Enrollment Operations Director, Learning

LOCATION

NOTE:

We are hiring multiple candidates for this position. This is an in-person role located at our Dallas‑Fort Worth, Austin, Santa Barbara, San Francisco, Orange County, and Palm Beach campuses. Relocation support is available.

Most enrollment functions prioritize throughput. This one prioritizes standards.

At 2 Hour Learning, we serve families who require precision, discretion, and evidence. We condense a complete school day into two focused hours through AI‑powered, mastery‑based instruction. Students routinely outpace national learning benchmarks, and the results are documented. Afternoons remain free for depth work, independence, and practical skill development. The model delivers. But it delivers only when paired with the right families.

That is your mandate.

• Managing the complete enrollment experience for prospective families, from initial contact through onboarding completion.
• Facilitating needs‑assessment discussions to evaluate fit before proposing solutions or advancing next steps.
• Overseeing 20+ concurrent family relationships across various enrollment stages, maintaining clear tracking of status and follow‑up actions.
• Conducting campus tours, shadow experiences, and decision‑stage conversations that articulate outcomes, expectations, and model suitability.
• Ensuring accurate CRM and enrollment data (Hub Spot and SIS) to enable forecasting, prioritization, and service excellence.

• Applying transactional or aggressive sales techniques.
• Enrolling misaligned families to meet quantitative targets.
• Overseeing a large team or working through multi‑layered approval structures.
• Distributing ownership of the family experience across multiple roles.
• Working remotely. This role is campus‑based by design.

Own and deliver a high‑trust, high‑selectivity enrollment process that secures the right families while safeguarding the integrity and performance standards of the 2 Hour Learning model.

• 3+ years providing premium, individualized service in settings where service quality directly influences brand reputation (education, luxury hospitality, executive support, premium membership, or owner‑operated services).
• Proven ownership of a complete client, admissions, or enrollment process from initial contact through onboarding.
• Experience managing 20+ client, guest, or family relationships concurrently across different stages, supported by a structured tracking and prioritization system.
• Capacity to offer 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 clients.
• Willingness to reside in or relocate within 60 days to one of the following markets:
  Santa Barbara, CA;
  San Francisco, CA;
  Orange County, CA;
  Dallas‑Fort Worth, TX;
  Austin, TX; or Palm Beach, FL.
• Authorized to work in the United States without visa sponsorship.

• Experience in selective private school admissions or competitive program enrollment.
• Background in luxury hospitality, VIP guest services, or executive‑level support roles.
• Experience designing or refining enrollment workflows, SOPs, or service standards.
• Comfort leveraging data and CRM insights to enhance conversion quality, not merely velocity.

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.

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  for more details on this topic.