Founder 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
Not accepting applications on crossover.com at this time.
Description
Develop founders, not curriculum.
The prevailing view is that high school exists to ready students for what lies ahead. Our view is that what lies ahead begins today. Founders School is a four-year secondary institution for students unwilling to postpone meaningful work until they reach adulthood. Our students don't simulate business ventures. They create functioning companies, collaborate with proven founders, develop mastery in AI, and tackle challenges that carry real weight. Our promises are bold because our students are bold: launch a million-dollar enterprise, uncover problems worthy of their attention, and achieve AI fluency before most adults. Your responsibility is to make that boldness enduring.
Your work won't involve delivering lectures or prescribing business tactics. Instead, you'll coach a cohort of emerging founders daily, ensuring they maintain accountability, navigate obstacles, and sustain forward motion when entrepreneurship becomes challenging. You'll recognize when to push them harder, when to offer reinforcement, and when to introduce them to the appropriate mentor or tool. The curriculum, Entrepreneurs-in-Residence, and founder ecosystem supply the startup knowledge. You supply the structure, rigor, and drive that convert capacity into achievement.
This role also represents a chance to construct something foundational. As part of our inaugural team in New York City, you'll influence the culture, operational frameworks, and lived experience of an institution built to transform what secondary education can yield. Your contributions won't be confined to a single cohort. They will inform the model for every subsequent Founders School location. If you find energy in startup environments, trust that ambitious standards generate ambitious results, and seek to dedicate your effort to cultivating tomorrow's entrepreneurial leaders, we want to hear from you.
What you will be doing
- Provide coaching and motivation to a group of student founders through weekly one-on-one sessions, daily touchpoints, and collective stand-ups that sustain measurable momentum.
- Maintain exceptionally high performance standards while delivering the structure and accountability students require to work through challenges and continue building.
- Track student advancement via FounderOS, recognize when progress stalls, and facilitate introductions to mentors, Entrepreneurs-in-Residence, or resources that drive development forward.
- Contribute to shaping the culture, rituals, programming, events, 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 families.
What you will NOT be doing
- Serving as the lead business advisor or crafting strategic direction for student ventures. That responsibility belongs to FounderOS, Entrepreneurs-in-Residence, and external mentors.
- Delivering conventional academic instruction or evaluating academic assignments.
- Tolerating mediocre output from students who possess the capacity for excellence.
- Facilitating sessions beyond your domain of competence or defaulting to generalized startup platitudes.
- Operating within an inflexible institutional framework where process overshadows student impact.
Key responsibilities
Establish conditions where each student reliably advances as an entrepreneur by integrating outstanding coaching, rigorous accountability, strategic relationships, and a culture that transforms driven teenagers into competent founders.
Candidate requirements
- A minimum of 3 years in a leadership or high-impact capacity at a startup or rapidly scaling company.
- Solid business acumen and the confidence to interact effectively with early-stage founders while recognizing when specialized expertise is needed.
- Proven capacity to coach, inspire, and enforce accountability among high-achieving individuals.
- Regular, practical use of AI to enhance both the quality and efficiency of your output.
- Exceptional communication and relationship-cultivation abilities with students, families, mentors, and founders.
- Availability for full-time, in-person work in New York City, including periodic travel during the year.
- Legal authorization to work in the United States.
Nice to have
- Previous experience founding or co-founding a company.
- Background in coaching, mentoring, or directing initiatives for teenagers or emerging adults.
- A developed network spanning founders, investors, operators, or mentors.
- Experience at early-stage ventures where you frequently worked across diverse 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.
Frequently asked questions
Reviews
Meet some people who've landed similar jobs
Recruitment sucks. So we’re fixing it.
The Olympics of work
It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.
Premium pay for premium talent
Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.
Shortlist by skills, not bias
We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.
Join the world's largest community of 
AI-first remote workers.