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

• On-site location: Palo Alto, Piedmont, San Francisco, La Jolla (San Diego), or Los Angeles (South Bay), CA
• Annual salary: $200,000
• Full-time position
• Comprehensive benefits: Health, vision, dental, 401k, PTO, and more
  
  

The families you will serve do not require additional services. They require a trusted advisor whose judgment is beyond question.

This position anchors that relationship. You will establish yourself as the person families turn to when uncertainty arises, when they seek a second perspective, or when they wish to discuss something meaningful. Your credibility will be earned through consistency and insight—not obligation. Your influence will define how families perceive their child's educational experience at one of five California locations: Palo Alto, Piedmont, downtown San Francisco, La Jolla, or South Bay (Los Angeles).

Alpha represents a fundamental departure from traditional schooling. Students complete core academic work in two hours daily through AI-powered platforms, dedicating the remainder of their day to public speaking, critical thinking, and applied execution. No traditional lectures. No filler assignments. Results that rank in the top 1% nationally. Our families are discerning, well-connected, and often cautious. They value clear reasoning over rehearsed messaging.

You will steward that dialogue across the long term—not only during enrollment, but year after year. You will speak with authority about AI: its mechanisms, its shortcomings, and its significance—particularly with families who launch companies, fund them, or demand rigor in every choice. If this depth of conversation feels daunting, the role will challenge you. If it energizes you, this becomes one of the most intellectually stimulating opportunities in education.

This is not client management. This is the cultivation of enduring trust with ultra-high-net-worth families who expect confidentiality, discernment, and reliability. If that context resonates—and you integrate AI into your daily workflow to think, communicate, and execute more effectively—the scope of this opportunity will be immediately clear.

What You Will Be Doing

• Serve as the primary relationship steward for every family on campus, cultivating trust that deepens over time
• Identify and address concerns proactively with confidentiality, efficiency, and careful judgment
• Maintain consistent visibility during critical touchpoints: morning arrivals, afternoon departures, and curated parent gatherings
• Facilitate substantive, ongoing dialogue about Alpha's AI-powered approach with analytically minded, technology-literate families
• Architect and iterate on community experiences that foster belonging, endorsement, and word-of-mouth growth
  
  

What You Won’t Be Doing

• Overseeing admissions pipelines or enrollment metrics—your remit starts after families commit
• Working primarily from a desk or relying solely on email correspondence—this demands physical presence
• Using prepared scripts or avoiding difficult inquiries about AI or educational philosophy
• Depending on established frameworks—you will create structure in spaces where none currently exists
• Viewing families as transactional accounts—this role values judgment over checklist execution
  
  

Director Of Family Engagement Key Responsibilities

Establish and maintain profound trust with ultra-high-net-worth families, securing sustained retention, advocacy, and confidence in Alpha's AI-driven educational framework.

Basic Requirements

• Located in or capable of daily commute to Palo Alto, Piedmont, San Francisco, La Jolla, or Los Angeles
• 5 years of direct experience working with UHNW individuals or families through private schools, private equity, family offices, or premium client service settings
• Demonstrated capacity to manage sophisticated, high-stakes relationships with confidentiality and thoughtful judgment
• Daily, hands-on user of AI tools (e.g., ChatGPT, Claude, Perplexity) with fluency in articulating AI functionality, risks, and boundaries
• Commanding presence and communication approach that garners trust from highly educated, high-expectation families
• Working knowledge of private or independent school environments, gained either professionally or personally
• Flexibility for early morning, late afternoon, and occasional evening or weekend programming
  
  

Nice-to-have Requirements

• Pre-existing connections within regional private school or UHNW networks
• Background engaging with founders, investors, or technology executives
• Demonstrated success in creating communities or experiences that generate organic referrals
• Background in early-stage or rapidly scaling organizations where structure is fluid
• Skill in distilling complex technical ideas into accessible, confident dialogue
  
  

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-DirectorofFami.001