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Client Success Director

Crossover

Chantilly · On-site Full-time Executive $200k – $200k/yr 2w ago

About the role

About Alpha

Want to join a learning rebellion that’s transforming the traditional classroom?

Alpha School is on a mission to reshape education with a bold approach that harnesses AI to accelerate learning and unleash student potential.

They don’t play by the old rules.

Alpha is creating a new paradigm where students master core academics in just two hours a day, freeing up time for hands-on, passion-driven learning that truly prepares them for the real world.

Alpha School is rewriting the rules of education.

Sounds too good to be true? It’s not.

There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

What You Will Be Doing

  • Own the relationship with each enrolled family—the evolving, strengthening connection that ensures parents feel recognized, not simply attended to
  • Identify potential concerns before they surface as conversations, addressing them with discretion and interpersonal skill that preserves trust
  • Maintain visible presence in key family touchpoints: morning arrival hours (7–9am), afternoon departure (2–4pm), evening parent gatherings, and select weekend programming
  • Create a campus community with authentic depth—programming, rituals, and moments of connection that foster a sense of belonging to something families want to safeguard
  • Develop parent advocates through organic cultivation, delivering experiences of such consistent quality that referrals emerge as the natural result
  • Sustain the ongoing dialogue about Alpha's AI-driven model with families managing screen time questions, skeptical relatives, and periodic uncertainty—not only during initial enrollment, but continuously throughout their campus tenure
  • Recognize when a family alignment isn't optimal and address it with the same thoughtfulness you apply universally—preserving community integrity is integral to serving it
  • Establish the systems and cadences this position demands in a setting where the framework is still being developed

What You Won’t Be Doing

  • Overseeing enrollment—that falls to the Admissions Director; your work commences when families enroll and intensifies thereafter
  • Operating from an office—your presence within the community defines the role
  • Maintaining standard 9–5 schedules—early morning availability, late afternoon presence, and evening programming are foundational elements, not occasional requirements
  • Relying on administrative infrastructure, established procedures, or a complete team—you function with significant autonomy and create what's necessary
  • Approaching family relationships as transactional accounts—this role values authentic connection over procedural adherence

Client Success Director Key Responsibilities

Serve as the trusted relationship anchor for every family's Alpha experience. Maintain their confidence through challenging moments, cultivate a community where belonging feels meaningful, and establish conditions where satisfied families naturally become active advocates.

Basic 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): Scottsdale, AZ; Denver, CO; Greenwich, CT; Boca Raton, FL; Boston, MA; Bethesda, MD; Oklahoma City, OK; Tulsa, OK; Nashville, TN; Fort Worth, TX; Houston, TX; Park City, UT; Chantilly, VA; or Kirkland, WA
  • Legally authorized to work in the U.S. without sponsorship
  • 5+ years in a relationship-centered role serving high-net-worth or ultra-high-net-worth families—private school admissions, luxury hospitality, philanthropy, or any setting where discretion, warmth, and social fluency carried equal weight to 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—genuine rather than rehearsed
  • Direct familiarity with independent, private, or non-traditional education—through professional experience or as a parent—that provides credible perspective when families question the approach
  • Sincere conviction in AI-powered education and capacity to sustain that belief authentically across years of parent relationships, beyond the initial enrollment phase
  • Availability for non-standard hours: early mornings (7–9am), late afternoons (2–4pm), evening events 2–3x/month, and occasional weekend activities

Nice-to-have Requirements

Exceptional candidates will have 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—beyond enrollment metrics alone
  • Track record navigating complex 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're part of something worth defending
  • Prior startup or early-stage experience where you built infrastructure from the ground up and maintained composure through rapid change

Working with us

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. Consult www.crossover.com/help-and-faqs for more details on this topic.

Crossover Job Code: LJ-5598-US-Chantill-ClientSuccessD

Skills

AI

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