About the role
Traditional high schools define success by grades and standardized test scores. At Founders School, success is defined by launched ventures, real problems solved, and students accomplishing what most adults would deem impossible.
We seek someone capable of motivating, challenging, and developing driven teenage entrepreneurs as they launch actual companies, harness AI, and pursue ambitions typically reserved for adulthood.
If high standards, significant ownership, and guiding exceptional young people toward extraordinary results energizes you, continue reading.
What You Will Be Doing
- Propel daily execution and forward momentum across your assigned student cohort through standups, coaching conversations, and accountability frameworks.
- Lead weekly one-on-one coaching and daily touchpoints that enable students to navigate challenges and sustain progress.
- Track student activity in FounderOS, spot stagnation early, and arrange support resources as required.
- Facilitate connections between students and mentors, founders, operators, and growth opportunities.
- Design and deliver workshops, events, and community programming that deepen culture and elevate performance expectations.
- Demonstrate hands-on AI application and guide students in embedding AI into their ventures, workflows, and strategic thinking.
- Accompany students on 3-4 school trips annually.
What You Won’t Be Doing
- Delivering advanced strategic business advisory as students develop their companies. That function 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 team manage that domain.
- Facilitating workshops beyond your skill set.
- Offering generic connections or materials that fail to meet Founders School quality standards.
Startup Program Manager Key Responsibilities Build the culture, accountability structures, and support mechanisms that empower ambitious student founders to execute consistently, apply AI strategically, and deliver results that surpass what conventional education enables.
Basic Requirements
- 3+ years in leadership or high-impact individual contributor positions at startups, growth-stage organizations, or similarly rigorous settings.
- Comfort engaging in entrepreneurial dialogue and judgment to escalate to specialized expertise when appropriate.
- A standout capability beyond coaching: workshop design, event orchestration, content production, community cultivation, relationship brokering, or another equally impactful skill.
- Capacity to capture the focus of ambitious teenagers and cultivate an environment they are drawn to.
- Skill in delivering challenging feedback that strengthens both motivation and output.
- Regular use of AI tools with concrete demonstrations of how AI enhances your productivity.
- Willingness to work on-site in New York City (relocation assistance available).
- Work authorization for the United States.
Nice-to-have Requirements
- Launched or co-launched a company.
- Background coaching, mentoring, or running programs for teenagers or emerging adults.
- Established network of founders, operators, investors, or mentors.
- Early-stage startup tenure where you managed diverse responsibilities and created systems from the ground up.
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.
There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!
Working with us This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.
Crossover Job Code: LJ-5816-US-Yonkers-StartupProgram.004
Millions of jobs, with real people getting hired every day
Questions, answered
Click "Apply with JobAssist" – we tailor your resume and application to this role and submit it for your approval.
Yes. This role at Crossover was screened before publishing – we confirmed the employer before listing it.
The employer didn't disclose a salary range for this listing. JobAssist shows pay whenever it's available.
This position can be done from anywhere, with no in-office requirement.
Yes – every application is tailored from your profile and this job's requirements, and you can review and edit before it's sent.