Demo

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

Crossover
Tulsa, OK Full Time
POSTED ON 6/3/2026
AVAILABLE BEFORE 7/2/2026
Where most enrollment positions prioritize throughput, this one is designed to uphold rigor.

Alpha is developing a school model recognized as one of the most forward-thinking in the world. Our campuses integrate demanding academics with technology-enabled instruction and elevated expectations for both learners and educators. Students routinely outpace national learning benchmarks, supported by measurable performance data. Afternoons shift focus toward deeper exploration, independent work, and applied skill development. The model delivers results. But success depends entirely on enrolling families who align with it.

This is your focus.

You will be accountable for the complete enrollment experience at a single campus, from the initial inquiry to final onboarding. This is not a role where responsibility is divided or passed along. You own how families perceive us, how thoroughly they grasp the model, and whether their decision to enroll is informed and intentional. You will evaluate alignment, facilitate meaningful dialogue, and advise against enrollment when appropriate. The objective is not to maximize numbers. The objective is mutual fit.

We welcome candidates whose backgrounds include premium client service outside conventional education settings: independent schools, competitive admissions programs, high-end hospitality, executive client management, exclusive membership communities, or entrepreneurial roles managing premium client relationships from start to finish. What counts is your proven ability to lead a high-touch, phased engagement with sound judgment, transparency, and disciplined execution.

If your career has centered on delivering exceptional service where credibility, professionalism, and client experience shape brand identity, this position will resonate—with the distinction that the work here produces lasting educational impact.

This is a full-time, salaried, on-site position. We are hiring across 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 outreach to completed onboarding.
  • Facilitating needs-based discovery conversations to assess compatibility before proposing pathways or advising on next actions.
  • Overseeing 20 concurrent family engagements across varied enrollment phases, maintaining transparent tracking and timely follow-through.
  • Guiding campus visits, student shadow days, and enrollment discussions that articulate outcomes, standards, and ideal candidate profiles.
  • Ensuring precision in CRM data and enrollment documentation (HubSpot and SIS) to enable forecasting, prioritization, and consistent service delivery.

What You Won’t Be Doing

  • Applying transactional or coercive enrollment strategies.
  • Accepting families who do not align with the model solely to meet enrollment targets.
  • Overseeing large teams or navigating multi-layered organizational approvals.
  • Splitting responsibility for the family journey across several team members.
  • Operating remotely. This is an on-campus role by intention.

Director Of Enrollment Key Responsibilities

Lead and deliver a high-integrity, selective enrollment process that successfully enrolls mission-aligned families while safeguarding the quality and outcomes central to the Alpha model.

Basic Requirements

  • 3 years providing premium, individualized service in settings where client experience directly influences organizational reputation (education, high-end hospitality, executive assistance, exclusive membership services, or entrepreneurial client-facing operations).
  • Proven responsibility for managing a complete client, admissions, or enrollment process from initial engagement to onboarding completion.
  • Track record of concurrently managing 20 relationships with clients, guests, or families across multiple stages, supported by a structured approach to tracking and prioritization.
  • Ability to share specific instances of consultative judgment, including occasions when you recommended against enrollment or purchase due to misalignment.
  • Demonstrated professional written correspondence 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

  • Direct experience in admissions for selective independent schools or competitive enrollment programs.
  • Professional history in luxury hospitality services, VIP client relations, or executive-level administrative support.
  • Involvement in designing or improving enrollment workflows, standard operating procedures, or service benchmarks.
  • Proficiency leveraging CRM analytics and performance data to elevate enrollment 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-5800-US-Tulsa-DirectorofEnro1

Salary : $200,000

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