Demo

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

Crossover
Anniston, AL Full Time
POSTED ON 6/30/2026
AVAILABLE BEFORE 9/21/2026
Most enrollment positions focus on driving numbers. This one is designed to uphold standards.

Alpha is developing one of the most forward-thinking school models globally. Our sites integrate demanding academics, technology-enabled instruction, and elevated expectations for both learners and educators. Students regularly advance at rates exceeding national norms, supported by measurable outcomes. Afternoons are dedicated to deeper exploration, autonomy, and practical skill development. The model is proven effective—but only when paired with appropriate families. That is your responsibility.

You will manage the complete admissions process for a campus, starting with application and concluding with enrollment. This is not a role with handoffs. You determine how families perceive us, how thoroughly they grasp the model, and whether enrollment choices reflect genuine alignment. You will evaluate compatibility, facilitate informed discussions, and advise against enrollment when warranted. The objective is not maximizing headcount. The objective is ensuring fit.

We welcome applicants from high-end service backgrounds outside conventional education: independent schools, competitive programs, luxury hospitality, executive assistance, exclusive membership entities, or entrepreneurs who have directly overseen sophisticated client experiences from start to finish. What counts is your capacity to execute a detailed, phased process with sound judgment, transparency, and consistent follow-through. If your career has centered on providing exceptional service where reputation rests on trust, discretion, and experience quality, this role will resonate. Apply now to deliver that caliber of work in a meaningful context.

What You Will Be Doing

  • Managing the complete enrollment experience for prospective families, beginning with initial outreach and extending through onboarding.
  • Facilitating needs-based discussions to assess alignment before introducing options or advising on subsequent actions.
  • Overseeing 20 concurrent family engagements across various stages of the enrollment pipeline, maintaining transparent tracking and timely follow-up.
  • Directing campus visits, shadow day experiences, and decision-focused conversations that articulate results, standards, and ideal candidate profiles.
  • Ensuring precise CRM and enrollment documentation (HubSpot and SIS) to enable forecasting, task prioritization, and sustained service excellence.

What You Won’t Be Doing

  • Employing transactional or aggressive sales methods.
  • Accepting families who lack alignment merely to satisfy enrollment targets.
  • Supervising a sizable team or operating within complex approval hierarchies.
  • Distributing responsibility for the family journey across multiple personnel.
  • Performing this work remotely. This position requires on-campus presence.

Director Of Enrollment Management Key Responsibilities

Lead and deliver a trust-centered, selective enrollment process that secures well-matched families while safeguarding the integrity and effectiveness of the Alpha model.

Basic Requirements

  • 3 years providing high-caliber, individualized service in settings where service standards directly shape brand perception (education, luxury hospitality, executive assistance, premium memberships, or owner-managed services).
  • Proven ownership of a complete client, admissions, or enrollment process spanning initial contact to onboarding.
  • Experience managing 20 client, guest, or family interactions concurrently at varied stages, supported by a structured tracking and prioritization approach.
  • Ability to present specific instances of consultative decision-making, including situations where you advised against your offering when it was inappropriate.
  • Professional written correspondence experience with senior leaders, high-net-worth clients, or discerning audiences.
  • Willingness to reside in or relocate within 60 days to one of these regions: Greenwich, CT; Boca Raton, FL; Atlanta, GA; or Boston, MA.
  • Authorization to work in the United States without requiring visa sponsorship.

Nice-to-have Requirements

  • Background in competitive independent school admissions or selective program recruitment.
  • Experience in luxury hospitality, VIP client services, or executive support capacities.
  • Track record of developing or enhancing enrollment workflows, standard operating procedures, or service protocols.
  • Proficiency leveraging data and CRM analytics to enhance conversion 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-Anniston-DirectorofEnro

Salary : $200,000

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