Demo

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

Crossover
Oklahoma, OK Full Time
POSTED ON 8/3/2026
AVAILABLE BEFORE 10/26/2026
While most enrollment positions focus on driving numbers, this role is designed to uphold standards.

Alpha is constructing a school model of exceptional ambition. Our campuses integrate demanding academics, technology-driven instruction, and elevated expectations for both students and personnel. Students routinely achieve learning gains that exceed national norms, supported by measurable evidence. Afternoons are reserved for deeper exploration, autonomous work, and practical skill development. The model is effective. But its success depends entirely on selecting aligned families. Your responsibility begins here.

You will control the complete admissions process for a campus, spanning initial application to final enrollment. This is not a role defined by handoffs. You are accountable for the family's experience with us, the clarity with which they grasp the model, and ensuring enrollment decisions are made with the correct rationale. You will evaluate fit, facilitate meaningful dialogue, and advise against enrollment when appropriate. The objective is not to maximize volume. The objective is to achieve alignment.

We welcome applicants from premium service sectors outside conventional education: selective independent schools, competitive programs, high-end hospitality, executive concierge services, exclusive membership organizations, or entrepreneurs who have directly overseen complex, high-value client experiences from start to finish. What counts is your capability to execute a sophisticated, multi-phase process with sound judgment, transparency, and accountability. If your career has been defined by delivering exceptional service where trust, confidentiality, and experiential quality shape the brand, this role will resonate. Apply now to apply that standard to meaningful work.

What You Will Be Doing

  • Directing the complete enrollment experience for prospective families, beginning with initial outreach and concluding with onboarding.
  • Facilitating fit-assessment dialogues to establish compatibility before advancing solutions or suggesting subsequent actions.
  • Overseeing 20 concurrent family engagements across various enrollment phases, maintaining transparent tracking of progress and follow-up commitments.
  • Guiding campus visits, student shadow days, and enrollment decision meetings that articulate outcomes, expectations, and the intended family profile with precision.
  • Ensuring accurate documentation within CRM and student information systems (HubSpot and SIS) to enable forecasting, prioritization, and consistent service delivery.

What You Won’t Be Doing

  • Employing transactional or aggressive sales approaches.
  • Accepting enrollment from families who do not align with the model merely to meet targets.
  • Supervising a sizable team or working through complex approval hierarchies.
  • Distributing responsibility for the family's experience across multiple staff members.
  • Operating remotely. This position is intentionally campus-based.

Director Of Enrollment Key Responsibilities

Direct and deliver a high-trust, selective enrollment process that successfully converts well-matched families while safeguarding the integrity and outcomes of the Alpha model.

Basic Requirements

  • 3 years providing premium, individualized service in settings where service excellence directly influences brand standing (education, high-end hospitality, executive assistance, exclusive membership organizations, or independently managed service businesses).
  • Proven ownership of a complete client, admissions, or enrollment process from initial engagement through final onboarding.
  • Experience managing 20 concurrent client, guest, or family relationships at varying stages, supported by a reliable tracking and prioritization methodology.
  • Capacity to offer specific examples of consultative decision-making, including instances where you recommended against your offering when alignment was lacking.
  • Professional writing experience in communication 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, or Tulsa, OK.
  • Authorized to work in the United States without requiring visa sponsorship.

Nice-to-have Requirements

  • Experience in admissions for selective independent schools or enrollment for competitive programs.
  • Background in high-end hospitality, VIP client services, or executive support capacities.
  • Experience developing or improving enrollment workflows, standard operating procedures, or service protocols.
  • Proficiency leveraging data and CRM analysis 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-5800-US-Oklahoma-DirectorofEnro3.006

Salary : $200,000

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