Director of Enrollment Management
$200,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

Not accepting applications on crossover.com at this time.

Description

Families who choose to become Alpha Founding Families rely on trusted advisors across every aspect of their lives. In each city Alpha launches, you are the advisor they have yet to meet.

When these families reach you, they've already learned about Alpha, raised initial questions, and determined they want further information. They're not unfamiliar prospects—they're engaged, interested, and frequently motivated. What remains is the final commitment. Your responsibility is to navigate that closing distance with the discernment, authority, and interpersonal skill that discerning families require when making decisions of this magnitude. You'll evaluate whether each family truly belongs in a founding cohort—and you'll decline as readily as you'll enroll.

This is conversion-focused admissions work. Inbound leads are pre-qualified. Your involvement starts at the information session, the shadow visit, the follow-up conversation—the critical junctures where families shift from curious to committed. Approximately 60% of your effort goes toward enrollment: roadshow events, individual discussions, persistent outreach, and the post-shadow calls that transform a strong impression into a binding agreement. The remainder is early engagement—activating enrolled founding families to serve as vocal advocates before campus launch. Once a campus Associate Dean arrives, you transition responsibility and proceed to the next market.

Alpha operates outside the traditional school framework. Students complete core academics in two hours daily through AI-powered applications, then dedicate remaining time to public speaking, critical thinking, and applied projects. No lectures. No filler assignments. Performance in the top 1% nationally. Founding Families are undertaking one of the most consequential educational decisions they will make, in a structure that bears no resemblance to the institutions they knew—and doing so before the campus exists. The questions they pose in final discussions are the most challenging. You'll need unwavering conviction to address them all.

If steering high-stakes family commitments with clarity, authority, and deliberate selectivity describes work that aligns with your strengths, continue reading.

What you will be doing

  • Accept warm, lower-funnel leads and shepherd them through final enrollment phases—information sessions, shadow visits, follow-up outreach, and executed agreements
  • Evaluate Founding Family alignment during the lower funnel, exercising the discernment and assurance to turn away families whose priorities or expectations diverge from Alpha's approach
  • Take ownership of post-shadow-visit outreach: the direct conversations that translate a powerful experience into a signed commitment
  • Organize and facilitate roadshows in new markets—premium events structured to advance already-engaged families toward enrollment
  • Activate early-enrolled families as public advocates prior to campus opening, establishing the grassroots momentum that supports each founding cohort
  • Function as the primary relationship contact for newly enrolled families until a campus Associate Dean takes over sustained engagement
  • Communicate conversion trends, family feedback, and fit observations to the Dean of Parents, shaping how Alpha adapts its strategy in emerging markets
  • Travel as much as 40% across growth markets to participate in events, conduct roadshows, and oversee shadow day programming

What you will NOT be doing

  • Conducting cold outreach or early-stage lead development—families entering your scope have already expressed interest and engagement
  • Sustaining ongoing family relations after a campus Associate Dean assumes responsibility—your focus is enrollment and launch, not extended relationship stewardship
  • Running events disconnected from enrollment goals—every interaction you facilitate carries a conversion objective
  • Operating remotely from an office—this position demands in-person attendance at roadshows, shadow visits, and community gatherings across several markets
  • Championing family-initiated modifications to Alpha's educational model—your mandate is to identify families who align, not reshape the model to accommodate those who don't

Key responsibilities

Shepherd warm, vetted Founding Family prospects through final enrollment stages across Alpha's growth markets—evaluating alignment, securing commitments with confidence, and establishing the early advocacy infrastructure that anchors each campus as you advance to the next.

Candidate requirements

  • Prepared and able to travel as much as 40% across Alpha growth markets
  • Authorized to work legally in the United States without sponsorship requirements
  • 5+ years in a client-facing capacity serving high-net-worth or ultra-high-net-worth families, with primary responsibility for advancing warm relationships to final commitment—private school admissions, luxury hospitality, philanthropic advising, or comparable fields
  • Proven record of steering lower-funnel decision journeys with sophisticated clients and delivering quantifiable conversion results—with metrics you can articulate: prospects handled, conversion percentage, enrollment or commitment dollar value
  • The discernment to evaluate family fit transparently, including the confidence to decline families unsuited for the cohort
  • Executive bearing and communication capability that builds trust rapidly and sustains it through the most difficult final inquiries
  • Direct experience with independent, private, or alternative education—either professionally or as a parent—that equips you with authentic credibility when families challenge the model at the point of decision
  • Sincere commitment to AI-powered education and the capacity to sustain that conviction during the skeptical concluding conversations that precede each signed agreement

Nice to have

Outstanding candidates will possess at least one of the following:

  • Private or independent school admissions background with documented lower-funnel performance—conversion percentages, executed enrollment contracts, founding cohort benchmarks achieved
  • Consultative sales or major gifts fundraising experience, securing high-value, relationship-based commitments with UHNW individuals and families
  • Track record of operating in multiple markets, establishing trust rapidly without preexisting relationships or recognized brand presence
  • Prior startup or early-stage involvement driving conversion results absent infrastructure, established processes, or developed team resources
  • Experience in luxury hospitality or private estate services where selectivity and fit evaluation were as critical as service excellence

Meet a successful candidate

Watch Interview
Chris Hayes
Chris  |  L2 Guide
United States

Ever wondered if work is enhancing your life, or erasing it? After years of late nights as a fitness coach left him exhausted and disconnect...

Meet Chris

Applying for a role? Here’s what to expect.

Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.

Chat-style
screening interview.
STEP 1

Chat-style
screening interview.

Cognitive 
aptitude test.
STEP 2

Cognitive 
aptitude test.

Prove real-world 
job skills.
STEP 3

Prove real-world 
job skills.

Interview with the hiring manager.
STEP 4

Interview with the hiring manager.

Pass
proctored test.
STEP 5

Pass
proctored test.

Accept job offer.
STEP 6

Accept job offer.

Frequently asked questions

About Crossover

Meet some people who've landed similar jobs

Why Crossover

Recruitment sucks. So we’re fixing it.

The Olympics of work

The Olympics of work

It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.

Premium pay for premium talent

Premium pay for premium talent

Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.

Shortlist by skills, not bias

Shortlist by skills, not bias

We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.

Crossover Logo White
Follow us on
Have a question?

Get answers to common questions using our smart chatbot Crosby.

HELP AND FAQs

Join the world's largest community of  AI first Remote WorkersAI-first remote workers.