What are the responsibilities and job description for the Director of Enrollment, Alpha - $200,000/year USD position at Crossover?
- On-site (multiple cities)
- W2
- $200K annually
You'll become the person they reach out to when uncertainty arises, when something doesn't feel quite right, or when they want to share a moment they're confident you'll appreciate. You'll develop such a thorough understanding of each family that you'll sense their needs before they voice them—and you'll possess the judgment and composure to address whatever they bring to you with care, warmth, and apparent ease. Over time, you won't simply be affiliated with their child's school. You'll become woven into how they navigate this phase of their family's journey.
This level of trust isn't built through procedure. It emerges from presence—daily, steady, patient. You'll be a visible figure during morning drop-off and afternoon pick-up, at the evening gatherings that carry weight, and in the individual conversations that never appear on a schedule. You'll cultivate a community that families feel invested in protecting, where belonging comes naturally and referrals arise because the experience justifies them.
Alpha operates differently from conventional schools. Students complete their core academics in two hours daily using AI-powered applications, then dedicate the remainder of their time to public speaking, critical thinking, and hands-on projects. No lectures. No filler assignments. Top 1% outcomes nationally. The families who commit are investing in something they value deeply—but that conviction requires ongoing care.
You'll sustain that dialogue with every family, through every uncertainty, throughout their child's enrollment. If defending a non-traditional approach to discerning skeptics feels like an obstacle, this position won't suit you. If it feels like the most compelling dialogue you could be engaged in, continue reading.
What You Will Be Doing
- Take full ownership of the relationship with every family at your campus—the continuous, evolving relationship that ensures parents feel understood, not simply attended to
- Identify concerns before they surface as conversations, and address them with the discretion and interpersonal skill that preserves trust
- Maintain visible presence where families gather: morning drop-off (7–9am), afternoon pick-up (2–4pm), evening parent gatherings, and select weekend programming
- Develop a campus community with authentic depth—events, rituals, and interactions that give families a sense of belonging to something they want to safeguard
- Foster parent champions naturally, delivering experiences of such consistent quality that referrals emerge organically
- Sustain the ongoing dialogue about Alpha's AI-driven approach with families managing screen time questions, skeptical relatives, and occasional uncertainty—not only during enrollment, but across their entire campus experience
- Recognize when a family isn't aligned and manage that reality with the same care you apply to everything else—protecting the community is integral to serving it
- Establish the systems and routines this position demands in a setting where the blueprint is still being developed
- Handling enrollment—that falls to the Admissions Director; your role begins when families enroll and grows from that point forward
- Operating from behind a desk—your presence within the community defines the role
- Maintaining standard 9–5 hours—early mornings, late afternoons, and evening programming are integral to the position, not occasional requirements
- Relying on administrative infrastructure, established protocols, or a complete team—you function with significant autonomy and create what's necessary
- Approaching family relationships as accounts to manage—this role rewards authentic connection, not procedural adherence
Serve as the trusted relationship anchoring every family's experience at Alpha. Maintain their confidence through challenging moments, cultivate a community where belonging feels meaningful, 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): Scottsdale, AZ; Denver, CO; Greenwich, CT; Boca Raton, FL; Boston, MA; Bethesda, MD; Oklahoma City, OK; Tulsa, OK; Nashville, TN; Fort Worth, TX; Houston, TX; Park City, UT; Chantilly, VA; or Kirkland, WA
- Authorized to work in the U.S. without requiring sponsorship
- 5 years in a relationship-focused role serving high-net-worth or ultra-high-net-worth families—private school admissions, luxury hospitality, philanthropy, or any context where discretion, warmth, and interpersonal sophistication were as 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, demanding families—not polished in a manner that appears rehearsed
- Direct familiarity with independent, private, or alternative education—through professional experience or as a parent—that provides you genuine credibility when families challenge the model
- Sincere conviction in AI-powered education and the capacity to sustain that belief authentically across years of parent relationships, not merely during enrollment discussions
- Flexibility for non-standard hours: early mornings (7–9am), late afternoons (2–4pm), evening programming 2–3 times monthly, and occasional weekend events
Outstanding candidates will possess at least one of the following:
- Established connections within the local affluent community that would provide you immediate, organic credibility on campus
- Private school or independent school background with demonstrated success in family retention and community building—not merely enrollment metrics
- Experience managing high-stakes family relationships where your judgment and discretion were the foundation of sustained trust
- A talent for designing experiences—events, moments, settings—where people feel they belong to something meaningful
- Prior startup or early-stage experience where you created from scratch and remained composed amid rapid change
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-5598-US-Chantill-DirectorofEnro
Salary : $200,000