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

Crossover
Cleveland, OH Remote Full Time
POSTED ON 6/2/2026
AVAILABLE BEFORE 8/25/2026
In most enrollment positions, the focus is on driving numbers. This role is designed to uphold excellence.

Alpha is constructing one of the world's most forward-thinking school frameworks. Our locations integrate demanding academics, technology-enhanced instruction, and elevated expectations for both learners and educators. Students routinely advance beyond national learning standards, supported by measurable results. Afternoons are dedicated to deeper exploration, self-directed learning, and practical competency development. The model is proven. But its success depends entirely on enrolling compatible families.

This is your responsibility.

You will oversee the complete enrollment process for a campus, beginning with initial contact and concluding with onboarding. This is not a role where you hand off tasks to others. You are accountable for the quality of the family experience, the clarity with which they grasp the model, and ensuring enrollment choices are made with proper understanding. You will evaluate compatibility, facilitate informed discussions, and advise against enrollment when circumstances warrant it. The objective is not filling seats. The objective is strategic fit.

We welcome applicants from high-end service sectors outside conventional education: independent schools, competitive programs, upscale hospitality, executive assistance, exclusive membership organizations, or entrepreneurs who have independently directed premium client experiences from start to finish. What counts is your capacity to execute a personalized, phased process with sound judgment, transparent communication, and consistent execution.

If your professional background includes providing exceptional service where credibility, confidentiality, and experience caliber shape the brand identity, this role will be recognizable—simply directed toward work that produces measurable impact.

This is a full-time, salaried, on-site position. We are recruiting in Chicago, Nashville, Oklahoma City, Tulsa, Southlake, and Houston. Relocation assistance is provided.

What You Will Be Doing

  • Taking full ownership of the enrollment experience for prospective families, spanning initial inquiry to completed onboarding.
  • Facilitating discovery-oriented discussions to evaluate compatibility before proposing options or advising on progression.
  • Coordinating 20 concurrent family engagements across various stages of enrollment, maintaining transparent tracking and timely follow-through.
  • Guiding campus visits, student observation sessions, and enrollment conversations that articulate results, standards, and ideal candidate profiles.
  • Ensuring precise CRM and enrollment documentation (HubSpot and SIS) to enable accurate forecasting, strategic prioritization, and elevated service delivery.

What You Won’t Be Doing

  • Employing volume-driven or coercive enrollment approaches.
  • Accepting families who are poorly suited to the model merely to satisfy enrollment targets.
  • Overseeing a sizable staff or navigating complex hierarchical structures.
  • Distributing responsibility for the family journey across multiple personnel.
  • Operating remotely. This position is intentionally campus-centered.

Director Of Admissions And Enrollment Key Responsibilities

Lead and deliver a trust-centered, standards-driven enrollment process that secures well-matched families while safeguarding the quality and outcomes of the Alpha educational model.

Basic Requirements

  • 3 years providing elevated, individualized service in settings where service excellence directly influences brand standing (education, luxury hospitality, executive support, premium membership, or owner-operated services).
  • Proven accountability for a complete client, admissions, or enrollment pathway from initial engagement through onboarding.
  • Experience concurrently stewarding 20 client, guest, or family interactions at varying stages, supported by a structured tracking and prioritization approach.
  • Ability to share specific examples of consultative judgment, including instances where you advised against your offering when alignment was insufficient.
  • Professional 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 locations: Chicago, IL, Nashville, TN, Oklahoma City, OK, Tulsa, OK, Southlake, TX, or Houston, TX.
  • Authorized to work in the United States without visa sponsorship.

Nice-to-have Requirements

  • Background in competitive independent school admissions or selective program enrollment.
  • Experience in upscale hospitality, VIP client services, or executive-level support functions.
  • History of developing or enhancing enrollment workflows, standard operating procedures, or service benchmarks.
  • Proficiency leveraging data and CRM intelligence to strengthen enrollment alignment, not merely processing 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-5800-US-Clevelan-DirectorofAdmi

Salary : $200,000

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