Founder Success Manager
$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 

Not accepting applications on crossover.com at this time.

Description

Shape entrepreneurs, not syllabi.

Most educators believe high school exists to prepare students for what comes next. We believe what comes next begins today. Founders School is a four-year institution for students unwilling to postpone building something meaningful until after graduation. Our students aren't simulating entrepreneurship through theoretical assignments. They're founding actual companies, collaborating with proven entrepreneurs, becoming fluent in AI, and addressing real-world challenges. Our expectations reflect the caliber of our students: launch a million-dollar enterprise, uncover problems that demand solutions, and achieve mastery of AI ahead of the curve. Your responsibility is to ensure that ambition remains actionable.

You won't be delivering lectures or prescribing business strategies. Instead, you'll guide a cohort of student founders daily, ensuring they maintain accountability, navigate obstacles, and sustain momentum when entrepreneurship becomes challenging. You'll recognize when to push them harder, when to offer reassurance, and when to facilitate introductions to the appropriate mentor or tool. Curriculum design, Entrepreneurs-in-Residence, and our founder ecosystem deliver the technical knowledge. You deliver the structure, rigor, and drive that transform capability into achievement.

This role also represents a chance to construct something foundational. As part of our inaugural New York City team, you'll contribute to defining the culture, operations, and lived experience of a school reimagining the output of secondary education. Your contributions will extend beyond a single student body. They will inform the model for every subsequent Founders School location. If you're drawn to the startup world, convinced that exceptional standards yield exceptional results, and eager to dedicate yourself to cultivating the next wave of entrepreneurs, we want to hear from you.

What you will be doing

  • Guide and inspire a group of student founders through structured weekly one-on-ones, daily touchpoints, and team stand-ups that ensure continuous, measurable advancement.
  • Maintain an exceptionally high standard for performance while offering the guidance and accountability necessary for students to navigate challenges and continue building.
  • Track student development via FounderOS, recognize when momentum stalls, and facilitate access to mentors, Entrepreneurs-in-Residence, or resources that drive their progress forward.
  • Contribute to shaping the culture, rituals, programming, events, and operational cadence of an elite entrepreneurial high school.
  • Accompany students on multiple trips annually while cultivating enduring relationships with founders, investors, business leaders, and entrepreneurial families.

What you will NOT be doing

  • Serving as the lead business advisor or formulating strategic plans for students. That domain belongs to FounderOS, Entrepreneurs-in-Residence, and visiting mentors.
  • Conducting conventional academic instruction or evaluating traditional coursework.
  • Tolerating mediocre performance from students with the capacity for excellence.
  • Facilitating sessions beyond your core competencies or defaulting to superficial startup guidance.
  • Operating within an inflexible institutional framework where process undermines impact on student success.

Key responsibilities

Foster an environment in which every student reliably develops as an entrepreneur through a synthesis of outstanding coaching, rigorous accountability, strategic relationship-building, and a culture that transforms driven adolescents into competent founders.

Candidate requirements

  • At least 3 years of leadership or high-impact experience within a startup or high-growth business.
  • Strong business judgment and the ability to confidently engage with early-stage founders while knowing when to involve subject matter experts.
  • Demonstrated ability to coach, motivate, and hold high-performing individuals accountable.
  • Daily, hands-on experience using AI to improve the quality and speed of your work.
  • Outstanding communication and relationship-building skills with students, families, mentors, and founders.
  • Willingness to work full-time on-site in New York City, with occasional travel throughout the year.
  • Authorization to work in the United States.

Nice to have

  • Founded or co-founded a business.
  • Experience coaching, mentoring, or leading programs for teenagers or young adults.
  • An established network of founders, investors, operators, or mentors.
  • Experience in early-stage startups where you regularly operated across multiple functions.

Meet a successful candidate

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Chris Hayes
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