Director of Enrollment, Alpha - $200,000/year USD at Crossover
- On-site (multiple locations – see Requirements)
- W2 Employee
- $200K/yr
The families who select Alpha rely on trusted advisors across every part of their lives. This is the one role they haven't yet filled.
You will become the person they reach out to when uncertainty surfaces, when something doesn't sit right, or when they want to share a moment they know you'll appreciate. You'll understand each family deeply enough to sense what they require before they articulate it—and you'll possess the judgment and composure to manage what they bring with tact, empathy, and effortless professionalism. Over time, you won't simply be connected to their child's education. You'll be woven into the way they navigate this stage of their family's journey.
That level of trust isn't built through procedure. It's cultivated through presence—steady, reliable, and unhurried. You'll be on-site during morning drop-off and afternoon pick-up, at the evening gatherings that count, and in the unscheduled one-on-one exchanges that never appear on a schedule. You'll foster a community that families want to protect, where inclusion feels organic and word-of-mouth spreads naturally because the experience justifies it.
Alpha operates differently from conventional schools. Students complete their core academic work in two hours daily using AI-driven applications, then dedicate the remainder of their time to public speaking, critical reasoning, and applied projects. No traditional lectures. No filler assignments. Top 1% outcomes nationally. The families who enroll are investing in something they value deeply—but that commitment requires ongoing care.
You'll sustain that dialogue with each family, through every uncertainty, for the duration of their child's time with us. If the prospect of championing an unconventional approach to discerning critics feels burdensome, this position won't suit you. If it feels like the most compelling work you could undertake, continue reading.
What You Will Be Doing
- Take ownership of the relationship with every family at your campus—the evolving, deepening connection that makes parents feel genuinely understood, not merely served
- Identify concerns before they escalate into formal discussions, and address them with the tact and interpersonal skill that preserves confidence
- Maintain visible presence where families gather: morning drop-off (7–9am), afternoon pick-up (2–4pm), evening parent gatherings, and select weekend events
- Create a campus community with real substance—events, rituals, and touchpoints that make families feel part of something meaningful and worth safeguarding
- Develop parent advocates naturally, delivering experiences so reliably outstanding that referrals emerge as the organic result
- Sustain the ongoing dialogue about Alpha's AI-powered approach with families managing screen time questions, skeptical relatives, and occasional reservations—not only during enrollment, but across their entire tenure on campus
- Recognize when a family is not the right match and manage that outcome with the same care you apply elsewhere—protecting the community is integral to serving it
- Establish the systems and routines this role demands in a setting where the blueprint is still being developed
What You Won’t Be Doing
- Managing enrollment operations—that falls under the Admissions Director's purview; your work starts when families enroll and deepens from there
- Operating from behind a desk—your visible engagement with the community defines the role
- Maintaining standard 9–5 hours—early mornings, late afternoons, and evening commitments are foundational to the job, not occasional add-ons
- Relying on administrative infrastructure, established workflows, or a complete team—you function with significant autonomy and create what's necessary
- Approaching family relationships as transactional accounts—this role rewards authentic engagement, not procedural adherence
Director Of Enrollment Key Responsibilities
Serve as the trusted relationship anchor for every family's journey at Alpha. Maintain their confidence during challenging periods, cultivate a community where belonging feels intentional, and establish the conditions under which satisfied families become active advocates.
Basic Requirements
- Currently live within commuting range of one of these campuses OR prepared to relocate within 60 days (preference given to candidates with established local ties): Denver, CO; Greenwich, CT; Boca Raton, FL; Tampa, FL; Boston, MA; Bethesda, MD; Charlotte, NC; Las Vegas, NV; Oklahoma City, OK; Tulsa, OK; Nashville, TN; Austin, TX; Dallas (Carrollton), TX; Fort Worth, TX; Houston (The Woodlands), TX; Park City, UT; Burlington, VT; Kirkland, WA; or Jackson Hole, WY
- Legally authorized to work in the U.S. without sponsorship
- 5+ years in a relationship-focused capacity serving high-net-worth or ultra-high-net-worth families—private school admissions, luxury hospitality, philanthropy, or any context where discretion, warmth, and interpersonal skill were equally critical as competence
- Proven capacity to maintain relationships through challenging situations with sophisticated families and preserve trust throughout
- Authentic presence and communication approach that builds confidence rapidly with affluent, high-expectation families—genuine rather than rehearsed
- Direct familiarity with independent, private, or alternative education—through professional experience or as a parent—that provides credible standing when families raise questions about the model
- Sincere conviction in AI-powered education and the capacity to sustain that belief authentically across years of parent engagement, not limited to the enrollment phase
- Availability for flexible scheduling: early mornings (7–9am), late afternoons (2–4pm), evening functions 2–3x monthly, and periodic weekend activities
Nice-to-have Requirements
Outstanding candidates will possess at least one of the following:
- Pre-existing connections within the local affluent community that would provide an immediate, organic advantage on campus
- Private school or independent school background with demonstrated success in family retention and community building—beyond enrollment metrics alone
- Experience managing high-stakes family dynamics where your judgment and discretion were the reason relationships remained strong
- Natural ability to design experiences—gatherings, moments, environments—where people feel connected to something worth defending
- Prior startup or early-stage involvement where you built from the ground up and maintained composure through rapid change
About Alpha
Join the team building school around student growth
Alpha reimagines the school day around faster learning, stronger mentorship, and more time for students to build real-world skills.
Roles with real student impact: Alpha hires teachers (guides), operators, admissions experts, school & curriculum leaders, and remote team members.
Education work that pays like it matters: Alpha offers six-figure roles for people ready to help build a radically better school experience.
A culture built for builders: Alpha is fast-moving, ambitious, and student focused. It’s for people who want to improve the system, not maintain it.
Alpha is where you can do the most meaningful work of your career.
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-5598-US-Provo-DirectorofEnro
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