Director of Enrollment Management, 2 Hour Learning

Where most enrollment positions prioritize throughput, this one is designed to uphold quality.

Alpha is constructing one of the world's most forward-thinking educational models. Our campuses integrate demanding academics, technology-enhanced instruction, and elevated expectations for both learners and educators. Students routinely exceed national learning benchmarks, supported by measurable outcomes. Afternoons are reserved for deeper exploration, independent work, and applied competency development. The model delivers results. However, success depends entirely on enrolling aligned families.

This is your mandate.

You will lead the complete admissions experience for a campus, spanning initial application to final enrollment. This is not a role where responsibilities are shared or passed along. You control how families perceive us, how thoroughly they grasp the philosophy, and whether enrollment occurs for sound reasons. You will evaluate compatibility, facilitate meaningful dialogue, and advise against enrollment when appropriate. The objective is not volume maximization. The objective is strategic fit.

We welcome applicants from elite service backgrounds outside conventional education: independent schools, competitive admissions programs, high-end hospitality, executive concierge roles, premium clubs, or entrepreneurial ventures involving direct management of discerning clientele. What counts is your capacity to orchestrate a refined, multi-phase process with discernment, precision, and accountability.

If your professional experience centers on exceptional service delivery where credibility, confidentiality, and experience design shape brand identity, this role will resonate—just directed toward work that produces measurable impact.

This is a full-time, salaried, on-campus position. We are currently hiring in Greenwich, Boca Raton, Atlanta, Boston, Charlotte, and Chantilly. Relocation assistance is provided.

What You Will Be Doing

• Leading the complete enrollment pathway for prospective families, beginning with initial outreach and concluding with onboarding.
• Facilitating diagnostic conversations to evaluate alignment prior to offering solutions or advising on subsequent actions.
• Overseeing 20+ concurrent family engagements at varied enrollment phases, maintaining transparent tracking and timely follow-through.
• Orchestrating campus visits, student shadow days, and decision-stage discussions that articulate results, standards, and ideal candidate profiles.
• Sustaining precise CRM and enrollment documentation (HubSpot and SIS) to enable forecasting, workflow prioritization, and service excellence.

What You Won’t Be Doing

• Applying transactional or aggressive sales methodologies.
• Accepting families with poor alignment solely to satisfy enrollment targets.
• Overseeing sizable teams or navigating complex organizational hierarchies.
• Distributing family experience ownership across multiple stakeholders.
• Operating remotely. This position is intentionally campus-resident.

Director Of Enrollment Management Key Responsibilities

Design and deliver a high-integrity, selective enrollment process that secures mission-aligned families while safeguarding the operational and academic excellence of the Alpha model.

Basic Requirements

• 3+ years providing premium, tailored service in sectors where service caliber directly influences brand equity (education, luxury hospitality, executive services, exclusive memberships, or owner-led client operations).
• Proven ownership of full-cycle client, admissions, or enrollment processes spanning initial engagement through final onboarding.
• Experience concurrently stewarding 20+ client, guest, or family accounts at differing stages, supported by a structured tracking methodology.
• Ability to cite specific instances of consultative judgment, including occasions when you recommended against your offering due to misalignment.
• Professional correspondence experience with C-suite executives, affluent individuals, or sophisticated stakeholders.
• Willingness to reside in or relocate within 60 days to one of these locations: Greenwich, CT; Boca Raton, FL; Atlanta, GA; Boston, MA; Charlotte, NC; or Chantilly, VA.
• Authorized to work in the United States without visa sponsorship.

Nice-to-have Requirements

• Background in competitive private school admissions or selective program recruitment.
• Professional history in luxury hospitality, VIP client services, or executive-level coordination.
• Experience designing or optimizing enrollment workflows, operating procedures, or service benchmarks.
• Proficiency leveraging CRM analytics and enrollment data to enhance decision 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-5799-US-CoralSpr-DirectorofEnro.004