What are the responsibilities and job description for the Director of Parent Engagement & Advocacy, Alpha - $200,000/year USD position at Crossover?
- On-site (multi-city)
- W2
- $200K/yr
You will be the person they reach out to when uncertainty arises, when something doesn't feel right, or when they want to share a milestone they know you'll appreciate. You'll understand each family deeply enough to sense what they need before they articulate it—and you'll possess the judgment and composure to address what they bring with care, warmth, and apparent ease. Over time, you won't simply be affiliated with their child's education. You'll become woven into the way they navigate this phase of their family's journey.
That level of trust isn't built through systems. It emerges from presence—daily, steady, and unrushed. You'll be there during morning drop-off and afternoon pick-up, at the evening gatherings that hold meaning, and in the unscheduled one-on-one exchanges that never appear on any agenda. You'll cultivate a community that families want to protect, where inclusion feels natural and referrals arise because the experience merits 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 applied projects. No traditional lectures. No unnecessary assignments. Top 1% outcomes nationally. The families who select this path are investing in something they value—but conviction requires care.
You'll sustain that dialogue with every family, through every moment of uncertainty, for the duration of their child's enrollment. If advocating for a non-traditional model to discerning skeptics feels burdensome, this position isn't suitable. If it feels like the most compelling conversation you could be engaged in, continue reading.
What You Will Be Doing
- Take full ownership of the relationship with every family on campus—the continuous, evolving relationship that ensures parents feel recognized, 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 in family spaces: morning drop-off (7–9am), afternoon pick-up (2–4pm), evening parent gatherings, and select weekend activities
- Develop a campus community with authentic depth—events, rituals, and connection points that help families feel they're part of something worth safeguarding
- Encourage parent advocacy naturally, delivering experiences of such consistent quality that referrals emerge as a matter of course
- Sustain the ongoing dialogue about Alpha's AI-driven model with families managing screen time questions, skeptical relatives, and occasional doubts—not only during enrollment, but across their entire campus experience
- Recognize when a family is not aligned with the community and manage that transition with the same care you apply to all interactions—protecting the community is integral to serving it
- Establish the systems and routines this role demands in a setting where the framework is still being developed
- Overseeing enrollment—that falls under the Admissions Director; your work starts once families commit and grows from there
- Remaining desk-bound—your physical presence within the community defines the role
- Adhering to standard 9–5 schedules—early mornings, late afternoons, and evening events are integral to the position, not occasional demands
- 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
Serve as the central trusted relationship in every family's Alpha experience. Maintain their confidence through challenging moments, foster a community where belonging feels intentional, and establish conditions in which satisfied families naturally become active advocates.
Basic Requirements
- Currently live 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; Charlotte, NC; 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-focused 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 were as critical as 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—not polished in a manner that feels rehearsed
- Direct familiarity with independent, private, or non-traditional education—either professionally 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 relationships, not solely during the enrollment phase
- Availability for non-standard hours: early mornings (7–9am), late afternoons (2–4pm), evening events 2–3x/month, and occasional weekend activities
Exceptional candidates will have at least one of the following:
- Established connections within the local affluent community that would provide an immediate, organic presence on campus
- Private school or independent school background with a demonstrated record of family retention and community engagement—not simply enrollment metrics
- Experience managing high-stakes family dynamics where your judgment and discretion were the foundation of sustained trust
- A natural ability to design experiences—events, moments, environments—that make people feel they're part of something worth defending
- Prior startup or early-stage experience where you built from the ground up and maintained composure through rapid change
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!
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-Jacksonv-DirectorofPare1.021
Salary : $200,000