Startup Program Manager, Founders School - $200,000/year USD

What You Will Be Doing

• Propel daily execution and momentum across your assigned student portfolio via standups, coaching, and accountability frameworks.
• Lead weekly 1:1 coaching conversations and daily check-ins that enable students to navigate obstacles and sustain forward progress.
• Track student performance in FounderOS, flag stalled momentum early, and arrange support resources as necessary.
• Facilitate connections between students and mentors, founders, operators, and opportunities that drive accelerated growth.
• Organize workshops, events, and community activities that deepen culture and elevate performance expectations.
• Demonstrate practical AI application and support students in embedding AI into their businesses, workflows, and decision-making.
• Accompany students on 3-4 school trips annually.

What You Won’t Be Doing

• Delivering in-depth strategic business consulting as students develop their companies.
• Tolerating performance below a student's proven capabilities.
• Teaching traditional academic subjects.
• Facilitating workshops beyond your area of competence.
• Offering generic resources or introductions that fail to meet Founders School quality standards.

Basic Requirements

• 3+ years in leadership or high-impact individual contributor positions within startups, growth-stage organizations, or comparably rigorous environments.
• Comfort engaging in entrepreneurial discussions and recognizing when specialized expertise is required.
• A standout capability beyond coaching: workshop design, event planning, content development, community cultivation, relationship building, or another equally impactful skill.
• Skill in delivering challenging feedback that enhances motivation and elevates performance.
• Regular use of AI tools with concrete examples demonstrating how AI enhances your output.
• Willingness to work on-site in New York City (relocation assistance available).
• Authorization to work in the United States.

Nice-to-have Requirements

• Lauunched or co-launched a business.
• Background coaching, mentoring, or managing programs for teenagers or young adults.
• An established network of founders, operators, investors, or mentors.
• Early-stage startup exposure where you managed multiple 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.

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.