Senior Director of Enrollment Management, Alpha - $250,000/year USD

About the role

You will emerge as the individual families turn to when uncertainty arises, when they seek clarity, or when they wish to share what's important. This position anchors trust at one of two Bay Area locations: downtown San Francisco or San Rafael. Alpha is constructing a fundamentally different school where core academics are completed by students in two hours daily via AI-powered platforms, with remaining time dedicated to critical thinking, public speaking, and real-world application. The families you serve are discerning, well-counseled, and frequently skeptical, demanding thoughtful analysis and fluency about AI—its mechanisms, shortcomings, and significance.

This is not relationship management; it is enduring trust with ultra-high-net-worth families who demand discretion, discernment, and reliability. If this setting feels natural—and you engage AI daily to accelerate thinking, writing, and execution—you will grasp the opportunity immediately.

Responsibilities

• Own the complete relationship with each family on campus, cultivating trust that deepens over time
• Identify concerns proactively and address them with discretion, urgency, and clear judgment
• Sustain consistent visibility during critical moments: morning arrivals, afternoon departures, and carefully designed parent gatherings
• Facilitate continuous, substantive conversations about Alpha's AI-driven approach with highly analytical, technology-literate families
• Architect and iterate community touchpoints that foster belonging, endorsement, and referral activity

What You Won’t Be Doing:

• Overseeing admissions pipelines or enrollment quotas—your engagement starts once families have committed
• Operating from a desk or relying solely on email correspondence—this demands physical presence
• Adhering to scripts or sidestepping challenging inquiries regarding AI or education
• Depending on established procedures—you will construct frameworks where none currently exist
• Viewing families as portfolio items—this role values judgment over task execution

Requirements

Basic Requirements:

• Located in or capable of commuting daily to San Francisco or San Rafael
• 5+ years engaging directly with UHNW individuals or families in private schools, family offices, private equity, or premium client service settings
• Demonstrated capacity to manage intricate, high-stakes relationships with discretion and solid judgment
• Daily, active user of AI tools (e.g., Claude, ChatGPT, Perplexity) with capacity to articulate AI strengths, limitations, and risks clearly
• Commanding presence and communication approach that secures credibility with highly educated, demanding families
• Knowledge of independent or private school environments, either through professional or personal experience
• Flexibility for early morning, late afternoon, and occasional evening or weekend engagements

Nice-to-have Requirements:

• Established connections within Bay Area UHNW or private school networks
• Background working with tech executives, investors, or founders
• History of creating communities or experiences that generate organic referrals
• Experience in high-growth or early-stage settings where uncertainty is prevalent
• Capacity to distill complex technical ideas into confident, accessible dialogue

About Alpha

Alpha reimagines the school day around faster learning, stronger mentorship, and more time for students to build real-world skills. The school hires teachers (guides), operators, admissions experts, school & curriculum leaders, and remote team members. Alpha offers six-figure roles for people ready to help build a radically better school experience, with a culture built for builders—fast-moving, ambitious, and student-focused.

Pay

The compensation level for this role is $250,000 USD/year, paid weekly.

Schedule

This is a full-time, year-long W2 employee position with flexibility required for early morning, late afternoon, and occasional evening or weekend engagements.

Benefits

Immediate access to benefits (details available at Crossover Benefits).