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Director of Enrollment, Learning

Job in Midwest City, Oklahoma County, Oklahoma, USA
Listing for: Crossover
Full Time, Part Time position
Listed on 2026-07-11
Job specializations:
  • Sales
    CRM System
Salary/Wage Range or Industry Benchmark: 200000 USD Yearly USD 200000.00 YEAR
Job Description & How to Apply Below
Position: Director of Enrollment, 2 Hour Learning - $200,000/year USD

Unlike most enrollment positions that prioritize volume, this role is designed to uphold standards. Alpha is constructing one of the world’s most ambitious educational models. Our campuses integrate demanding academics, technology-driven instruction, and elevated expectations for both students and faculty. Students routinely demonstrate accelerated learning compared to national benchmarks, supported by measurable outcomes. Afternoons are dedicated to depth, autonomy, and practical skill development.

The model delivers results. However, its success depends on enrolling the right families. Your role is critical to that outcome.

What You Will Be Doing
  • Taking full ownership of the enrollment process for prospective families, beginning with initial contact and concluding with onboarding.
  • Facilitating needs‑assessment discussions to evaluate fit prior to offering solutions or advising on subsequent actions.
  • Overseeing 20+ concurrent family relationships across various enrollment stages, maintaining transparent tracking of status and follow‑up activities.
  • Directing campus visits, shadowing opportunities, and decision‑oriented conversations that articulate outcomes, expectations, and ideal candidate profiles.
  • Ensuring precise CRM and enrollment documentation (Hub Spot and SIS) to enable forecasting, prioritization, and service excellence.
What You Won’t Be Doing
  • Employing transactional or aggressive sales methodologies.
  • Accepting families who lack alignment merely to satisfy enrollment targets.
  • Supervising a sizable team or operating within complex approval hierarchies.
  • Transferring responsibility for the family experience across multiple functions.
  • Working remotely. This position is campus-based by requirement.
Director Of Enrollment

Key Responsibilities

Own and deliver a high‑trust, highly selective enrollment process that successfully converts aligned families while safeguarding the integrity and academic performance of the Alpha model.

Basic Requirements
  • 3+ years providing premium, individualized service in settings where service excellence directly influences brand credibility (education, luxury hospitality, executive assistance, premium membership, or owner‑managed services).
  • Proven ownership of a complete client, admissions, or enrollment experience from initial contact through onboarding.
  • Experience managing 20+ concurrent client, guest, or family relationships at varying stages, supported by a clear tracking and prioritization methodology.
  • Capacity to offer specific examples of consultative decision‑making, including instances where you recommended against your product or service due to poor fit.
  • Professional writing experience engaging senior executives, high‑net‑worth individuals, or discerning clients.
  • Willingness to reside in or relocate within 60 days to one of the following locations:
    Chicago, IL, Nashville, TN, Oklahoma City, OK, Tulsa, OK, or Southlake, TX.
  • Authorized to work in the United States without visa sponsorship.
Nice‑to‑have Requirements
  • Experience with selective private school admissions or enrollment in competitive programs.
  • Background in luxury hospitality, VIP client services, or executive‑level support functions.
  • Experience designing or enhancing enrollment workflows, standard operating procedures, or service benchmarks.
  • Proficiency leveraging data and CRM analytics to enhance conversion quality, not merely velocity.
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.

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