Director of Admissions and Enrollment, Alpha - $200,000/year USD

About the role

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.

Responsibilities

• Take ownership of relationships with every family at your campus—the sustained, evolving relationships that help parents feel recognized, not merely accommodated
• Identify concerns before they surface as formal discussions, and address them with the discretion and interpersonal skill that preserves trust
• Maintain visible presence in family-facing moments: morning arrivals (7–9am), afternoon departures (2–4pm), evening parent gatherings, and select weekend programming
• Develop a campus community with authentic character—programs, traditions, and touchpoints that give families a sense they're part of something worth safeguarding
• Foster parent advocates naturally, by delivering experiences so reliably excellent that referrals emerge as an organic result
• Sustain the dialogue about Alpha's AI-powered approach with families managing screen time questions, skeptical relatives, and occasional uncertainty—not only during enrollment, but throughout their entire campus experience
• Recognize when a family isn't aligned with the community and manage that realization with the same care you apply to everything else—preserving the community is an act of service
• Establish the systems and routines this role demands in a setting where the framework is still being developed

Requirements

• Currently reside within commuting distance of one of these campuses OR willing to relocate within 60 days (preference for candidates with existing community roots): 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 role serving high-net-worth or ultra-high-net-worth families—private school admissions, luxury hospitality, philanthropy, or any setting where discretion, warmth, and interpersonal fluency were as critical as competence
• Proven capacity to maintain relationships through challenging moments with sophisticated families and preserve trust throughout
• Authentic presence and communication approach that builds confidence rapidly with affluent, high-expectation families—not refined in a manner that appears rehearsed
• Direct familiarity with independent, private, or non-traditional education—either professionally or as a parent—that provides you credible footing 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 solely the enrollment phase
• Availability for variable hours: early mornings (7–9am), late afternoons (2–4pm), evening events 2–3x/month, and occasional weekend activities

Qualifications

• Exceptional candidates will have at least one of the following:
• Established relationships within the local affluent community that would provide you immediate, organic credibility on campus
• Private school or independent school background with a demonstrated history of family retention and community cohesion—not simply enrollment metrics
• Experience managing high-stakes family relationships where your judgment and discretion were the foundation for sustained trust
• A natural aptitude for designing experiences—events, moments, settings—where people feel connected to something worth defending
• Prior startup or early-stage experience where you built from the ground up and remained steady through rapid change

Skills

• Exceptional relationship-building skills
• Interpersonal fluency and discretion
• Ability to sustain trust and confidence in challenging situations
• Strong organizational and planning skills
• Effective communication and presentation skills
• Ability to adapt to a flexible schedule

Benefits

• Flexible working hours
• Competitive compensation ($100 USD/hour)
• Opportunity to work with a dynamic and innovative team
• Opportunity to make a significant impact on the education landscape

Pay

$100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year.

Schedule

Variable hours: early mornings (7–9am), late afternoons (2–4pm), evening events 2–3x/month, and occasional weekend activities.