulsion that convert ambition into achievement.

This position also offers a chance to construct something foundational. As part of our inaugural team in New York City, you'll influence the culture, infrastructure, and operational experience of an institution designed to redefine high school outcomes. Your contributions won't be confined to a single student group. They'll inform the model for every subsequent Founders School location. If you're drawn to the startup environment, trust that elevated expectations yield elevated results, and want to channel your effort into cultivating emerging entrepreneurs, we're eager to connect.

What you will be doing

  • Mentor and energize a group of student founders through weekly one-on-one sessions, daily touchpoints, and collective stand-ups that drive consistent, tangible advancement.
  • Maintain an exceptionally rigorous standard for delivery while supplying the structure and accountability required for students to navigate challenges and continue building.
  • Track student advancement via FounderOS, recognize when individuals encounter roadblocks, and facilitate introductions to mentors, Entrepreneurs-in-Residence, or resources that expedite development.
  • Contribute to establishing the culture, rituals, programming, activities, and operational cadence of a premier entrepreneurial high school.
  • Accompany students on multiple trips annually while cultivating enduring connections with founders, investors, operators, and entrepreneurial communities.

What you will NOT be doing

  • Serving as the lead business advisor or formulating company strategy for students. That function belongs to FounderOS, Entrepreneurs-in-Residence, and external mentors.
  • Delivering conventional academic instruction or evaluating coursework.
  • Tolerating mediocre output from students with the capacity for excellence.
  • Facilitating sessions beyond your domain of proficiency or defaulting to boilerplate entrepreneurship guidance.
  • Operating within an inflexible institutional framework where administrative processes obstruct student success.

Key responsibilities

Establish conditions where each student reliably advances as an entrepreneur by integrating superior coaching, rigorous accountability, strategic connections, and a culture that transforms driven adolescents into competent founders.

Candidate requirements

  • A minimum of 3 years in leadership or high-impact roles within a startup or high-growth enterprise.
  • Solid business acumen and the capacity to engage credibly with early-stage founders while recognizing when to defer to specialized expertise.
  • Proven capability to coach, inspire, and maintain accountability among high-performing individuals.
  • Regular, practical application of AI to enhance both the quality and efficiency of your output.
  • Exceptional communication and relationship-development skills across students, families, mentors, and founders.
  • Availability for full-time, on-site work in New York City, including periodic travel during the year.
  • Legal authorization for employment in the United States.

Nice to have

  • Experience as a founder or co-founder of a company.
  • Background in coaching, mentoring, or managing initiatives for teenagers or young adults.
  • A developed network comprising founders, investors, operators, or mentors.
  • Tenure at early-stage ventures where cross-functional work was routine.

Meet a successful candidate

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