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

About the role

This role is designed to safeguard standards in a forward-thinking school model that integrates demanding academics, technology-enhanced learning, and elevated expectations. The mandate is to enroll the right families, ensuring alignment with the Alpha model.

Responsibilities

• Taking complete ownership of the enrollment experience for prospective families, spanning initial outreach to final onboarding.
• Facilitating diagnostic conversations to evaluate compatibility before offering solutions or suggesting subsequent actions.
• Overseeing 20+ concurrent family engagements across various enrollment stages, maintaining transparent tracking and timely follow-up.
• Directing campus visits, student shadow days, and commitment discussions that articulate outcomes, expectations, and ideal candidate profiles.
• Ensuring precise CRM and enrollment documentation (HubSpot and SIS) to enable forecasting, prioritization, and service excellence.

Requirements

• 3+ years providing premium, individualized service in settings where service excellence directly influences brand credibility (education, luxury hospitality, executive assistance, exclusive membership organizations, or independently operated service businesses).
• Proven ownership of a complete client, admissions, or enrollment pathway from initial engagement through final onboarding.
• Experience concurrently managing 20+ client, guest, or family accounts at varying stages, utilizing a clear tracking and prioritization methodology.
• Capacity to supply specific examples of advisory decision-making, including instances where you recommended against your offering when alignment was absent.
• Professional written correspondence experience with C-suite executives, high-net-worth clients, or discerning audiences.
• Willingness to reside in or relocate within 60 days to one of these markets: Greenwich, CT; Boca Raton, FL; Atlanta, GA; or Boston, MA.
• Authorized to work in the United States without visa sponsorship.

Nice-to-have Requirements

• Experience in competitive private school admissions or selective program recruitment.
• Background in premium hospitality, VIP client services, or C-level support functions.
• Experience developing or enhancing enrollment workflows, standard operating procedures, or service benchmarks.
• Proficiency leveraging data and CRM analytics to optimize conversion quality, not merely velocity.

Benefits

No benefits are offered for this position.

Schedule

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.