After your first year, you will understand each of your students intimately: their capabilities, development needs, what drives them, and what they aim to accomplish. The school will possess a culture, a cadence, and a benchmark for excellence. Much of that will reflect your influence.
As Founders School grows from New York to other cities, new opportunities emerge. This could mean managing future coaches, supporting the opening of new locations, or eventually overseeing a campus as Head of School. These opportunities are awarded based on results, not time served. You will also develop connections with founders, investors, operators, and entrepreneurial families who join the Founders School ecosystem. These relationships frequently extend well past the school environment.
Entrepreneurship Coach $200,000 USD/year Pay is set based on global value, not the local market.
Most roles = hourly rate x 40 hrs x 50 weeks
Description
Traditional high schools define success by grades and standardized test results. At Founders School, success is defined by companies created, real problems addressed, and students accomplishing what most adults believe impossible.
We need someone capable of inspiring, pushing, and coaching driven teenage entrepreneurs as they launch actual businesses, become proficient with AI, and work toward ambitions typically reserved for adulthood.
If high expectations, deep ownership, and guiding talented young people toward remarkable results energizes you, continue reading.
What you will be doing
- Push daily execution and forward motion across your assigned student group using standups, coaching conversations, and accountability frameworks.
- Lead weekly one-on-one coaching meetings and daily touchpoints that enable students to work through challenges and sustain momentum.
- Track student activity in FounderOS, spot slowing progress quickly, and bring in support resources as necessary.
- Link students to mentors, operators, founders, and opportunities that speed up their development.
- Organize workshops, events, and community activities that deepen culture and elevate performance expectations.
- Demonstrate hands-on AI application and guide students in integrating AI into their operations, systems, and strategic thinking.
- Accompany students on 3-4 school trips annually.
What you will NOT be doing
- Offering in-depth strategic business advice as students develop their ventures. That responsibility belongs to FounderOS, Entrepreneurs-in-Residence, and external mentors.
- Tolerating output that sits below a student's proven capability.
- Instructing traditional academic coursework. The academic platform and teaching staff manage that function.
- Leading workshops on topics outside your skill set.
- Distributing low-quality resources or introductions inconsistent with Founders School expectations.
Key responsibilities
Build the culture, accountability structures, and support infrastructure that allow motivated student founders to execute reliably, apply AI strategically, and deliver results that exceed what conventional education enables.
Candidate requirements
- 3+ years in leadership positions or high-impact contributor roles at startups, scaling companies, or comparably rigorous settings.
- Comfort participating in entrepreneurial discussions and recognizing when specialized expertise is required.
- A proven strength beyond coaching: workshop design, event planning, content production, community engagement, network building, or another equally impactful skill.
- The capacity to hold the focus of ambitious teenagers and build an environment they are drawn to.
- The skill to provide tough feedback in ways that strengthen drive and results.
- Regular use of AI tools with concrete examples showing how AI enhances your output.
- Readiness to work on-site in New York City (relocation assistance available).
- Legal authorization to work in the United States.
Nice to have
- Founded or helped launch a company.
- Background coaching, mentoring, or running programs aimed at teenagers or emerging adults.
- A developed network of founders, business operators, investors, or mentors.
- Experience at early-stage startups where you handled varied responsibilities and created systems from the ground up.
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
What you will learn
Work examples
- A student begins to coast following an early success. You catch the shift immediately, recalibrate expectations, and guide them back to steady execution.
- A student hesitates before their first prospect call. You support their preparation, practice with them, and help them approach it confidently.
- A student requires a particular resource or advisor. You understand who to involve, the reasoning behind it, and how to structure a meaningful introduction.
- A team's energy drops during a challenging development phase. You facilitate a targeted session that rebuilds momentum and clarifies the standard.
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The Olympics of work
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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.
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