Director of Enrollment
$400,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

New York, NY, US
In-person
full-time (40 hrs/week)
Flexible schedule
Long-term role

Director of Enrollment   $400,000 USD/year

Description

You understand how to cultivate a relationship with individuals whose net worth exceeds a billion dollars—and how to secure their confidence when they make the single most consequential decision regarding their child's future. That is the essence of this position. If your default approach is to "manage applications" or "optimize a conversion funnel," you should look elsewhere. If your default is to assume full ownership of relationships that span years, this could be the most fulfilling role of your career.

Founders School is a four-year secondary education program in which students launch genuine companies with the goal of achieving $1M in profit before they graduate. Annual tuition stands at $150K, backed by a guarantee: $1M in profit by graduation or full tuition reimbursement. The inaugural New York City cohort will enroll 20 students in Fall 2026, with plans to expand toward 1,000. Our families rank among the world's most accomplished and selective—many hold wealth ranging from hundreds of millions into the billions. Each of these relationships requires a singular owner, from the initial conversation through enrollment and well beyond.

The nature of this work more closely resembles investor relations at an elite fund than admissions at a traditional independent school. You will steward a portfolio of high-net-worth prospects, guide them through a rigorous decision-making journey, secure their commitment to a significant investment, and then sustain those relationships over years so that trust deepens: they re-enroll, enroll siblings, and introduce peers.

What you will be doing

  • Taking complete ownership of the qualified prospect pipeline—every lead, whether inbound, sourced at a gathering, or referred—becomes a substantive relationship centered on you. You will conduct regular calls, execute thoughtful follow-ups, and serve as the person who either holds the answer to any question, significant or minor, or retrieves it quickly.
  • Organizing events that convene prospective and enrolled families, ranging from larger informational sessions to smaller dinners and receptions.
  • Shepherding families through the application and due-diligence journey—articulating the school's model, the guarantee, and the trajectory—and guiding them from curiosity to commitment without resorting to aggressive selling.
  • Maintaining consistent engagement across the family ecosystem—those in the decision phase, those already enrolled, and those with younger siblings on deck. You initiate proactive touchpoints so families hear from you before they need to reach out.
  • Serving as the human embodiment of Founders School for these families, and constructing the scalable relationship-and-enrollment infrastructure that enables the program to operate and expand.
  • Collaborating directly with school leadership who steward the highest-tier conversations in the early stages while you establish the operational foundation.

Much like a fund, the calendar follows two distinct phases: an active season during which you cultivate relationships with prospective families and advance them toward commitment, and a stewardship phase in which you keep enrolled families engaged, informed, and delighted enough to renew their trust and advocate for the school.

What you will NOT be doing

  • Selling in the conventional sense. There is no commission structure, no quota target, and no hard-close tactics. If a family perceives pressure, we have failed. You are not a salesperson; you are the individual they trust most deeply in this choice.
  • Operating in a scarcity mindset. Traditional admissions revolves around rejection at institutions with 4% acceptance rates. We are building something unprecedented and persuading exceptional families to invest in it.
  • Transitioning families to another party and stepping away. The relationship does not conclude at deposit—it marks the start of a multi-year engagement you will continue to own.
  • Becoming overwhelmed by logistics. Scheduling, documentation, and enrollment administration are managed by operations. Your time remains focused on families.

Key responsibilities

Within six months, you will own the complete prospective-family pipeline for NYC—each prospect maintains a genuine relationship with you, and school leadership is no longer the limiting factor for any relationship outside the top tier. The families comprising the Fall 2027 cohort will have been personally escorted from initial interest through enrollment, every enrolled family will receive a structured proactive engagement cadence, and you will have developed the initial version of the conversation framework and family-relationship playbook that does not yet exist.

At the twelve-month mark, the NYC enrollment process will operate through you as a system rather than an improvisation—you will be able to describe the pipeline, conversion metrics, and the health of every family relationship at any moment. Enrolled families will be renewing their trust and generating referrals; retention and advocacy will be measurably attributable to you.

As the program scales toward 1,000 students across multiple cities, you will recruit and lead the enrollment function beneath you—hiring, training, and defining the family experience across all campuses. You are joining at the foundational stage of the function that will determine whether Founders School attracts and enrolls the right families.

Candidate requirements

  • You are authentically comfortable and proficient at cultivating relationships with high-net-worth individuals. You have demonstrated this in a prior capacity—investor relations, private wealth management, private-client sales, hospitality at the Four Seasons or Aman level, luxury real estate, or comparable fields—and you can engage confidently with someone worth a billion dollars, interpret their preferences and idiosyncrasies, and relate as a peer rather than a subordinate. This is non-negotiable.
  • You are relationship-oriented, not transaction-oriented. You would be ill-suited to a hard-sell, commission-driven environment, and you are motivated by creating something enduring and excellent rather than maximizing short-term metrics.
  • You possess the organizational discipline and proactive mindset required to own a pipeline independently. Nothing is overlooked, and no family feels neglected after they commit.
  • You are based in New York, NY, or prepared to relocate within 60 days.
  • You hold legal authorization to work in the United States.

Nice to have

  • Investor-relations or relationship-management experience at a fund—the closest functional parallel to this role. This explicitly includes high-performing individuals who are exhausted by the fundraising cycle and seek to apply the same skill set toward something more purposeful.
  • An established network within, or credibility among, New York City high-net-worth families.
  • Sincere conviction in the mission—that entrepreneurship offers a superior education to the conventional model—and enthusiasm for articulating that vision.

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