Director of Enrollment

• On-site (multiple locations—reference Requirements)
• W2 Employee
• $200K annually

The families who select Alpha rely on trusted advisors in nearly every aspect of their lives. This is the relationship they haven't yet established.

You will become the person they reach out to when doubt arises, when intuition signals concern, or when they wish to share a milestone they trust you will appreciate. You will understand each family deeply enough to foresee their needs without prompting—and you will possess the judgment and composure to address what they present with tact, empathy, and seamless execution. Over time, your role will extend beyond the school itself. You will become integral to how they navigate this period in their family's journey.

That level of confidence is not built through procedure. It emerges from presence—steady, daily, unhurried. You will be a visible figure during morning arrival and afternoon departure, at evening gatherings that carry significance, and in private conversations that rarely appear on any schedule. You will cultivate a community families feel compelled to protect, where inclusion feels natural and referrals arise organically from the quality of the experience.

Alpha operates outside conventional educational norms. Students complete their core curriculum in two hours each day through AI-driven applications, dedicating the remainder to public speaking, critical reasoning, and applied projects. No traditional lectures. No unnecessary assignments. Performance in the top 1% nationally. The families who commit are investing in a vision they endorse—but conviction requires ongoing reinforcement.

You will sustain that dialogue with every family, through each moment of uncertainty, for the duration of their enrollment. If the prospect of championing an unconventional approach to discerning skeptics feels onerous, this position is not suited to you. If it represents the most compelling conversation you could engage in, continue reading.

What You Will Be Doing

• Steward the relationship with every enrolled family—the evolving, deepening connection that ensures parents feel recognized, not merely attended to
• Identify potential concerns before they surface, addressing them with the discretion and interpersonal skill that preserves confidence
• Maintain visible presence in family spaces: morning arrival (7–9am), afternoon departure (2–4pm), evening parent gatherings, and select weekend engagements
• Develop a campus culture with authentic depth—traditions, events, and touchpoints that foster a sense of belonging worth safeguarding
• Nurture parent champions naturally, delivering experiences of such consistent quality that word-of-mouth becomes inevitable
• Sustain the ongoing dialogue surrounding Alpha's AI-driven model with families managing screen time questions, skeptical relatives, and occasional hesitation—not only at intake, but continuously throughout their campus tenure
• Recognize when a family alignment is absent and manage that reality with the same care you apply universally—community preservation is part of service
• Establish the infrastructure and cadence this role demands within an environment where standard operating procedures are still emerging

What You Won’t Be Doing

• Overseeing enrollment—that falls under the Admissions Director's purview; your responsibility starts when families enroll and expands thereafter
• Operating from behind a desk—your community presence defines the role
• Adhering to standard 9–5 schedules—early mornings, extended afternoons, and evening obligations are routine, not occasional
• Relying on administrative infrastructure, established workflows, or complete staffing—you function with significant autonomy and create what is necessary
• Approaching family relationships as transactional accounts—this role values authentic engagement, not procedural adherence

Director Of Enrollment Key Responsibilities

Serve as the central trusted relationship in every family's Alpha experience. Maintain their confidence through challenging moments, cultivate a community where belonging feels intentional, and establish conditions under which content families naturally become advocates.

Basic Requirements

• Currently live within commuting range of one of these locations OR willing to relocate within 60 days (priority given to candidates with established community ties): Denver, CO; Greenwich, CT; Boca Raton, FL; Tampa, FL; Boston, MA; Bethesda, MD; Charlotte, NC; Las Vegas, NV; Oklahoma City, OK; Tulsa, OK; Nashville, TN; Austin, TX; Dallas, TX; Fort Worth, TX; Park City, UT; Burlington, VT; Kirkland, WA; or Jackson Hole, WY
• Authorized to work in the United States without sponsorship requirements
• 5+ years in a relationship-focused capacity serving high-net-worth or ultra-high-net-worth families—private school admissions, premium hospitality, philanthropic advising, or similar contexts where discretion, warmth, and interpersonal acuity matched technical proficiency
• Proven capacity to maintain relationships through complex situations with sophisticated families while sustaining trust
• Authentic presence and communication approach that builds confidence rapidly with affluent, high-expectation families—credible without appearing rehearsed
• Direct familiarity with independent, private, or alternative education—through professional work or as a parent—that provides legitimate credibility when families scrutinize the model
• Sincere conviction in AI-powered education and the capacity to sustain that belief authentically across years of family engagement, beyond initial enrollment discussions
• Availability for non-standard hours: early mornings (7–9am), late afternoons (2–4pm), evening functions 2–3 times monthly, and periodic weekend participation

Nice-to-have Requirements

Outstanding candidates will possess at least one of the following:

• Established connections within the local affluent community providing immediate, organic credibility on campus
• Private or independent school background with demonstrated success in family retention and community building—beyond enrollment metrics alone
• Background managing high-stakes family dynamics where your discretion and judgment were the foundation of sustained trust
• Natural ability to design experiences—gatherings, moments, environments—where people feel part of something they wish to protect
• Prior startup or early-stage organizational involvement where you constructed systems from scratch and remained effective amid rapid change

About Alpha

Want to join a learning rebellion that’s transforming the traditional classroom?

Alpha School is on a mission to reshape education with a bold approach that harnesses AI to accelerate learning and unleash student potential.

They don’t play by the old rules.

Alpha is creating a new paradigm where students master core academics in just two hours a day, freeing up time for hands-on, passion-driven learning that truly prepares them for the real world.

Alpha School is rewriting the rules of education.

Sounds too good to be true? It’s not.

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-5598-US-Carrollt-DirectorofEnro