You went into private school leadership to shape how children learn, not to run capital campaigns and referee parent committees. There is a version of this job where the academic model is protected for you, operations is handled centrally, and you spend your week on what you are best at: winning over the families who matter most, turning them into advocates, and being the voice of authority when the conversation gets hard.
You will own the parent side of Alpha in one metro — Miami, San Francisco, or Los Angeles. Your measure is enrollment and advocacy: prospective ultra-high-net-worth families who convert, current UHNW families who re-enroll, refer, and publicly champion 2 Hour Learning, and a local community where Alpha is top of mind. Roughly half your week is outward-facing — community partnerships, info sessions, and 1:1 conversations with sophisticated parents who have read every AI skeptic and want to know why the model actually works.
The rest of the seat is the escalation line. When an Associate Dean of Parents reaches the edge of what they can resolve — a board family threatening to pull their kids, a campus quietly softening the model to keep a vocal parent happy — it comes to you. You retain the family and you keep the model intact. Both. Then you document the precedent so the Associate Dean network can handle it next time without you.
If you have run a private or independent K-12 school, or you have spent a career earning the trust of UHNW families in another industry, and you have been waiting for the job where judgment and persuasion are the actual deliverables, this is it.
Build a metro where Alpha families are 2 Hour Learning’s loudest advocates — and where no parent crisis is resolved by compromising the model.
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.






It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.
Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.
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.