Startup Coach $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
Description
Coach founders, not coursework.
High school, for most, is preparation for what comes later. We believe what comes later starts immediately. Founders School is a four-year institution built for students unwilling to postpone meaningful work until graduation. These students aren't simulating entrepreneurship through classroom exercises. They're building actual companies, collaborating with seasoned founders, becoming fluent in AI, and tackling real-world challenges. Our expectations match their drive: launch a million-dollar business, surface problems that demand solutions, and achieve AI mastery ahead of the curve. Your responsibility is to ensure that drive remains grounded and effective.
You won't deliver lectures or prescribe business strategies. Instead, you'll work daily with a cohort of young entrepreneurs, maintaining accountability, helping them navigate failure, and ensuring forward momentum when the startup journey becomes demanding. You'll understand when pressure is needed, when support matters most, and when connecting them to the right expert or tool will unlock progress. Curriculum, Entrepreneurs-in-Residence, and a robust founder network supply the technical and strategic knowledge. You supply the structure, rigor, and steady progress that transform aspiration into achievement.
This role also represents a chance to contribute to something foundational. Joining our founding team in New York City means influencing the culture, operational frameworks, and student experience of a school reimagining what secondary education can accomplish. Your contributions won't be limited to one student group. They'll inform the model for every future Founders School location. If you're drawn to the startup environment, convinced that high standards unlock high performance, and eager to develop the entrepreneurs of tomorrow, we want to hear from you.
What you will be doing
- Guide and support a group of student founders through structured weekly 1:1 sessions, daily touchpoints, and team stand-ups that sustain measurable forward progress.
- Maintain exceptionally high performance standards while delivering the accountability and guidance students require to work through challenges and continue building.
- Track student development via FounderOS, recognize when progress stalls, and facilitate introductions to mentors, Entrepreneurs-in-Residence, or resources that drive momentum.
- Contribute to shaping the school's culture, rituals, programming, events, and operational cadence to create a world-class entrepreneurial learning environment.
- Accompany students on several trips annually while cultivating enduring connections with founders, investors, operators, and entrepreneurial communities.
What you will NOT be doing
- Serving as the lead business strategist or crafting detailed plans for student ventures. FounderOS, Entrepreneurs-in-Residence, and external mentors handle that function.
- Delivering conventional academic instruction or evaluating traditional coursework.
- Tolerating mediocre output from students with the capacity for excellence.
- Facilitating sessions beyond your domain of knowledge or defaulting to surface-level startup guidance.
- Operating within a bureaucratic school framework where process slows meaningful impact.
Key responsibilities
Establish conditions in which every student advances continuously as an entrepreneur through outstanding coaching, rigorous accountability, strategic relationship-building, and a culture that transforms ambitious young people into competent founders.
Candidate requirements
- A minimum of 3 years in leadership roles or high-impact positions within a startup or fast-growth company.
- Solid business acumen and confidence engaging with early-stage entrepreneurs, paired with awareness of when specialized expertise is needed.
- Proven capacity to coach, inspire, and enforce accountability among high-performing individuals.
- Regular, practical use of AI tools to enhance work quality and efficiency.
- Excellent communication and relationship-management abilities with students, families, mentors, and entrepreneurial leaders.
- Availability to work full-time on-site in New York City, including periodic travel during the year.
- Legal authorization to work in the United States.
Nice to have
- Launched or helped launch a company.
- Prior experience mentoring, coaching, or designing programs for teenagers or emerging adults.
- A personal network of founders, investors, operators, or advisors.
- Background at early-stage ventures where you wore multiple hats across functions.
Applying for a role? Here’s what to expect.
Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.
Chat-style
screening interview.
Cognitive 
aptitude test.
Prove real-world 
job skills.
Interview with the hiring manager.
Pass
proctored test.
Accept job offer.
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