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Job Details

Regional Director of Family Engagement, Alpha - $200,000/year USD

  2026-05-19     CrossOver     Portland,OR  
Description:

  • On-site (multi-city)
  • W2
  • $200K/yr

Families who select Alpha rely on trusted advisors throughout every area of their lives. This is the one role they haven't yet filled.

You will become the person they reach out to in moments of uncertainty, when intuition signals something isn't quite right, or when they want to share a milestone they know you'll appreciate. You'll develop a deep understanding of each family—enough to sense their needs before they voice them—and you'll bring the judgment and composure required to address their concerns withdiscretion, care, and effortless professionalism. Over time, your role will extend beyond their child's education. You'll become woven into the way they experience this entire phase of family life.

That depth of trust isn't built through procedure. It emerges from presence—consistent, daily, and unhurried. You'll be a visible presence during morning drop-off and afternoon pickup, at evening gatherings that carry significance, and in unscheduled one-on-one exchanges that rarely appear on anyone's agenda. You'll cultivate a community that families feel invested in protecting, where belonging feels natural and referrals arise because the experience warrants them.

Alpha operates outside the boundaries of traditional schooling. Students complete their core academic work in two hours daily using AI-driven applications, then dedicate the remainder of their time to public speaking, critical thinking, and hands‑on projects. No lectures. No unnecessary assignments. Top 1% outcomes nationally. The families who enroll are investing in something they value deeply—but conviction requires ongoing care.

You'll sustain that dialogue with every family, through every moment of uncertainty, for the duration of their child's enrollment. If the prospect of advocating for an unconventional approach to discerning skeptics feels burdensome, this position isn't the right match. If it sounds like the most compelling conversation you could be engaged in, continue reading.

What You Will Be Doing

  • Assume ownership of the relationship with each family on campus—the sustained, evolving relationship that ensures parents feel recognized, not merely attended to.
  • Identify concerns before they surface as formal conversations, and address them with the discretion and interpersonal skill that preserves trust.
  • Maintain visible availability where families gather: morning drop-off (7–9am), afternoon pickup (2–4pm), evening parent functions, and select weekend programming.
  • Shape a campus community with authentic depth—events, rituals, and moments of connection that foster a sense of belonging to something worth safeguarding.
  • Develop parent advocates naturally, by delivering experiences of such consistent quality that referrals emerge as a logical result.
  • Sustain the evolving conversation around Alpha's AI-driven model with families managing concerns about screen exposure, skeptical relatives, and periodic doubt—not only during enrollment, but across their entire campus tenure.
  • Recognize when a family is not aligned with the community and address that reality with the same care you apply to all interactions—protecting the collective is integral to serving it.
  • Establish the structures and routines this position demands in a setting where the operational framework is still taking form.

What You Won't Be Doing

  • Overseeing enrollment—that responsibility belongs to the Admissions Director; your engagement starts once families enroll and grows from that point forward.
  • Operating from behind a desk—your visibility within the community defines the position.
  • Adhering to conventional 9–5 schedules—early mornings, late afternoons, and evening programming are integral to the role, not occasional additions.
  • Depending on administrative infrastructure, established workflows, or a complete team—you function with significant autonomy and create what's necessary.
  • Approaching family relationships as transactional accounts—this role rewards authentic engagement, not procedural adherence.

Key Responsibilities

Serve as the trusted relationship anchoring every family's experience at Alpha. Maintain their confidence through challenging moments, cultivate a community where belonging feels intentional, and establish the environment in which satisfied families naturally become active advocates.

Basic Requirements

  • Currently living within commuting range of one of these campuses or prepared to relocate within 60 days (priority given to candidates with established local community ties): Scottsdale, AZ; Denver, CO; Greenwich, CT; Boca Raton, FL; Boston, MA; Bethesda, MD; Oklahoma City, OK; Tulsa, OK; Nashville, TN; Austin, TX; Fort Worth, TX; Houston, TX; Park City, UT; Chantilly, VA; or Kirkland, WA.
  • Authorized to work legally in the U.S. without sponsorship requirements.
  • 5+ years in a client-facing role serving high-net-worth or ultra-high-net-worth families—contexts such as private school admissions, luxury hospitality, philanthropic advising, or any setting where discretion, warmth, and interpersonal sophistication were equally critical as technical competence.
  • Proven capacity to sustain relationships through challenging situations with sophisticated families and maintain trust throughout.
  • Authentic presence and communication approach that builds confidence rapidly with affluent, exacting families—refined without appearing rehearsed.
  • Direct familiarity with independent, private, or alternative education—through professional experience or as a parent—that provides genuine credibility when families challenge the model.
  • Sincere conviction in AI-powered education and the capacity to sustain that belief authentically across years of parent engagement, not limited to the initial enrollment phase.
  • Flexibility for variable scheduling: early mornings (7–9am), late afternoons (2–4pm), evening functions 2–3 times monthly, and periodic weekend activities.

Nice‑to‑have Requirements

  • Established connections within the local affluent community that would provide an immediate, organic presence on campus.
  • Private or independent school background with a proven record of family retention and community cohesion—beyond simple enrollment figures.
  • Experience managing sensitive family dynamics where your judgment and discretion were the foundation of sustained trust.
  • A natural ability to design experiences—gatherings, moments, settings—that make people feel they are part of something worth preserving.
  • Prior startup or early‑stage organizational experience where you built from the ground up and maintained composure through rapid change.

Compensation

This is a full-time (40 hours per week) long‑term position. The compensation level for this role is $100 USD per hour, which equates to $200,000 USD per year assuming 40 hours per week and 50 weeks per year. The payment period is weekly.

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