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

• On-site: Palo Alto, Piedmont, San Francisco, La Jolla (San Diego), or Los Angeles (South Bay), CA
• $200,000/yr
• Full-time salary
• Benefits: Health, vision, dental, 401k, PTO, etc.
  
  

The families you'll serve don't require additional services. What they need is someone they trust implicitly.

This position exists at the heart of that trust. You'll be the individual families turn to when something doesn't feel right, when they seek perspective, or when they want to discuss what matters most. Not because it's mandated by your title—but because you've cultivated it. Your influence will define their experience of their child's education across 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 model. Students finish core academics in two hours daily via AI-powered platforms, then dedicate the remainder of their time to public speaking, critical thinking, and real-world application. No lectures. No busywork. Top 1% outcomes nationally. Our families are discerning, well-connected, and frequently skeptical. They demand rigorous thinking, not rehearsed responses.

You'll steward that dialogue over the long term. Not only during enrollment, but across multiple years. You'll speak with fluency about AI—its mechanics, its shortcomings, and its significance—particularly with families who launch companies, fund them, or demand precision in every choice. If you're unable to sustain that caliber of conversation, this position will prove taxing. If you can, it becomes among the most intellectually stimulating roles in education.

This isn't account management. This is enduring trust with ultra-high-net-worth families who require discretion, sound judgment, and consistency. If that context feels natural—and you leverage AI daily to think, write, and work more efficiently—you'll grasp the opportunity instantly.

What You Will Be Doing

• Take ownership of the complete relationship with every family on campus, cultivating trust that grows over time
• Identify concerns proactively and address them with discretion, urgency, and clear judgment
• Sustain high visibility during critical moments: morning drop-off, afternoon pick-up, and curated parent gatherings
• Facilitate ongoing, substantive conversations about Alpha's AI-driven approach with highly analytical, tech-savvy families
• Develop and iterate on community experiences that foster belonging, advocacy, and referral activity
  
  

What You Won’t Be Doing

• Overseeing admissions pipelines or enrollment quotas—your work begins once families have joined
• Working remotely or relying solely on email correspondence—this requires consistent physical presence
• Using scripted responses or avoiding challenging questions about AI or pedagogy
• Depending on established processes—you'll create systems where none currently exist
• Viewing families as accounts—this role values judgment over task execution
  
  

Director Of Parent Engagement Key Responsibilities

Establish and maintain deep trust with ultra-high-net-worth families, securing long-term retention, advocacy, and confidence in Alpha's AI-powered education model.

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.

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-5798-US-SanFranc-DirectorofPare.001