Client Success Director, 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

• Own the relationship with each family on campus—the evolving, deepening connection that ensures parents feel genuinely understood, not merely 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 activities
• Cultivate a campus community with authentic depth—events, rituals, and touchpoints that make families feel they're part of something worth safeguarding
• Develop parent advocates naturally, creating experiences so reliably excellent that referrals emerge as the organic result
• Sustain the ongoing dialogue about Alpha's AI-powered approach with families managing screen time considerations, skeptical relatives, and moments of hesitation—not only during enrollment, but throughout their campus tenure
• Recognize when a family isn't aligned with the model and manage that transition with the same care you apply to everything else—protecting the community is integral to serving it
• Create the systems and routines this position demands in a setting where the framework is still emerging

Requirements

• Currently reside within commuting distance of one of these campuses OR willing to relocate within 60 days (preference for candidates with established 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 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 context where discretion, warmth, and interpersonal fluency mattered as much as competence
• Proven capacity to sustain relationships through challenging moments with sophisticated families and emerge with trust strengthened
• Authentic presence and communication approach that builds confidence rapidly with affluent, high-expectation families—polished but never artificial
• Personal exposure to independent, private, or non-traditional education—either professionally or as a parent—that provides credible perspective when families question the approach
• Sincere conviction in AI-powered education and the capacity to carry that belief authentically across years of parent relationships, not merely during the enrollment phase
• Availability for flexible scheduling: early mornings (7–9am), late afternoons (2–4pm), evening events 2–3x/month, and occasional weekend programming

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 school or independent school background with demonstrated success in family retention and community building—not simply enrollment metrics
• Experience managing high-stakes family relationships where your judgment and discretion were the foundation of sustained trust
• Natural ability to design experiences—events, moments, environments—where participants feel they belong to something worth defending
• Prior startup or early-stage exposure where you built from the ground up and maintained composure amid rapid change

Skills

• Strong relationship-building and communication skills
• Ability to identify and address family concerns proactively
• Effective event planning and execution
• Strong organizational and project management skills
• Ability to adapt to a rapidly changing environment

Benefits

• Flexible scheduling: early mornings (7–9am), late afternoons (2–4pm), evening events 2–3x/month, and occasional weekend programming
• Opportunity to work with a dynamic and innovative team
• Competitive compensation package including $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year

Pay

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

Schedule

Immediate availability and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The payment period is weekly.