Head 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

Head of Enrollment   $400,000 USD/year

Description

You know how to build a relationship with someone worth a billion dollars — and how to earn their trust with the most important decision they'll make for their kid. That's the job. If your instinct is to "process applications" or "run a funnel," this isn't for you. If your instinct is to own a relationship completely, for years, this might be the best role you ever take.

Founders School is a 4-year high school program where teenagers build real companies targeting $1M in profit by graduation. Tuition is $150K/year, and we guarantee $1M in profit by graduation or the tuition is refunded. The program launches in New York City in Fall 2026 with 20 students, scaling toward 1,000. Our families are among the most successful and discerning people in the world — many are worth hundreds of millions to billions of dollars. Someone has to own every one of those relationships from first hello to enrolled and long after.

This is closer to running investor relations at a top fund — not admissions at a private school. You manage a pipeline of high-net-worth prospects, engage them through a serious process, get them to commit to a major decision, and then maintain the relationship for years so their trust compounds: they re-enroll, they enroll siblings, they refer their friends.

What you will be doing

  •  Owning the full pipeline of qualified prospective families — every lead, whether inbound, sourced at an event, or referred, becomes a real relationship with you at the center. Regular calls, thoughtful follow-up, and being the person who either has the answer to any question, big or small, or gets it fast.
  • Hosting events to bring together prospective and current families, anything from larger info sessions to more intimate dinners and happy hours.
  • Guiding families through the application and diligence process — explaining the school, the guarantee, and the path, and shepherding them from interested to enrolled without ever high-pressure selling.
  • Keeping every family in the ecosystem warm — the ones deciding, the ones enrolled, and the ones whose siblings come next. Proactive touch-points, so families hear from you before they have to ask.
  • Being the human face of Founders School for these families, and building the repeatable relationship-and-enrollment system that lets the program run and grow.
  • Working directly with the school heads who own the very top-tier conversations early on while you build the machine underneath.

Like a fund, the year has two rhythms: an active period where you build relationships with prospective families and move them toward commitment, and a maintenance period where you keep enrolled families close, proactively updated, and delighted enough to re-up their trust and bring others in.

What you will NOT be doing

  • Selling. There is no commission, no quota, and no hard close. If a family ever feels pressured, we've failed. You're not a salesperson; you're the person they trust most in this decision.
  • Managing scarcity. Traditional admissions is about saying no at a 4%-acceptance school. We're building something new and convincing extraordinary families to bet on it.
  • Handing families off and disappearing. The relationship doesn't end at the deposit — it's the beginning of a multi-year relationship you own.
  • Drowning in logistics. Scheduling, paperwork, and enrollment admin are handled by ops. Your time stays on families.

Key responsibilities

At 6 months, you own the full pipeline of prospective NYC families — everyone has a real relationship with you, and the heads of school are no longer the bottleneck on any relationship below the top tier. The Fall 2027 cohort's families have been personally guided from interest to enrolled, every enrolled family has a proactive touch-point cadence, and you've built the first version of the talk track and family-relationship playbook that doesn't exist today.

At 12 months, the NYC funnel runs through you as a system, not a scramble — you can articulate the pipeline, the conversion, and the health of every family relationship at any time. Enrolled families are re-upping their trust and referring others; retention and referral are measurably yours.

As the program scales toward 1,000 students and multiple cities, you build and lead the enrollment team beneath you — hiring, training, and shaping the family experience across every campus. You're getting in on the ground floor of the function that determines whether Founders School fills its seats with the right families.

Candidate requirements

  • You are genuinely comfortable and effective at building relationships with high-net-worth people. You've done it in a prior role — investor relations, private wealth, private-client sales, luxury or hospitality at the Four Seasons / Aman tier, high-end real estate, or similar — and you can hold your own with someone worth a billion dollars, read their eccentricities, and be a peer rather than a supplicant. This is non-negotiable.
  • You are relationship-driven, not transaction-driven. You'd be uncomfortable in a hard-sell, commission-chasing culture, and you're motivated by building something lasting and excellent rather than pumping a number.
  • You are organized and proactive enough to own a pipeline entirely on your own. Nothing falls through the cracks, and no family ever feels forgotten after they sign.
  • 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 analog to this role. This explicitly includes talented people who are burnt out on the fundraising treadmill and want to do something meaningful with the same skill set.
  • An existing network among, or credibility with, NYC high-net-worth families.
  • Genuine belief in the mission — that entrepreneurship is a better education than the traditional path — and excitement to tell that story.

Meet a successful candidate

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