JOBSEARCHER

Director of Parent Engagement & Advocacy, Alpha - $200,000/year USD

crossoverPortland, MEMay 17th, 2026
On-site (multi-city) W2 $200K/yrThe families who select Alpha rely on trusted advisors in every area of their lives. This is the one they've been waiting for.You'll be the person they reach out to when they're unsure, when something doesn't feel quite right, or when they want to share a moment they know you'll appreciate. You'll understand each family deeply enough to sense what they need before they voice it—and you'll possess the judgment and composure to address whatever they bring with discretion, warmth, and ease. Over time, you won't simply be associated with their child's school. You'll become woven into how they navigate this phase of their family's journey.That level of trust isn't built through a procedure. It emerges from presence—daily, steady, unhurried. You'll be visible during morning drop-off and afternoon pick-up, at the evening gatherings that count, and in the individual conversations that never appear on a schedule. You'll cultivate a community that families feel invested in protecting, where belonging feels natural and referrals occur because the experience warrants them.Alpha is not a conventional school. Students complete core academics in two hours daily using AI-powered applications, then dedicate the remainder of their time to public speaking, critical thinking, and real-world projects. No lectures. No busywork. Top 1% outcomes nationally. The families who select it are investing in something they value—but conviction requires care.You'll sustain that dialogue with every family, through every uncertainty, for the duration of their child's enrollment. If advocating for an unconventional model to discerning skeptics feels like a burden, this position isn't for you. If it sounds like the most compelling conversation you could be engaged in, continue reading.What You Will Be DoingTake ownership of the relationship with every family on campus—the continuous, evolving relationship that ensures parents feel recognized, not simply servedIdentify concerns before they surface as conversations, and address them with the discretion and social competence that preserves trustMaintain visible presence where families gather: morning drop-off (7–9am), afternoon pick-up (2–4pm), evening parent gatherings, and occasional weekend activitiesDevelop a campus community with authentic depth—events, traditions, and touchpoints that make families feel they're part of something worth defendingDevelop parent advocates naturally, creating experiences so reliably excellent that referrals become the expected outcomeSustain the ongoing dialogue about Alpha's AI-powered model with families managing screen time concerns, skeptical extended family, and moments of uncertainty—not only at enrollment, but throughout their campus experienceRecognize when a family isn't the right match and address that with the same care you apply to everything else—safeguarding the community is integral to serving itEstablish the systems and routines this role demands in an environment where the framework is still being developedWhat You Won’t Be DoingManaging enrollment—that belongs to the Admissions Director; your work starts when families commit and grows from thereRemaining behind a desk—your presence within the community defines the roleWorking standard 9–5 hours—early mornings, late afternoons, and evening gatherings are inherent to the position, not occasional requirementsRelying on administrative support, established processes, or a complete team—you function with significant autonomy and create what you needApproaching family relationships as accounts to be managed—this role rewards authentic connection, not procedural adherenceDirector Of Parent Engagement & Advocacy Key ResponsibilitiesServe as the trusted relationship at the heart of every family's experience at Alpha. Maintain their confidence through challenging moments, develop a community where belonging feels intentional, and establish the conditions where satisfied families become enthusiastic advocates.Basic RequirementsCurrently 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; Austin, TX; Fort Worth, TX; Houston, TX; Park City, UT; Chantilly, VA; or Kirkland, WALegally authorized to work in the U.S. without sponsorship5+ years in a relationship role serving high-net-worth or ultra-high-net-worth families—private school admissions, luxury hospitality, philanthropy, or any environment where discretion, warmth, and social fluency were as critical as competenceProven capacity to maintain relationships through challenging moments with sophisticated families and emerge with trust strengthenedNatural presence and communication approach that builds confidence quickly with affluent, high-expectation families—not polished in a manner that appears rehearsedPersonal familiarity with independent, private, or non-traditional education—professionally or as a parent—that provides you genuine credibility when families challenge the modelAuthentic belief in AI-powered education and the capacity to sustain that conviction genuinely through years of parent relationships, not merely the enrollment discussionAvailability for flexible hours: early mornings (7–9am), late afternoons (2–4pm), evening events 2–3x/month, and occasional weekend activitiesNice-to-have RequirementsExceptional candidates will have at least one of the following:Established relationships within the local affluent community that would provide you an immediate, organic foothold on campusPrivate school or independent school experience with a demonstrated record of family retention and community strength—not merely enrollment figuresExperience managing high-stakes family relationships where your judgment and discretion were the foundation trust enduredA talent for designing experiences—events, moments, environments—where people feel they're part of something worth protectingPrior startup or early-stage experience where you constructed from scratch and remained composed when circumstances shifted rapidlyAbout AlphaWant 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!Working with usThis 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-Portland-DirectorofPare1.002