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 each family on campus—the evolving, deepening connection that ensures parents feel recognized, not merely serviced
• Identify potential concerns before they surface as formal conversations, and address them with the discretion and interpersonal skill that preserves trust
• Maintain visible presence where families gather: morning arrival (7–9am), afternoon departure (2–4pm), evening parent functions, and select weekend programming
• Develop a campus community with authentic depth—events, rituals, and interactions that foster a sense of belonging to something families want to safeguard
• Nurture parent advocates naturally, designing experiences of such consistent quality that referrals emerge as an organic result
• Sustain the dialogue around Alpha's AI-powered approach with families managing screen time questions, skeptical relatives, and periodic uncertainty—not only during enrollment, but throughout their campus tenure
• Recognize when a family is not well-suited and manage that transition with the same professionalism you apply universally—protecting community integrity is integral to service
• Create the structures and routines this role demands in a setting where the framework is still under development

Requirements

• Currently located within commuting distance 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
• Authorized to work in the U.S. without requiring sponsorship
• 5+ years in a client-facing capacity serving high-net-worth or ultra-high-net-worth families—private school admissions, premium hospitality, philanthropy, or any context where discretion, warmth, and social sophistication were equally critical as competence
• Proven capacity to maintain relationships through challenging circumstances with sophisticated families and exit with trust reinforced
• Authentic presence and communication approach that builds confidence rapidly with affluent, high-expectation families—not rehearsed in a manner that appears artificial
• Direct familiarity with independent, private, or alternative education—through professional experience or as a parent—that provides legitimate credibility when families challenge the model
• Sincere confidence in AI-powered education and capacity to sustain that conviction genuinely across years of family interaction, not solely the initial enrollment phase
• Flexibility for variable hours: early mornings (7–9am), late afternoons (2–4pm), evening functions 2–3x monthly, and periodic weekend activities

Qualifications

• Exceptional candidates will possess at least one of the following:
• Established connections within the local affluent community that would provide immediate, organic credibility on campus
• Private or independent school background with demonstrated success in family retention and community building—not merely enrollment metrics
• Track record navigating sensitive family dynamics where your judgment and discretion were the foundation of sustained trust
• Natural talent for designing experiences—gatherings, moments, settings—where individuals feel connected to something they want to protect

Skills

• Client-facing experience serving high-net-worth or ultra-high-net-worth families
• Ability to identify and address potential concerns proactively
• Strong interpersonal and communication skills
• Experience maintaining relationships through challenging circumstances
• Understanding of independent, private, or alternative education
• Confidence in AI-powered education
• Flexibility for variable hours

Benefits

• Competitive compensation: $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year
• Flexible schedule: early mornings (7–9am), late afternoons (2–4pm), evening functions 2–3x monthly, and periodic weekend activities

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 functions 2–3x monthly, and periodic weekend activities.