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 a billionaire — and how to guide them through the most significant choice they will ever make for their child. That is this role. If your default approach is to "manage applicants" or "optimize conversion," you won't fit here. If your default is to own a relationship entirely, over many years, this could be the most rewarding position of your career.

Founders School is a four-year high school where teenagers launch real businesses targeting $1M in profit before they graduate. Annual tuition is $150K, backed by a guarantee: $1M in profit by graduation, or full tuition refund. The program begins in New York City in Fall 2026 with 20 students, with plans to grow to 1,000. Our families are among the most accomplished and selective individuals in the world — many hold net worths in the hundreds of millions to billions. Every single one of those relationships must be owned by someone, from initial contact through enrollment and beyond.

This is more akin to managing investor relations at a premier fund — not admissions at a traditional private school. You cultivate a pipeline of affluent prospects, lead them through a substantive evaluation process, secure their commitment on a major decision, and then sustain that relationship over years so trust deepens: they re-enroll, they bring in siblings, they recommend peers.

What you will be doing

  • Taking ownership of the entire pipeline of qualified prospective families — every lead, whether inbound, generated at an event, or through referral, becomes a genuine relationship with you as the central point. Consistent calls, deliberate follow-up, and being the person who either has the answer to every question, large or small, or secures it quickly.
  • Organizing events that bring together current and prospective families, ranging from larger informational sessions to intimate dinners and casual gatherings.
  • Leading families through the application and diligence journey — clarifying the school, the guarantee, and the trajectory, and guiding them from curiosity to enrollment without resorting to high-pressure tactics.
  • Maintaining engagement with every family in the ecosystem — those in decision mode, those enrolled, and those whose younger children will follow. Proactive outreach ensures families hear from you before needing to reach out.
  • Serving as the human face of Founders School for these families, and developing the repeatable relationship-and-enrollment infrastructure that enables the program to operate and scale.
  • Collaborating directly with the school heads who manage the highest-tier conversations early, while you construct the operational system beneath.

Like a fund, the annual cycle has two phases: an active period focused on cultivating relationships with prospective families and moving them toward commitment, and a maintenance period dedicated to keeping enrolled families engaged, proactively informed, and satisfied enough to renew their confidence and bring others in.

What you will NOT be doing

  • Selling. There is no commission, no quota, and no aggressive closing. If a family feels pressured at any point, we have failed. You are not a salesperson; you are the person they trust most in this decision.
  • Managing selectivity. Traditional admissions centers on rejecting applicants at a 4%-acceptance institution. We are building something new and persuading exceptional families to take a chance on it.
  • Handing families off and stepping back. The relationship does not conclude at the deposit — it marks the start of a multi-year relationship you continue to own.
  • Drowning in logistics. Scheduling, paperwork, and enrollment administration are managed by operations. Your time remains focused on families.

Key responsibilities

At 6 months, you own the complete pipeline of prospective NYC families — each one has a real relationship with you, and the heads of school are no longer the constraint on any relationship below the highest tier. The Fall 2027 cohort's families have been personally guided from interest to enrollment, every enrolled family benefits from a proactive touch-point rhythm, and you have developed the initial version of the messaging and family-relationship playbook that does not exist today.

At 12 months, the NYC funnel operates through you as a system, not improvisation — you can describe the pipeline, the conversion rates, and the status of every family relationship at any moment. Enrolled families are renewing their trust and bringing in referrals; retention and referral success are measurably attributable to you.

As the program scales toward 1,000 students and expands to multiple cities, you will build and lead the enrollment team below you — recruiting, training, and defining the family experience across every campus. You are entering on the ground floor of the function that will determine whether Founders School fills its seats with the right families.

Candidate requirements

  • You are genuinely comfortable and effective in building relationships with high-net-worth individuals. You have done it in a previous role — investor relations, private wealth, private-client sales, luxury or hospitality at the Four Seasons / Aman level, high-end real estate, or similar — and you can engage confidently with someone worth a billion dollars, interpret their idiosyncrasies, and relate as a peer rather than a subordinate. This is non-negotiable.
  • You are relationship-focused, not transaction-focused. You would be uncomfortable in a high-pressure, commission-driven environment, and you are motivated by building something enduring and excellent rather than chasing a metric.
  • You are organized and proactive enough to own a pipeline entirely on your own. Nothing slips through, and no family ever feels neglected after they enroll.
  • You are located in or willing to relocate to New York, NY within 60 days.
  • You are legally authorized to work in the United States.

Nice to have

  • Investor-relations or relationship-management experience at a fund — the closest parallel to this role. This explicitly includes talented individuals who are burnt out on the fundraising treadmill and want to apply the same skill set to something meaningful.
  • An existing network among, or credibility with, NYC high-net-worth families.
  • Genuine belief in the mission — that entrepreneurship offers a superior education to the traditional path — and enthusiasm to communicate that story.

Meet a successful candidate

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