Job Details

Overview

The families you serve don't require additional services. They require someone they trust implicitly. This position operates at the core of that trust relationship. You will be the individual families turn to when something doesn't feel right, when they seek clarity, or when they want to discuss what's important. Not as a transactional obligation—but because you've built it over time. Your influence will define how they engage with their child's education at one of five California locations: Palo Alto, Piedmont, downtown San Francisco, La Jolla, or South Bay (Los Angeles).

Alpha is constructing a fundamentally different school. Students finish core academics in two hours daily through AI-powered platforms, then dedicate the remainder of their time to public speaking, critical thinking, and real-world application. No traditional lectures. No unnecessary assignments. Top 1% academic outcomes nationally. Our families are discerning, well-informed, and frequently skeptical. They require substantive thinking, not rehearsed responses.

You will lead that dialogue over the long term. Not merely during enrollment, but across multiple years. You will discuss AI fluently—its mechanics, its shortcomings, and its significance—particularly with families who launch companies, fund them, or demand rigor in all decisions. If you lack the depth to sustain that conversation, this role will prove demanding. If you possess it, the position becomes among the most intellectually stimulating in education.

This is not client management. This is enduring trust-building with ultra-high-net-worth families who demand confidentiality, discernment, and reliability. If that setting feels natural—and you use AI daily to think, communicate, and work more effectively—you will grasp the opportunity at once.

What You Will Be Doing

• Own the complete relationship arc with every family on campus, cultivating trust that deepens across time
• Identify concerns proactively and address them with confidentiality, urgency, and thoughtful judgment
• Sustain strong visibility during critical moments: morning arrival, afternoon departure, and thoughtfully designed parent gatherings
• Facilitate ongoing, substantive dialogue about Alpha's AI-driven approach with highly analytical, technology-oriented families
• Create and iterate on community experiences that foster belonging, endorsement, and referral growth

What You Won't Be Doing

• Overseeing admissions pipelines or enrollment quotas—your engagement begins once families enroll
• Operating from behind a desk or relying solely on email communication—this demands consistent physical presence
• Adhering to scripts or avoiding challenging questions regarding AI or education
• Depending on fixed procedures—you will create frameworks where none currently exist
• Viewing families as transactional accounts—this role values judgment over task execution

Director Of Parent Engagement Key Responsibilities

Develop and maintain profound trust with ultra-high-net-worth families, securing long-term retention, endorsement, and belief in Alpha's AI-powered educational approach.

Basic Requirements

• Based in or able to commute daily to Palo Alto, Piedmont, San Francisco, La Jolla, or Los Angeles
• 5+ years working directly with UHNW individuals or families in private schools, private equity, family offices, or elite client service environments
• Proven ability to navigate complex, high-stakes relationships with discretion and sound judgment
• Active, daily user of AI tools (e.g., ChatGPT, Claude, Perplexity) with the ability to clearly explain AI capabilities, risks, and limitations
• Strong presence and communication style that earns credibility with highly educated, high-expectation families
• Familiarity with private or independent school ecosystems, either professionally or personally
• Availability for early mornings, late afternoons, and select evening or weekend events

Nice-to-have Requirements

• Existing relationships within local private school or UHNW communities
• Experience working with founders, investors, or tech executives
• Track record of building communities or experiences that drive organic referrals
• Experience in early-stage or high-growth environments where ambiguity is high
• Ability to translate complex technical concepts into clear, confident conversations

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.

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-5798-US-SantaBar-DirectorofPare