Enrollment Director, Alpha (Remote)

Families who join Alpha as Founding Families rely on trusted advisors across every aspect of their lives. When Alpha opens in a new city, you are the advisor they have not yet met.

These families come to you already familiar with Alpha. They have researched the school, asked preliminary questions, and determined they want to learn more. They are not unqualified leads—they are informed, engaged, and frequently motivated. What remains is the commitment itself. Your responsibility is to guide them through that final stage with the discernment, confidence, and interpersonal skill that families of this caliber expect when decisions carry this level of significance. You will evaluate whether each family truly aligns with the founding cohort—and you will decline prospects as readily as you will enroll them.

This is conversion-focused admissions work. Prospects reach you already vetted. Your engagement starts at the information session, the campus shadow day, the follow-up conversation—the points where interest becomes certainty. Approximately 60% of your role involves closing: roadshow events, individualized dialogue, persistent follow-through, and the post-shadow discussions that turn enthusiasm into executed enrollment agreements. The remainder is early community activation—empowering enrolled founding families to serve as public advocates before the campus launch. Once a campus Associate Dean arrives, you transition out and advance to the next city.

Alpha operates outside conventional schooling norms. Students complete their core curriculum in two hours daily through AI-driven applications, then dedicate the balance of their time to public speaking, critical reasoning, and applied projects. No traditional lectures. No rote assignments. Performance outcomes in the top 1% nationally. Founding Families are making one of the most consequential educational commitments they will face, in a structure that bears no resemblance to their own schooling—and they are doing so before the physical campus exists. The questions they raise in their final interactions are the most challenging. You will need unwavering confidence to address them.

If leading high-stakes family decisions with precision, authority, and intentional selectivity aligns with your strengths, continue reading.

What You Will Be Doing

• Accept qualified, lower-funnel prospects and shepherd them through enrollment's final phases—information sessions, shadow day visits, post-event follow-up, and executed agreements
• Evaluate Founding Family alignment at every lower-funnel touchpoint, exercising the judgment and confidence to turn away families whose priorities or expectations diverge from Alpha's educational approach
• Take ownership of post-shadow-day outreach: the personalized conversations that transform a positive visit into a binding commitment
• Design and lead roadshow experiences in new markets—high-caliber events structured to advance already-engaged families toward a final decision
• Activate early enrolled families as public advocates prior to campus opening, establishing the grassroots credibility that anchors each founding cohort
• Function as the primary relationship contact for newly enrolled families until campus Associate Dean leadership transitions into place
• Communicate conversion data, family feedback, and alignment observations to the Dean of Parents, shaping how Alpha adapts its enrollment strategy across markets
• Travel up to 40% of the time across expansion cities to participate in events, execute roadshows, and facilitate shadow day experiences

What You Won’t Be Doing

• Conducting cold outreach or generating top-of-funnel awareness—families who reach you have already expressed interest and engagement
• Sustaining long-term family engagement after a campus Associate Dean assumes responsibility—your scope is conversion and launch, not ongoing stewardship
• Running events without a clear enrollment objective—every interaction you facilitate is designed to drive commitment
• Operating remotely from an office—this position demands in-person attendance at roadshows, shadow days, and community gatherings across multiple cities
• Lobbying for parent-requested modifications to Alpha's educational model—your mandate is to identify families who align, not to reshape the model for those who do not

Enrollment Director Key Responsibilities Lead qualified Founding Family prospects through the final enrollment stages across Alpha's expansion cities—evaluating alignment, closing with confidence, and cultivating the early advocacy network that supports each campus beyond your tenure.

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, with primary responsibilities centered on converting established relationships into final commitments—private school admissions, luxury hospitality, philanthropic advising, or comparable fields
• Proven experience managing lower-funnel decision cycles with sophisticated clients and delivering quantifiable conversion results—with concrete metrics you can reference: volume of prospects handled, conversion percentages, enrollment or commitment dollar values
• The discernment to evaluate family alignment objectively, including the confidence to decline families who are not suited for the cohort
• Executive-level communication and presence that build trust rapidly and sustain it through the most difficult final questions
• Direct exposure to independent, private, or alternative education—through professional work or as a parent—that provides authentic credibility when families challenge the model at the decision point
• Sincere belief in AI-powered education and the capacity to sustain that conviction through the skeptical conversations that precede every signed enrollment agreement

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

• Private or independent school admissions experience with documented lower-funnel performance—conversion metrics, completed enrollment agreements, founding cohort enrollment targets achieved
• Consultative sales or major gifts fundraising experience, closing high-value, relationship-intensive commitments with UHNW individuals and families
• Track record of operating across multiple geographic markets, establishing trust rapidly in the absence of prior relationships or brand presence
• Prior startup or early-stage company experience delivering conversion results without established infrastructure, documented processes, or mature team support
• Background in luxury hospitality or private client services where assessing client fit and maintaining selectivity were as critical as delivering service

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-RoundRoc-EnrollmentDire