Head of Admissions, 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 are designed to maximize volume. This one is designed to uphold standards.

At 2 Hour Learning, we serve families who demand precision, discretion, and evidence. We condense a complete school day into two concentrated hours through AI‑powered, mastery‑based learning. Students routinely outpace national learning benchmarks, and the outcomes are measurable. Afternoons remain open for depth work, independence, and applied skill development. The model delivers results. But it depends entirely on the right family fit.

We welcome candidates from premium service backgrounds outside conventional education: selective private schools, competitive programs, luxury hospitality, executive support, premium membership services, or entrepreneurial operators who have personally managed high‑value client experiences from start to finish. What counts is your capability to execute a high‑touch, multi‑phase process with sound judgment, clarity, and disciplined follow‑through.

If you have built your career around delivering white‑glove experiences where trust, discretion, and service excellence define the brand, this role will translate naturally—applied to work that genuinely transforms outcomes.

This is a full‑time, salaried, in‑person role. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record.

• Oversee the complete enrollment experience for prospective families, from initial contact through onboarding.
• Facilitate needs‑assessment discussions to establish fit before introducing solutions or advising on next steps.
• Track 20+ active family relationships across varying stages of the enrollment cycle, with full clarity on status and follow‑up timelines.
• Guide campus tours, shadow visits, and decision‑making conversations that transparently convey outcomes, expectations, and ideal candidate profiles.
• Keep CRM and enrollment systems (Hub Spot and SIS) current and accurate to enable forecasting, prioritization, and consistent service delivery.

• Applying transactional or aggressive sales methods.
• Accepting families who are not aligned simply to meet a quota.
• Overseeing a sizable team or operating within complex approval hierarchies.
• Handing off responsibility for the family journey to other team members.
• Working from a remote location. This role is campus‑based by design.

Own and deliver a high‑trust, highly selective enrollment process that attracts and converts 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 quality of service directly shapes brand reputation (education, luxury hospitality, executive support, premium membership, or owner‑operated service businesses).
• Proven ownership of a full‑cycle client, admissions, or enrollment process from initial engagement through onboarding.
• Experience managing 20+ concurrent client, guest, or family relationships at varying stages, supported by a structured tracking and prioritization approach.
• Ability to share specific examples of consultative decision‑making, including occasions when you advised against your own product or service due to poor fit.
• Professional written communication skills with senior executives, high‑net‑worth individuals, or discerning clients.
• Willingness to reside in or relocate within 60 days to one of the following locations:
  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 processes.
• Background in luxury hospitality, VIP client services, or executive‑level support…