Demo

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

Crossover
Miami, FL Full Time
POSTED ON 6/9/2026
AVAILABLE BEFORE 8/31/2026
While most enrollment positions focus on driving numbers, this role prioritizes maintaining standards.

Alpha is constructing a school model of exceptional ambition. Our locations integrate demanding academics, technology-enabled instruction, and elevated expectations for both learners and educators. Students reliably progress faster than national averages, supported by measurable evidence. Afternoon hours are dedicated to deeper exploration, independent work, and practical competency development. The approach is effective. Its success, however, depends entirely on family alignment.

This is your responsibility.

You will manage the complete enrollment pathway for a campus, beginning with initial outreach and concluding with onboarding. This position does not involve handoffs. You determine how families perceive us, how thoroughly they grasp our model, and whether enrollment choices reflect appropriate reasoning. You will evaluate compatibility, facilitate substantive discussions, and propose rejection when circumstances warrant it. The objective is not enrollment maximization. The objective is strategic fit.

We welcome applicants from high-caliber service sectors outside conventional education: independent schools, competitive programs, high-end hospitality, executive assistance, exclusive membership entities, or entrepreneurial operators who have directly overseen premium client experiences from start to finish. What counts is your capacity to execute a personalized, phased process with discernment, precision, and accountability.

If your professional background involves delivering exceptional service where credibility, confidentiality, and experience design shape brand identity, this opportunity will resonate—now directed toward work with measurable impact.

This is a full-time, salaried, on-site position. We are recruiting for Greenwich, Boca Raton, Atlanta, Charlotte, and Chantilly. Relocation assistance is provided.

What You Will Be Doing

  • Managing the entire enrollment experience for prospective families, spanning initial engagement through final onboarding.
  • Facilitating exploratory dialogues to assess compatibility before introducing options or advising on progression.
  • Overseeing 20 concurrent family interactions at varied enrollment phases, maintaining transparent tracking and timely follow-up.
  • Guiding campus visits, student shadow sessions, and enrollment discussions that articulate results, standards, and ideal candidate profiles.
  • Ensuring precise CRM documentation and enrollment data management (HubSpot and SIS) to enable forecasting, task prioritization, and service excellence.

What You Won’t Be Doing

  • Applying transactional or aggressive enrollment techniques.
  • Accepting misaligned families to satisfy quotas.
  • Overseeing a sizable team or working through complex organizational hierarchies.
  • Distributing responsibility for family relationships across multiple personnel.
  • Operating remotely. This position requires physical campus presence.

Director Of Enrollment Key Responsibilities

Lead and deliver a high-confidence, selective enrollment process that successfully enrolls aligned families while safeguarding the credibility and outcomes of the Alpha educational model.

Basic Requirements

  • 3 years providing elevated, individualized service in settings where quality directly influences organizational reputation (education, premium hospitality, executive operations, exclusive membership services, or entrepreneurial ventures).
  • Proven management of a full-cycle client, admissions, or enrollment process from initial inquiry through final onboarding.
  • Experience coordinating 20 simultaneous client, guest, or family engagements across multiple stages, supported by an organized tracking methodology.
  • Capacity to share specific instances of advisory decision-making, including occasions when you counseled against your offering due to poor fit.
  • Professional correspondence experience with C-suite executives, affluent clients, or discerning audiences.
  • Willingness to reside in or relocate within 60 days to one of these locations: Greenwich, CT; Boca Raton, FL; Atlanta, GA; Charlotte, NC; or Chantilly, VA.
  • Authorized to work in the United States without visa sponsorship.

Nice-to-have Requirements

  • Experience in competitive independent school admissions or selective program recruitment.
  • Background in premium hospitality, VIP client services, or C-level support functions.
  • Experience developing or optimizing enrollment workflows, operational protocols, or quality benchmarks.
  • Proficiency leveraging CRM analytics and data to enhance enrollment alignment, 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-Miami-DirectorofEnro1.001

Salary : $200,000

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