Director of Strategic Enrollment
$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 

United States
Semi-flexible schedule
Hybrid location
full-time (40 hrs/week)
Long-term role

Director of Strategic Enrollment   $200,000 USD/year

Description

The families who join Alpha as Founding Families rely on trusted advisors across every aspect of their lives. Each time Alpha launches in a new city, you become the advisor they haven't yet discovered.

By the time these families reach you, they've already learned about Alpha, posed their initial questions, and chosen to explore further. They're not unfamiliar with the opportunity—they're engaged, curious, and frequently enthusiastic. What remains is the commitment itself. Your responsibility is to shepherd them through this final stage with the discernment, composure, and interpersonal sophistication that families of this caliber expect when decisions carry such weight. You'll evaluate whether each family is truly suited for a founding cohort—and you'll be equally prepared to decline as you are to enroll.

This is admissions work focused on the lower funnel. Leads reach you already qualified. Your involvement begins at the information session, the shadow visit, the follow-up call afterward—the critical moments when families transition from curiosity to certainty. Approximately 60% of your time centers on conversion: roadshows, individual discussions, persistent outreach, and the post-shadow conversations that transform a strong impression into a signed commitment. The remainder involves early advocacy—activating enrolled founding families to serve as visible ambassadors before the campus doors open. Once a campus Associate Dean arrives, you transition and advance to the next market.

Alpha operates differently from conventional schools. Students complete their core academics in two hours daily using AI-driven applications, then dedicate the balance of their time to public speaking, critical reasoning, and applied projects. No traditional lectures. No filler assignments. Top 1% outcomes nationally. Founding Families are making one of the most consequential educational choices of their lives, in a framework that bears no resemblance to the schools they remember—and they're committing before the campus has launched. The questions they raise in their final conversations are the most difficult ones. You'll need to maintain your conviction through every one.

If steering high-stakes family decisions with clarity, composure, and authentic selectivity is the work you're designed for, continue reading.

What you will be doing

  • Accept warm, lower-funnel prospects and shepherd them through the concluding phases of enrollment—information sessions, shadow visits, post-visit outreach, and executed agreements
  • Evaluate Founding Family alignment throughout the lower funnel, with the discernment and assurance to turn away families whose principles or expectations diverge from Alpha's framework
  • Take ownership of post-shadow-day outreach: the individual conversations that transform a strong experience into a firm commitment
  • Organize and facilitate roadshows in expansion markets—exceptional events engineered to advance already-engaged families toward a decision
  • Activate early enrolled families as prominent advocates before campus launch, establishing the organic endorsement foundation that supports each founding cohort
  • Function as the relationship anchor for newly enrolled families until a campus Associate Dean takes over sustained engagement
  • Communicate conversion trends, family feedback, and alignment observations to the Dean of Parents, shaping how Alpha adapts its strategy in each new market
  • Travel up to 40% across expansion markets to participate in events, facilitate roadshows, and guide shadow day experiences

What you will NOT be doing

  • Cold outreach or top-of-funnel lead development—families entering your pipeline have already expressed interest and engagement
  • Sustaining ongoing family relationships after a campus Associate Dean is onboarded—your focus is conversion and launch, not long-term stewardship
  • Facilitating events without enrollment objectives—every interaction you lead is designed with a conversion goal
  • Working remotely from an office—this position demands in-person presence at roadshows, shadow visits, and community gatherings across multiple markets
  • Championing parent-initiated modifications to Alpha's framework—your role is to identify families who align, not to reshape the framework for families who don't

Key responsibilities

Shepherd warm, qualified Founding Family prospects through the concluding phases of enrollment across Alpha's expansion markets—evaluating alignment, closing with confidence, and establishing the early advocacy infrastructure that sustains each campus after your departure.

Candidate requirements

  • Willing and able to travel up to 40% across Alpha expansion markets
  • Legally authorized to work in the U.S. without sponsorship
  • 5+ years in a client-facing capacity serving high-net-worth or ultra-high-net-worth families where your core work involved guiding established relationships to a final commitment—private school admissions, luxury hospitality, philanthropy, or comparable fields
  • Proven track record of managing lower-funnel decision journeys with sophisticated clients and delivering measurable conversion results—with metrics you can articulate: prospects handled, conversion rate, enrollment or commitment value
  • The discernment to evaluate family alignment honestly, including the confidence to decline families who aren't appropriate for the cohort
  • Executive presence and communication approach that builds trust rapidly and sustains it through the final, most challenging questions
  • Direct familiarity with independent, private, or non-traditional education—professionally or as a parent—that provides you genuine authority when families scrutinize the model at the point of commitment
  • Authentic enthusiasm for AI-powered education and the capacity to sustain that conviction through the skeptical final discussions that precede every signed agreement

Nice to have

Exceptional candidates will have at least one of the following:

  • Private school or independent school admissions experience with quantifiable lower-funnel results—conversion rates, executed enrollment agreements, founding cohort objectives achieved
  • Consultative sales or major gift fundraising history, closing high-value, relationship-centered commitments with UHNW individuals and families
  • Experience working across multiple markets, establishing trust rapidly without pre-existing relationships or recognized brand presence
  • Prior startup or early-stage experience producing conversion outcomes without infrastructure, documented playbooks, or an established team
  • Background in luxury hospitality or estate services where alignment assessment and selectivity were as critical as service execution

Meet a successful candidate

Watch Interview
CeCe
CeCe  |  Lead Guide
United States

Has the harsh reality of teaching in a broken system worn you down? This compassionate Lead Guide is redefining what it means to support kid...

Meet CeCe

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.