Entrepreneurship Program Director, Founders School - $250,000/year USD
Crossover · Yonkers, NY · Yesterday
Business Development$125/hrFull-time
What You Will Be Doing
- Provide coaching and accountability to a cohort of student entrepreneurs through weekly one-on-one sessions, daily progress reviews, and group check-ins that ensure consistent, measurable advancement.
- Maintain exceptionally high standards for execution while delivering the guidance and accountability required to help students navigate challenges and continue building.
- Track student progress within FounderOS, recognize when momentum stalls, and facilitate connections to mentors, Entrepreneurs-in-Residence, or additional resources that drive accelerated development.
- Contribute to the creation of culture, recurring traditions, workshops, events, and the operational cadence of a world-class entrepreneurial high school.
- Accompany students on travel experiences several times annually while cultivating enduring relationships with founders, investors, operators, and entrepreneurial families.
What You Won’t Be Doing
- Serving as the primary business strategist or consultant for student ventures.
- Delivering conventional academic instruction or assessing traditional coursework.
- Tolerating mediocre effort from students with the capacity for outstanding achievement.
- Leading workshops on topics outside your domain of expertise or defaulting to generic entrepreneurial guidance.
- Operating within an inflexible institutional framework where administrative processes obstruct meaningful student progress.
Basic Requirements
- A minimum of 3 years in a leadership or high-impact role within a startup or high-growth business.
- Sound business judgment and the confidence to engage meaningfully with early-stage founders while recognizing when to escalate to subject matter experts.
- Proven capacity to coach, inspire, and maintain high accountability with top-performing individuals.
- Regular, practical experience leveraging AI to enhance both the quality and efficiency of your work.
- Exceptional communication and relationship-building capabilities with students, families, mentors, and founders.
- Availability to work full-time on-site in New York City, including occasional travel throughout the year.
- Legal authorization to work in the United States.
Nice-to-have Requirements
- Experience founding or co-founding a business.
- Background in coaching, mentoring, or directing programs for teenagers or young adults.
- An existing network of founders, investors, operators, or mentors.
- Prior experience in early-stage startups where cross-functional responsibilities were routine.
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.