You chose private school leadership because you wanted to influence how students grow and learn—not to manage fundraising campaigns or arbitrate parent councils. This role offers a structure where the educational philosophy is safeguarded for you, operational functions are centralized, and your time is dedicated to what you do best: engaging the most influential families, converting them into advocates, and serving as the authoritative voice when discussions become difficult.
Your responsibility will be to lead the parent engagement for Alpha within a single metro area—either Miami, San Francisco, or Los Angeles. Success will be defined by enrollment and advocacy: attracting prospective ultra-high-net-worth families and converting them, ensuring current UHNW families re-enroll and refer others, championing 2 Hour Learning publicly, and establishing Alpha as a recognized name locally. Approximately half of your time will be spent externally—developing community partnerships, hosting information sessions, and conducting one-on-one meetings with discerning parents who have reviewed every AI critique and expect to understand why this model is sound.
The remainder of your role involves serving as the final escalation point. When an Associate Dean of Parents encounters a situation beyond their ability to resolve—such as a prominent family threatening withdrawal or a campus quietly adjusting the model to appease a demanding parent—the issue escalates to you. You will retain the family while preserving the integrity of the model. Both outcomes are non-negotiable. Afterward, you will document the resolution so the Associate Dean network can manage similar situations independently in the future.
If you have led a private or independent K-12 institution, or if you have built a career cultivating trust with UHNW families in another sector, and you have been seeking a position where judgment and persuasion are the core outputs, this role is designed for you.
Create a metro area where Alpha families become the most vocal advocates for 2 Hour Learning—and where no parent escalation is resolved by compromising the educational 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.