Jobs · Customer Service · Wisconsin

Head of Admissions, 2 Hour Learning - $200,000/year USD

Crossover · Milwaukee, WI · 1 mo ago
Customer Service$100/hrFull-time

Alpha is developing one of the world's most ambitious school models, integrating rigorous academics, technology-enhanced learning, and elevated expectations for both students and faculty. Students routinely exceed national learning benchmarks, supported by verifiable data. Afternoons are reserved for deep learning, independence, and practical skill development. This role exists to safeguard the standards of this model by ensuring the right families are selected.

About the role

You will control the complete admissions process for a campus, from initial application to final enrollment. This is not a role where responsibilities are handed off—you are accountable for the family experience, ensuring families fully comprehend our model, and confirming enrollment decisions are made for sound reasons. You will evaluate compatibility, facilitate substantive discussions, and recommend declining candidates when appropriate. Maximum enrollment is not the objective; proper alignment is.

We welcome candidates from premium service backgrounds outside conventional education: selective private schools, competitive programs, high-end hospitality, executive support, exclusive membership organizations, or owner-operators who have directly managed high-value client relationships from start to finish.

Responsibilities

  • Control the complete enrollment experience for prospective families, from initial contact to onboarding completion.
  • Facilitate needs-assessment discussions to establish fit prior to proposing solutions or advising on next steps.
  • Oversee 20+ concurrent family relationships at varying enrollment stages, with transparent tracking of status and follow-up actions.
  • Direct campus tours, shadow experiences, and decision-focused conversations that articulate outcomes, expectations, and the model's ideal audience.
  • Maintain accurate CRM and enrollment data (HubSpot and SIS) to enable forecasting, prioritization, and service excellence.

What You Won’t Be Doing

  • Employing transactional or aggressive sales methods.
  • Accepting misaligned families solely to meet enrollment targets.
  • Overseeing a large team or navigating complex approval hierarchies.
  • Distributing family experience ownership across multiple roles.
  • Operating remotely. This position is campus-based by necessity.

Requirements

  • 3+ years providing premium, individualized service in settings where service quality directly influences brand reputation (e.g., education, high-end hospitality, executive support, exclusive membership, or owner-operated services).
  • Proven ownership of a complete client, admissions, or enrollment process from initial contact to onboarding.
  • Experience managing 20+ concurrent client, guest, or family relationships at various stages, supported by a clear tracking and prioritization system.
  • Capacity to share specific examples of consultative decision-making, including instances where you advised against your product or service due to poor fit.
  • Professional written communication experience with senior executives, high-net-worth individuals, or sophisticated clientele.
  • Willingness to reside in or relocate within 60 days to one of these markets: Chicago, IL, Nashville, TN, or Tulsa, OK.
  • Authorized to work in the United States without visa sponsorship.

Nice-to-have Requirements

  • Experience in selective private school admissions or competitive program recruitment.
  • Background in high-end hospitality, VIP guest services, or executive-level support functions.
  • Experience developing or refining enrollment workflows, standard operating procedures, or service benchmarks.
  • Comfort leveraging data and CRM insights to enhance conversion quality, not merely volume.

About 2 Hour Learning

Education is broken, but 2 Hour Learning is proving it doesn’t have to be. They’re replacing the outdated one-size-fits-all model 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 6.5x growth, they’re demonstrating that smarter learning is possible. At 2 Hour Learning, talent and performance matter most, offering a dynamic environment where innovators, educators, and AI specialists collaborate to fix a broken school system.

Pay

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.

Schedule

This is a full-time (40 hours per week), long-term position. The role is immediately available and requires entering into an independent contractor agreement.

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