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

About the role

The families who select Alpha rely on trusted advisors across every facet of their lives. This is the advisor they haven't had yet. You will be the person they reach out to when uncertainty arises, when intuition signals concern, or when they wish to share a milestone they know you will appreciate.

Responsibilities

• Own the relationship with every enrolled family—the evolving, deepening connection that ensures parents feel understood, not merely attended to
• Surface potential concerns before they escalate, addressing them with the discretion and interpersonal sophistication that preserves trust
• Maintain visible presence where families gather: morning arrival (7–9am), afternoon departure (2–4pm), evening parent gatherings, and select weekend programming
• Develop a campus community with authentic depth—rituals, events, and interactions that foster a sense of belonging to something families want to preserve
• Foster parent champions through organic relationship-building, delivering experiences of such consistent quality that referrals emerge naturally
• Sustain the ongoing dialogue about Alpha's AI-powered approach with families managing screen time questions, skeptical relatives, and periodic uncertainty—not only during enrollment, but across their entire campus experience
• Recognize when a family is misaligned with the community and manage that situation with the same care you bring to all interactions—safeguarding the community is integral to serving it
• Create the infrastructure and cadence this position demands in a setting where the operating manual is still under development

Requirements

• Currently reside within commuting distance of one of these campuses OR willing to relocate within 60 days (preference for candidates with established local community 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 to work in the U.S. without sponsorship
• 5+ years in a relationship-focused capacity serving high-net-worth or ultra-high-net-worth families—private school admissions, premium hospitality, philanthropic advisory, or any setting where discretion, interpersonal warmth, and social acuity were as critical as technical competence
• Proven capacity to navigate difficult moments with sophisticated families while maintaining and strengthening trust
• Authentic presence and communication approach that builds confidence rapidly with affluent, exacting families—polished without appearing rehearsed
• Direct familiarity with independent, private, or alternative education models—through professional experience or as a parent—that provides credible grounding when families question the approach
• Sincere conviction in AI-powered education and the capacity to sustain that belief authentically across years of family engagement, not merely through initial enrollment
• Availability for non-standard hours: early mornings (7–9am), late afternoons (2–4pm), evening events 2–3x monthly, and occasional 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 cultivation—beyond enrollment metrics alone
• Background managing high-stakes family dynamics where your discretion and judgment were the foundation of sustained trust
• Talent for designing experiences—gatherings, moments, environments—that make participants feel they belong to something worth defending
• Prior startup or early-stage organizational experience where you built systems from the ground up and maintained composure through rapid change

About Alpha

Join the team building school around student growth Alpha reimagines the school day around faster learning, stronger mentorship, and more time for students to build real-world skills. Roles with real student impact: Alpha hires teachers (guides), operators, admissions experts, school & curriculum leaders, and remote team members. Education work that pays like it matters: Alpha offers six-figure roles for people ready to help build a radically better school experience. A culture built for builders: Alpha is fast-moving, ambitious, and student focused. It’s for people who want to improve the system, not maintain it. Alpha is where you can do the most meaningful work of your career. There is so much to cover for this exciting role, and space here is limited.

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.