Director of Parent Engagement $200,000 USD/year Pay is set based on global value, not the local market.
Most roles = hourly rate x 40 hrs x 50 weeks
Description
- 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
- Full benefits package: Health, vision, dental, 401k, PTO, and more
The families you will serve are not looking for additional services. They are looking for someone whose judgment they can trust completely.
This role is the anchor of that trust. You will be the person families turn to when something doesn't sit right, when they seek counsel, or when they want to share what truly matters. Not out of obligation—but because you have earned their confidence. How you show up will define their experience of 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 model of schooling. Students complete their core academic work in two hours daily through AI-powered platforms, then devote the balance of their time to public speaking, critical thinking, and real-world problem-solving. No traditional lectures. No filler assignments. Top 1% performance outcomes at the national level. The families we serve are sophisticated, well-counseled, and frequently skeptical. They demand clarity and depth, not rehearsed messaging.
You will steward that dialogue over the long term. Not only during the enrollment phase, but year after year. You will speak with fluency about AI—its mechanics, its shortcomings, and its significance—particularly with families who lead companies, fund them, or require precision at every turn. If you are unable to sustain that caliber of dialogue, this position will feel burdensome. If you can, it becomes among the most intellectually rewarding roles in the education sector.
This is not client account management. This is sustained trust-building with ultra-high-net-worth families who expect confidentiality, discernment, and reliability. If that setting feels natural—and you use AI tools daily to think, communicate, and execute with greater speed—the opportunity will be immediately evident.
What you will be doing
- Take full ownership of every family relationship on your campus, cultivating trust that deepens over time
- Identify concerns before they escalate and address them with discretion, urgency, and clear judgment
- Be consistently present at pivotal moments: morning arrival, afternoon departure, and thoughtfully designed parent gatherings
- Facilitate ongoing, substantive discussions about Alpha's AI-powered model with highly analytical, technology-literate families
- Create and continuously improve community experiences that foster belonging, loyalty, and active referrals
What you will NOT be doing
- Overseeing admissions pipelines or enrollment goals—your work begins once families have committed
- Operating remotely or relying solely on email—this role demands consistent physical presence
- Reading from scripts or sidestepping difficult questions about AI or educational philosophy
- Depending on established frameworks—you will design systems in areas where none currently exist
- Viewing families as accounts—this role values judgment above task execution
Key responsibilities
Cultivate and maintain profound trust with ultra-high-net-worth families, ensuring sustained retention, active advocacy, and unwavering confidence in Alpha's AI-powered educational approach.
Candidate requirements
- Located in or able to commute daily to Palo Alto, Piedmont, San Francisco, La Jolla, or Los Angeles
- 5+ years of direct experience working with UHNW individuals or families in settings such as private schools, private equity, family offices, or elite client service environments
- Demonstrated capacity to manage complex, high-stakes relationships with confidentiality and sound judgment
- Daily, active use of AI tools (e.g., ChatGPT, Claude, Perplexity) and the ability to articulate AI capabilities, risks, and constraints with clarity
- Commanding presence and communication skills that establish credibility with highly educated, high-expectation families
- Professional or personal familiarity with private or independent school environments
- Flexibility to be available for early morning, late afternoon, and occasional evening or weekend events
Nice to have
- Pre-existing connections within local private school or UHNW networks
- Prior experience engaging with founders, investors, or technology executives
- Proven ability to build communities or programs that generate organic referrals
- Background in early-stage or high-growth settings where ambiguity is the norm
- Skill in distilling complex technical topics into clear, confident dialogue
You will be working for
Applying for a role? Here’s what to expect.
Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.
Chat-style
screening interview.
Cognitive 
aptitude test.
Prove real-world 
job skills.
Interview with the hiring manager.
Pass
proctored test.
Accept job offer.
Frequently asked questions
Reviews
Meet some people who've landed similar jobs
Recruitment sucks. So we’re fixing it.
The Olympics of work
It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.
Premium pay for premium talent
Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.
Shortlist by skills, not bias
We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.
Join the world's largest community of 
AI-first remote workers.