Regional Director of Family Engagement, 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 the relationship with every family at your campus—the continuous, evolving relationship that ensures parents feel recognized, not merely attended to
• Identify concerns before they surface as issues, and address them with the tact and interpersonal skill that preserves confidence
• Maintain visible presence where families gather: morning arrivals (7–9am), afternoon departures (2–4pm), evening parent gatherings, and select weekend programming
• Develop a campus community with authentic character—programming, rituals, and interactions that give families a sense they're part of something worth defending
• Foster parent advocates through natural means, delivering experiences so reliably strong that referrals emerge as the organic result
• Sustain the ongoing dialogue about Alpha's AI-driven approach with families addressing screen time questions, skeptical relatives, and moments of uncertainty—not only during enrollment, but continuously throughout their campus experience
• Recognize when a family isn't aligned with the community and manage that situation with the same professionalism you apply elsewhere—safeguarding the community is an aspect of serving it
• Create the structures and cadences this position demands in a setting where the framework is still taking shape

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 community 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 permitted to work in the U.S. without sponsorship requirements
• 5+ years in a relationship-focused position serving high-net-worth or ultra-high-net-worth families—private school admissions, premium hospitality, philanthropic organizations, or any setting where discretion, interpersonal warmth, and social fluency were as critical as technical skill
• Proven capacity to maintain relationships through challenging situations with sophisticated families and conclude with trust strengthened
• 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—either professionally or as a parent—that provides you credible standing when families scrutinize the model
• Sincere conviction in AI-powered education and the capacity to sustain that belief authentically across years of parent relationships, not solely during initial enrollment discussions
• Availability for non-standard hours: early mornings (7–9am), late afternoons (2–4pm), evening programming 2–3 times monthly, and occasional weekend events

Qualifications

• 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 development—beyond enrollment metrics alone
• Experience managing high-stakes family dynamics where your judgment and discretion were the foundation of sustained trust
• A talent for designing experiences—gatherings, moments, environments—that make people feel they're part of something worth preserving
• Prior startup or early-stage organizational experience where you built from the ground up and maintained composure amid rapid change

Skills

• Strong interpersonal and communication skills
• Ability to build and maintain trust with high-net-worth families
• Experience working with families in high-stakes situations
• Ability to foster a sense of community and belonging
• Knowledge of independent, private, or alternative education
• Experience with AI-driven education models

Benefits

• Compensation: $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year
• Flexible scheduling: early mornings (7–9am), late afternoons (2–4pm), evening programming 2–3 times monthly, and occasional weekend events

Pay

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

Schedule

Flexible, including early mornings (7–9am), late afternoons (2–4pm), evening programming 2–3 times monthly, and occasional weekend events.