Director of Enrollment Management, Alpha (Remote)

Families choosing Alpha as founding members rely on trusted advisors in every aspect of their lives. In each new city Alpha launches, you become the advisor they have yet to discover.

These families enter the process already familiar with Alpha, having asked preliminary questions and expressed genuine interest. They are qualified, engaged, and often enthusiastic—not cold leads. What remains is the commitment. Your role is to navigate that final journey with the discernment, authority, and interpersonal sophistication that discerning families require when making decisions of this magnitude. You will evaluate whether each family truly aligns with a founding cohort—and you will decline as readily as you will enroll.

This is conversion-focused admissions. Prospects arrive pre-qualified. Your engagement begins at information sessions, shadow visits, and follow-up calls—the critical moments when interest transforms into certainty. Approximately 60% of your work centers on conversion: roadshow events, personalized consultations, diligent follow-through, and the post-shadow conversations that convert a strong impression into a binding agreement. The remainder involves early activation—empowering enrolled founding families to serve as public advocates before campus launch. Once a campus Associate Dean is onboarded, you transition and advance to the next market.

Alpha operates differently from conventional schools. Students complete core academics in two hours daily via AI-driven platforms, dedicating the remainder of their day to public speaking, critical reasoning, and applied projects. No traditional lectures. No unnecessary assignments. Performance in the top 1% nationally. Founding Families are committing to one of the most substantial educational decisions they will make, in a model fundamentally unlike the schools of their own experience—and doing so before the campus exists. The questions they raise in final discussions are the most challenging. You must sustain your conviction through every one.

If navigating high-stakes family decisions with precision, authority, and genuine selectivity defines the work you excel at, continue reading.

What You Will Be Doing

• Engage warm, lower-funnel prospects and shepherd them through final enrollment stages—information sessions, shadow visits, follow-up outreach, and executed agreements
• Evaluate Founding Family alignment throughout the conversion process, exercising the judgment and assurance to turn away families whose expectations or values conflict with Alpha's approach
• Drive post-shadow-visit follow-up: the personalized conversations that transform a positive experience into a formal commitment
• Design and facilitate roadshows in expansion markets—premium events structured to advance already-interested 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 relational contact 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 optimizes its strategy in emerging markets
• Travel up to 40% across expansion territories to participate in events, facilitate roadshows, and oversee shadow visit experiences

What You Won’t Be Doing

• Cold outreach or top-of-funnel lead development—families in your pipeline arrive already warmed and engaged
• Sustaining ongoing family engagement after a campus Associate Dean assumes the role—your focus is conversion and launch, not long-term relationship stewardship
• Conducting events lacking enrollment objectives—every interaction you lead is designed with conversion intent
• Operating remotely from an office—this position demands in-person presence at roadshows, shadow visits, and community gatherings across multiple regions
• Championing parent-initiated modifications to Alpha's educational model—your mandate is to identify families who align, not to reshape the model for those who do not

Director Of Enrollment Management Key Responsibilities Shepherd warm, qualified Founding Family prospects through the final enrollment phases across Alpha's expansion territories—evaluating alignment, securing commitments with conviction, and establishing the early advocacy infrastructure that sustains each campus after your departure.

Basic 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 responsibility involved advancing warm relationships to final commitment—private school admissions, luxury hospitality, philanthropy, or comparable fields
• Proven history of managing lower-funnel decision cycles with sophisticated clients and delivering measurable conversion results—with supporting data you can articulate: volume of prospects managed, conversion percentages, enrollment or commitment values
• The discernment to evaluate family alignment candidly, including the confidence to decline families unsuited for the cohort
• Executive presence and communication capability that builds trust rapidly and maintains it through the most difficult final inquiries
• Direct experience with independent, private, or non-traditional education—whether professional or as a parent—that equips you with authentic credibility when families challenge the model at the point of commitment
• Authentic passion for AI-powered education and the capacity to sustain that conviction through the skeptical final discussions that precede each signed agreement

Nice-to-have Requirements Exceptional candidates will possess at least one of the following:

• Private or independent school admissions experience with quantifiable lower-funnel results—conversion percentages, executed enrollment contracts, founding cohort objectives achieved
• Consultative sales or major gift fundraising background, securing high-value, relationship-centered commitments with UHNW individuals and families
• Experience working across multiple geographies, establishing trust rapidly without pre-existing relationships or established brand equity
• Prior startup or early-stage involvement driving conversion results absent infrastructure, documented processes, or a fully developed team
• Background in luxury hospitality or estate management where selectivity and fit evaluation were as critical as service excellence

About Alpha Want to join a learning rebellion that’s transforming the traditional classroom? Alpha School is on a mission to reshape education with a bold approach that harnesses AI to accelerate learning and unleash student potential.

They don’t play by the old rules. Alpha is creating a new paradigm where students master core academics in just two hours a day, freeing up time for hands-on, passion-driven learning that truly prepares them for the real world.

Alpha School is rewriting the rules of education. Sounds too good to be true? It’s not. There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

Working with us This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help\-and\-faqs for more details on this topic.

Crossover Job Code: LJ-5773-US-Orlando-DirectorofEnro