Regional Director of Family Engagement, Alpha - $200,000/year USD

"the Great Educational Equalizer"

— Philosopher Johnathan Bi, on Alpha School

Alpha is hiring.

• On-site (multiple cities - see Requirements section)
• W2 Employee
• $200K/yr
  
  

The families choosing Alpha have trusted advisors in every corner of their lives. This is the one they've been missing.

You'll be the person they call when they're uncertain, when something feels off, or when they want to share a moment they know you'll understand. You'll know each family well enough to anticipate what they need before they ask—and you'll have the judgment and presence to handle what they bring you with discretion, warmth, and no visible effort. In time, you won't just be part of their child's school. You'll be part of the fabric of how they experience this chapter of their family's life.

That kind of trust doesn't come from a process. It comes from presence—daily, consistent, unhurried. You'll be visible at morning drop-off and afternoon pick-up, at the evening events that matter, and in the one-on-one conversations that never make it onto a calendar. You'll build a community that families feel protective of, where belonging feels effortless and referrals happen because the experience earns them.

Alpha isn't a traditional school. Students finish core academics in two hours a day using AI-powered apps, then spend the rest of their time on public speaking, critical thinking, and real-world projects. No lectures. No busywork. Top 1% results nationwide. The families who choose it are paying for something they believe in—but belief needs tending.

You'll carry that conversation with every family, through every doubt, for as long as their child is enrolled. If defending an unconventional model to sophisticated skeptics sounds like a burden, this role isn't for you. If it sounds like the most interesting conversation you could be having, keep reading.

What You Will Be Doing

• Own the relationship with every family on campus—the ongoing, deepening relationship that makes parents feel known, not just served
• Anticipate concerns before they become conversations, and resolve them with the discretion and social fluency that leaves trust intact
• Be visibly present where families are: morning drop-off (7–9am), afternoon pick-up (2–4pm), evening parent events, and occasional weekend activities
• Build a campus community with genuine texture—events, traditions, and touchpoints that make families feel they belong to something worth protecting
• Cultivate parent advocates organically, creating experiences so consistently excellent that referrals become the natural outcome
• Hold the ongoing conversation about Alpha's AI-powered model with families navigating screen time concerns, skeptical extended family, and moments of doubt—not just at enrollment, but throughout their time on campus
• Know when a family isn't the right fit and handle that with the same grace you bring to everything else—protecting the community is part of serving it
• Build the systems and rhythms this role requires in an environment where the playbook is still being written
  
  

What You Won’t Be Doing

• Enrollment management falls outside this role—that's the Admissions Director's domain; your work begins when families join and deepens from there
• Sitting behind a desk—your presence in the community is the role
• Working predictable 9–5 hours—early mornings, late afternoons, and evening events are part of the job, not exceptions to it
• Waiting for administrative support, established processes, or a full team—you operate with high autonomy and build what you need
• Treating family relationships as accounts to be managed—this role rewards genuine connection, not process compliance
  
  

Regional Director Of Family Engagement Key Responsibilities

Be the trusted relationship at the center of every family's experience at Alpha. Hold their confidence through the hard moments, build a community where belonging feels earned, and create the conditions where satisfied families become vocal advocates.

Basic Requirements

• Currently reside within commuting distance of one of these campuses OR willing to relocate within 60 days (preference for candidates with existing community roots): Austin, TX; Boca Raton, FL; Burlington, VT; Jackson Hole, WY; Las Vegas, NV; Palm Beach, FL; Park City, UT; Kirkland / Seattle, WA.
• Legally authorized to work in the U.S. without sponsorship
• 5 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 important as capability
• Demonstrated ability to hold relationships through difficult moments with sophisticated families and emerge with trust intact
• Natural presence and communication style that earns confidence quickly with affluent, high-expectation families—not polished in a way that feels performed
• Personal familiarity with independent, private, or non-traditional education—professionally or as a parent—that gives you genuine standing when families question the model
• Genuine belief in AI-powered education and the ability to carry that conviction authentically through years of parent relationships, not just the enrollment conversation
• Availability for flexible hours: early mornings (7–9am), late afternoons (2–4pm), evening events 2–3x/month, and occasional weekend activities
  
  

Nice-to-have Requirements

Exceptional candidates will have at least one of the following:

• Existing relationships within the local affluent community that would give you an immediate, natural foothold on campus
• Private school or independent school experience with a track record of family retention and community depth—not just enrollment numbers
• Experience navigating high-stakes family relationships where your judgment and discretion were the reason trust held
• An instinct for creating experiences—events, moments, environments—where people feel they belong to something worth protecting
• Previous startup or early-stage experience where you built from nothing and stayed grounded when things changed quickly
  
  

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. 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, W2 employee position with immediate access to benefits (https://support.crossover.com/article/7581-w2-benefits-u-s-paychex-paid-only). All roles are year-long positions. The compensation level for this role is $200,000 USD/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-Burlingt-RegionalDirect.005