You entered private school leadership to drive how students learn—not to navigate capital campaigns or mediate parent governance. A version of this role exists where the academic framework is safeguarded centrally, operational functions are managed for you, and your focus remains on what you do best: cultivating trust with the most influential families, transforming them into advocates, and serving as the credible voice when conversations become challenging.
You will lead the parent-facing function for Alpha in a single metro area—Los Angeles, San Francisco, or Miami. Success is measured by enrollment and advocacy: converting prospective ultra-high-net-worth families, ensuring current UHNW families re-enroll, refer others, publicly endorse 2 Hour Learning, and establishing Alpha as a prominent name locally. Approximately half your time is external—facilitating community partnerships, hosting information sessions, and holding 1:1 discussions with discerning parents who have reviewed every AI critique and seek to understand why the model is sound.
The remainder of your role serves as the escalation point. When an Associate Dean of Parents encounters a situation beyond their scope—a board-connected family considering withdrawal, or a campus quietly adjusting the model to appease a vocal parent—it escalates to you. Your responsibility is to retain the family while preserving the model. Both outcomes are required. You then document the resolution so the Associate Dean network can manage similar cases independently going forward.
If you have led a private or independent K-12 institution, or built a career earning the confidence of UHNW families in another sector, and you have been seeking a position where judgment and persuasion are the core outputs, this role delivers that opportunity.
Create a metro region where Alpha families serve as the most vocal advocates for 2 Hour Learning—and where every parent crisis is resolved without 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.