Director of Admissions and Enrollment, 2 Hour Learning - $200,000/year USD

This enrollment role is not designed to maximize volume. It is designed to uphold standards.

Alpha is developing a school model that ranks among the most ambitious in the world. Our campuses integrate rigorous academics with technology-enabled learning and hold both students and staff to high expectations. Students routinely outpace national learning benchmarks, and the evidence is clear. Afternoons are dedicated to depth, autonomy, and developing real-world capabilities. The model is effective—but only when paired with the right families. That is where your role begins.

You will be accountable for the admissions process at a campus, managing every step from application submission to final enrollment. This is not a coordination role. You own how families perceive us, how well they grasp the model, and whether enrollment decisions are grounded in genuine fit. You will evaluate alignment, facilitate purposeful dialogue, and recommend against enrollment when appropriate. The objective is not to maximize numbers. The objective is to ensure alignment.

We welcome candidates from premium service backgrounds outside conventional education: selective private schools, competitive programs, luxury hospitality, executive support, premium membership organizations, or owner-operators who have personally overseen high-value client relationships from start to finish. What counts is your capability to execute a high-touch, multi-phase process with sound judgment, precision, and accountability. If your career has been defined by delivering white-glove service where trust, discretion, and experience quality shape the brand, this role will resonate. Apply now to bring that caliber of work to a mission that matters.

What You Will Be Doing

• Taking full ownership of the enrollment process for prospective families, spanning initial contact to onboarding completion.
• Facilitating needs-based discovery conversations to assess fit prior to offering solutions or advancing to the next stage.
• Overseeing 20+ concurrent family relationships across varying stages of the enrollment cycle, maintaining full clarity on status and follow-up actions.
• Guiding campus tours, shadow day experiences, and enrollment decision meetings that transparently convey outcomes, expectations, and ideal candidate profiles.
• Ensuring CRM accuracy and enrollment data integrity (HubSpot and SIS) to enable forecasting, prioritization, and consistent service delivery.

What You Won’t Be Doing

• Applying transactional or high-pressure sales methods.
• Accepting families who are poorly aligned in order to meet enrollment targets.
• Overseeing a large team or navigating complex approval hierarchies.
• Handing off ownership of the family experience across multiple departments.
• Working from a remote location. This position is campus-based by necessity.

Director Of Admissions And Enrollment Key Responsibilities

Lead and deliver a high-trust, high-selectivity enrollment process that enrolls the right families while safeguarding the integrity and academic performance of the Alpha model.

Basic Requirements

• 3+ years providing premium, personalized service in settings where service excellence directly shapes brand reputation (education, luxury hospitality, executive support, premium membership, or owner-operated services).
• Proven ownership of a complete client, admissions, or enrollment experience from initial contact through onboarding.
• Experience managing 20+ concurrent client, guest, or family relationships at various stages, supported by a reliable tracking and prioritization system.
• Capacity to present specific examples of consultative decision-making, including instances where you recommended against your product or service due to misalignment.
• Professional written communication experience engaging senior executives, high-net-worth individuals, or discerning clients.
• Willingness to reside in or relocate within 60 days to one of these markets: Greenwich, CT; Boca Raton, FL; Atlanta, GA; or Boston, MA.
• Authorized to work in the United States without visa sponsorship.

Nice-to-have Requirements

• Experience in admissions for selective private schools or enrollment in competitive programs.
• Background in luxury hospitality, VIP guest services, or executive-level support functions.
• Experience designing or enhancing enrollment workflows, standard operating procedures, or service protocols.
• Proficiency using data and CRM tools to enhance conversion quality, not merely velocity.

About 2 Hour Learning

Education is broken, but 2 Hour Learning is proving it doesn’t have to be. They’re tearing down the outdated one-size-fits-all model and replacing it with AI-driven personalized learning that helps kids master academics in just two hours a day.

With students consistently ranking in the top 1-2% nationally and the top 20% achieving an astonishing 6.5x growth, they’re proving that smarter learning is possible. At 2 Hour Learning, it’s talent and performance that matter.

They offer a dynamic, on-campus and remote-friendly environment where innovators, educators, and AI specialists can be a part of fixing a broken school system.

2 Hour Learning is reprogramming learning for the AI era.

Here’s How They’re Fixing It.

There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

Working with us

This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.

Crossover Job Code: LJ-5799-US-Yonkers-DirectorofAdmi1