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

• Take ownership of the relationship with every family on campus—the continuous, evolving connection that ensures parents feel recognized, not merely attended to
• Identify concerns ahead of their articulation and address them with the tact and interpersonal skill that preserves confidence
• Maintain visible presence in the places families gather: morning arrival (7–9am), afternoon dismissal (2–4pm), evening parent programming, and select weekend engagements
• Create a campus culture with authentic depth—programming, rituals, and moments that foster a sense of belonging to something families want to safeguard
• Encourage parent champions naturally, creating consistently superior experiences that make referrals an organic result
• Sustain the ongoing dialogue about Alpha's AI-driven approach with families managing concerns around screen exposure, skeptical relatives, and periodic uncertainty—not only during enrollment but across their entire campus tenure
• Recognize when a family isn't aligned and manage that transition with the same composure you apply to all interactions—safeguarding the community is integral to serving it
• Establish the structures and routines this position demands in a setting where the framework is still evolving

Requirements

• Currently live within commuting range of one of these campuses OR willing 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
• Legally authorized for U.S. employment without sponsorship requirements
• 5+ years in a client-facing role serving high-net-worth or ultra-high-net-worth families—private school administration, luxury hospitality, philanthropic advising, or any context where discretion, interpersonal warmth, and social sophistication were equally essential as competence
• Proven capacity to maintain relationships through challenging situations with sophisticated families and conclude with trust strengthened
• Authentic presence and communication approach that secures confidence rapidly with affluent, high-expectation families—polished without appearing rehearsed
• Proven familiarity with independent, private, or alternative education—through professional experience or as a parent—that provides you credible perspective when families challenge the model
• Authentic conviction in AI-enabled education and the capacity to sustain that belief genuinely across years of family interactions, not solely during initial enrollment
• Flexibility for non-standard hours: early mornings (7–9am), late afternoons (2–4pm), evening programming 2–3x/month, and periodic weekend activities

Nice-to-have Requirements

• 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—beyond enrollment metrics alone
• Experience managing high-stakes family dynamics where your discretion and judgment were the foundation of sustained trust
• A talent for designing experiences—programming, occasions, environments—where participants feel part of something they want to protect
• Prior startup or early-stage involvement where you built infrastructure from the ground up and remained steady through rapid change

Qualifications

Outstanding 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—beyond enrollment metrics alone
• Experience managing high-stakes family dynamics where your discretion and judgment were the foundation of sustained trust
• A talent for designing experiences—programming, occasions, environments—where participants feel part of something they want to protect
• Prior startup or early-stage involvement where you built infrastructure from the ground up and remained steady through rapid change

Skills

• Strong interpersonal and communication skills
• Ability to build and maintain strong relationships with high-net-worth families
• Confidence in addressing complex issues with tact and care
• Ability to adapt to a flexible schedule with varying hours
• Experience working in a fast-paced, dynamic environment

Benefits

Not specified

Pay

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

Schedule

Non-standard hours: early mornings (7–9am), late afternoons (2–4pm), evening programming 2–3x/month, and periodic weekend activities