Director of Strategic Parent Engagement, Alpha - $200,000/year USD
Crossover, Raleigh, NC, United States
Families who select Alpha rely on trusted advisors across every dimension of their lives. This relationship is the one they've been waiting for. You will become the person they reach out to when doubt arises, when intuition signals concern, or when they want to celebrate a milestone with someone who truly grasps its meaning. You'll develop familiarity with each household deep enough to sense their needs ahead of time—and possess the poise and discernment to respond with warmth, care, and composure. Over time, your role will extend beyond the school itself. You'll become woven into the way these families experience this formative period in their lives.
That depth of trust isn't built through procedures. It emerges from presence—steady, reliable, and unhurried. You'll be a constant at morning arrivals and afternoon departures, at evening gatherings that carry significance, and in private exchanges that never appear on a schedule. You'll shape a community that parents feel invested in protecting, where inclusion is seamless and referrals arise naturally from the quality of the experience.
Alpha operates outside traditional education structures. Students complete core academics in two hours daily through AI-powered applications, then dedicate the remainder of their day to public speaking, critical thinking, and applied projects. No conventional lectures. No redundant assignments. Top 1% performance across the nation. The families who commit are investing in a vision they find compelling—but that vision requires ongoing stewardship.
You'll sustain that dialogue with every household, addressing every uncertainty, for the duration of their enrollment. If supporting an unconventional approach in front of discerning, high-expectation families feels daunting, this position is not the right match. If it represents the most meaningful dialogue you could facilitate, continue reading.
What You Will Be Doing
Steward the relationship with every enrolled family—the evolving, long-term connection that ensures parents feel recognized and understood, not merely accommodated
Identify potential concerns before they surface and address them with tact and interpersonal skill that preserves confidence
Maintain consistent, visible presence during key moments: morning arrival (7–9am), afternoon departure (2–4pm), evening parent programming, and select weekend engagements
Develop a campus culture with authentic depth—rituals, milestones, and interactions that foster a sense of belonging families want to defend
Develop parent champions through organic engagement, delivering experiences of such consistent quality that advocacy emerges naturally
Sustain the dialogue about Alpha’s AI-powered approach with families managing screen time questions, skeptical relatives, and periodic uncertainty—not only during enrollment, but continuously throughout their campus journey
Recognize when a family alignment isn’t optimal and manage the transition with the same care you apply universally—safeguarding the community is integral to your stewardship
Create the frameworks and routines this position demands in a setting where the operating model is still evolving
What You Won’t Be Doing
Overseeing enrollment processes—that responsibility belongs to the Admissions Director; your engagement starts when families commit and grows continuously
Operating from behind a desk—your visibility and involvement within the community define the role
Adhering to standard office hours—early arrivals, late afternoons, and evening programming are foundational, not occasional
Relying on administrative infrastructure, pre-built systems, or a fully staffed team—you work with significant independence and create what's necessary
Approaching family engagement as transactional management—this position rewards authentic rapport, not procedural adherence
Director Of Strategic Parent Engagement Key Responsibilities Serve as the central, trusted relationship for every family within the Alpha community. Sustain their confidence during challenging periods, cultivate a culture where belonging feels intentional, and establish the environment where satisfied families become active advocates.
Basic Requirements
Currently living within commuting range of one of these locations or prepared to relocate within 60 days (preference for candidates with established community presence): Scottsdale, AZ; Palo Alto, CA; Piedmont, CA; Lake Forest, CA; San Francisco, CA; Greenwich, CT; Bethesda, MD; New York City, NY; Austin, TX; Fort Worth, TX; Houston, TX; or Kirkland, WA
Authorized to work in the U.S. without requiring sponsorship
5+ years in a relationship-centered role supporting high-net-worth or ultra-high-net-worth families—private school admissions, luxury hospitality, philanthropic advising, or any context where discretion, warmth, and interpersonal acuity were equally critical as competence
Proven capacity to navigate challenging moments with sophisticated families while maintaining and strengthening trust
Authentic presence and communication approach that builds credibility rapidly with affluent, high-expectation households—polished without appearing rehearsed
Direct familiarity with independent, private, or alternative education models—through professional experience or as a parent—that provides credible standing when families question the approach
Sincere conviction in AI-powered education and the capacity to sustain that belief authentically across years of family engagement, beyond initial enrollment discussions
Flexibility for variable scheduling: early mornings (7–9am), late afternoons (2–4pm), evening programming 2–3x/month, and occasional weekend commitments
Nice-to-have Requirements
Established connections within the local affluent network that provide an immediate, organic entry point on campus
Private or independent school background with proven success in family retention and community cultivation—beyond enrollment metrics alone
Track record managing high-stakes family dynamics where your judgment and discretion were the foundation of sustained trust
Natural ability to design experiences—gatherings, traditions, settings—that create a sense of belonging people want to preserve
Startup or early-stage organizational experience where you established foundations from scratch and maintained composure amid rapid change
Compensation & Employment Details 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.
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That depth of trust isn't built through procedures. It emerges from presence—steady, reliable, and unhurried. You'll be a constant at morning arrivals and afternoon departures, at evening gatherings that carry significance, and in private exchanges that never appear on a schedule. You'll shape a community that parents feel invested in protecting, where inclusion is seamless and referrals arise naturally from the quality of the experience.
Alpha operates outside traditional education structures. Students complete core academics in two hours daily through AI-powered applications, then dedicate the remainder of their day to public speaking, critical thinking, and applied projects. No conventional lectures. No redundant assignments. Top 1% performance across the nation. The families who commit are investing in a vision they find compelling—but that vision requires ongoing stewardship.
You'll sustain that dialogue with every household, addressing every uncertainty, for the duration of their enrollment. If supporting an unconventional approach in front of discerning, high-expectation families feels daunting, this position is not the right match. If it represents the most meaningful dialogue you could facilitate, continue reading.
What You Will Be Doing
Steward the relationship with every enrolled family—the evolving, long-term connection that ensures parents feel recognized and understood, not merely accommodated
Identify potential concerns before they surface and address them with tact and interpersonal skill that preserves confidence
Maintain consistent, visible presence during key moments: morning arrival (7–9am), afternoon departure (2–4pm), evening parent programming, and select weekend engagements
Develop a campus culture with authentic depth—rituals, milestones, and interactions that foster a sense of belonging families want to defend
Develop parent champions through organic engagement, delivering experiences of such consistent quality that advocacy emerges naturally
Sustain the dialogue about Alpha’s AI-powered approach with families managing screen time questions, skeptical relatives, and periodic uncertainty—not only during enrollment, but continuously throughout their campus journey
Recognize when a family alignment isn’t optimal and manage the transition with the same care you apply universally—safeguarding the community is integral to your stewardship
Create the frameworks and routines this position demands in a setting where the operating model is still evolving
What You Won’t Be Doing
Overseeing enrollment processes—that responsibility belongs to the Admissions Director; your engagement starts when families commit and grows continuously
Operating from behind a desk—your visibility and involvement within the community define the role
Adhering to standard office hours—early arrivals, late afternoons, and evening programming are foundational, not occasional
Relying on administrative infrastructure, pre-built systems, or a fully staffed team—you work with significant independence and create what's necessary
Approaching family engagement as transactional management—this position rewards authentic rapport, not procedural adherence
Director Of Strategic Parent Engagement Key Responsibilities Serve as the central, trusted relationship for every family within the Alpha community. Sustain their confidence during challenging periods, cultivate a culture where belonging feels intentional, and establish the environment where satisfied families become active advocates.
Basic Requirements
Currently living within commuting range of one of these locations or prepared to relocate within 60 days (preference for candidates with established community presence): Scottsdale, AZ; Palo Alto, CA; Piedmont, CA; Lake Forest, CA; San Francisco, CA; Greenwich, CT; Bethesda, MD; New York City, NY; Austin, TX; Fort Worth, TX; Houston, TX; or Kirkland, WA
Authorized to work in the U.S. without requiring sponsorship
5+ years in a relationship-centered role supporting high-net-worth or ultra-high-net-worth families—private school admissions, luxury hospitality, philanthropic advising, or any context where discretion, warmth, and interpersonal acuity were equally critical as competence
Proven capacity to navigate challenging moments with sophisticated families while maintaining and strengthening trust
Authentic presence and communication approach that builds credibility rapidly with affluent, high-expectation households—polished without appearing rehearsed
Direct familiarity with independent, private, or alternative education models—through professional experience or as a parent—that provides credible standing when families question the approach
Sincere conviction in AI-powered education and the capacity to sustain that belief authentically across years of family engagement, beyond initial enrollment discussions
Flexibility for variable scheduling: early mornings (7–9am), late afternoons (2–4pm), evening programming 2–3x/month, and occasional weekend commitments
Nice-to-have Requirements
Established connections within the local affluent network that provide an immediate, organic entry point on campus
Private or independent school background with proven success in family retention and community cultivation—beyond enrollment metrics alone
Track record managing high-stakes family dynamics where your judgment and discretion were the foundation of sustained trust
Natural ability to design experiences—gatherings, traditions, settings—that create a sense of belonging people want to preserve
Startup or early-stage organizational experience where you established foundations from scratch and maintained composure amid rapid change
Compensation & Employment Details 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.
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