Director of Parent Engagement & Advocacy
Crossover
- On-site (multiple locations - consult Requirements)
- W2 Employee
- $200K annually
The families selecting Alpha have carefully chosen advisors for every important area of their lives. This is the relationship they haven't found yet.
You will become the person they reach out to when something concerns them, when a situation doesn't feel quite right, or when they want to share a milestone they know you'll appreciate. You'll understand each family deeply enough to recognize their needs ahead of time—and you'll possess the composure and insight to address whatever they bring to you with tact, genuine care, and calm confidence. Over time, you won't simply be affiliated with their child's education. You'll be woven into how they navigate this formative period in their family's journey.
That depth of trust isn't built through systems. It emerges from consistent, unhurried presence. You'll be there during morning arrivals and afternoon departures, at evening gatherings that hold significance, and in the personal exchanges that rarely appear on any schedule. You'll cultivate a community that families care deeply about protecting, where connection feels natural and word-of-mouth referrals arise because the quality of the experience justifies them.
Alpha is not a conventional school. Students complete their core academics in two hours daily using AI-powered applications, then dedicate the remainder of their time to public speaking, critical reasoning, and practical projects. No traditional lectures. No unnecessary assignments. Top 1% outcomes nationally. The families choosing this path are investing in something they value—but conviction requires ongoing reinforcement.
You'll sustain that dialogue with every family, through every uncertainty, for the duration of their enrollment. If the prospect of championing an unconventional approach to discerning skeptics feels burdensome, this position isn't the right match. If it represents the most compelling ongoing dialogue you could have, continue reading.
What You Will Be Doing
- Take ownership of the relationship with every family at your campus—the continuous, evolving connection that ensures parents feel recognized, not merely accommodated
- Identify potential concerns before they surface, resolving them with the discretion and interpersonal skill that preserves and strengthens trust
- Maintain visible presence where families gather: morning arrival (7–9am), afternoon departure (2–4pm), evening parent gatherings, and select weekend occasions
- Create a campus culture with authentic depth—programming, rituals, and meaningful moments that foster a sense of belonging to something families want to safeguard
- Develop parent champions naturally, delivering experiences of such consistent quality that referrals emerge as the organic result
- Sustain the dialogue about Alpha's AI-powered approach with families managing screen time questions, skeptical relatives, and periodic uncertainty—not only during admission, but continuously throughout their campus tenure
- Recognize when a family doesn't align with the community and address that reality with the same care you apply elsewhere—preserving the community is integral to serving it well
- Establish the frameworks and routines this position demands in a setting where the blueprint is still taking shape
What You Won’t Be Doing
- Overseeing enrollment—that responsibility belongs to the Admissions Director; your work commences once families enroll and builds from there
- Operating from behind a desk—your physical presence within the community defines the role
- Adhering to standard 9–5 schedules—early morning hours, late afternoon availability, and evening commitments are fundamental to the position, not occasional exceptions
- Depending on administrative infrastructure, established procedures, or a complete support team—you function with substantial independence and create what's necessary
- Approaching family relationships as transactional accounts—this role values authentic relationship-building over procedural adherence
Director Of Parent Engagement & Advocacy 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 is meaningful, and establish the conditions under which satisfied families naturally become enthusiastic advocates.
Basic Requirements
- Currently living within commuting range of one of these campuses OR willing to relocate within 60 days (priority given to 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, TX; Fort Worth, TX; Park City, UT; Burlington, VT; Kirkland, WA; or Jackson Hole, WY
- Authorized to work in the U.S. without requiring sponsorship
- 5+ years in a client-facing role serving high-net-worth or ultra-high-net-worth families—private school admissions, premium hospitality, philanthropic advising, or any setting where discretion, warmth, and interpersonal sophistication were equally important as technical competence
- Proven capacity to maintain relationships through challenging situations with sophisticated families and preserve trust throughout
- Authentic presence and communication approach that builds confidence rapidly with affluent, high-expectation families—credible without appearing rehearsed
- Direct familiarity with independent, private, or alternative education—through professional experience or as a parent—that provides you genuine credibility when families question the approach
- Sincere conviction in AI-powered education and the capacity to sustain that belief authentically across years of parent relationships, extending well beyond initial enrollment discussions
- Availability for non-standard hours: early mornings (7–9am), late afternoons (2–4pm), evening commitments 2–3 times monthly, and occasional weekend programming
Nice-to-have Requirements
Outstanding candidates will demonstrate at least one of the following:
- Established connections within the local affluent community that would provide immediate, authentic integration on campus
- Private or independent school background with demonstrated success in family retention and community building—beyond simple enrollment metrics
- Track record managing high-stakes family dynamics where your discretion and judgment were the foundation of sustained trust
- Natural talent for designing experiences—programs, occasions, settings—that create a sense of belonging to something people want to protect
- Prior startup or early-stage organizational experience where you built from the ground up and maintained composure amid rapid change
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!
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-Carrollt-DirectorofPare1.026