Director of Member Relations, Alpha - $200,000/year USD

Crossover; Chicago (IL); On-site; USD 170,000 - 230,000; Full time

Job summary

Alpha is hiring for a Director of Member Relations to own the enrollment journey at one campus, guiding families from inquiry through the first day of school. You’ll manage 20+ active families across stages, conduct campus tours, shadow days, and build trust with high-net-worth clients in a private K-12 network.

Based in one on-site campus, you’ll report directly to leadership, use HubSpot and SIS for pipeline health, and apply AI tools to prep and summarize, delivering clear admissions

Qualifications

• 3+ years in a client-facing role with high-value clients (≥$25,000 per client) or ≥$2,000 per month.
• Personally owned a client, admissions, or enrollment journey from first inquiry through the commitment decision.
• Managed 7+ client relationships simultaneously in a CRM or tracking system.
• Used AI tools in a client-facing workflow.
• Communicate concisely and professionally with executives, high-net-worth individuals, or other demanding clients.
• Led polished in-person tours, presentations, meetings, or hosted experiences for affluent families, senior executives, or other high-profile visitors.
• Built a multi-touch relationship over 30+ days and stayed engaged with families not ready to enroll.
• Owned a measurable enrollment, revenue, membership, or high-value customer-acquisition target.

Responsibilities

• Own enrollment journey from inquiry to onboarding for one campus.
• Carry 20+ active families at once, respond to inquiries promptly, review applications daily.
• Lead campus tours, open houses, info sessions, and shadow days for prospective families.
• Form admit or decline recommendations and deliver decisions to families.
• Keep HubSpot and SIS current after every interaction; report pipeline health weekly; utilize AI tools for prep and summaries.

Skills

Client-facing

Enrollment management

CRM management

AI tools in workflow

Executive communication

In-person tours

Market knowledge

Multi-market coordination

On-site work

Job description

\"Alpha School students, on average, experience 2.4 to 2.6 times the academic growth of traditional school students\"
— Forbes

Alpha is hiring.

You have sat across from a family and known the honest answer was no. Saying it cost you something: a number, a manager's approval, a commission. Here, that answer is the job.

Alpha is a private K-12 school network. Students do academics in about two hours a day and spend the rest building real skills, and the test scores prove it works. This is an on-site job at one campus, in person, every day, in one of 12 markets: Los Angeles, Santa Barbara, La Jolla, or Malibu, CA; Austin, TX; Atlanta, GA; Boca Raton, FL; Boston, MA; Chicago, IL; Greenwich, CT; Nashville, TN; or Park City, UT. Pick your market when you apply.

Parents pay a premium for it, research everything, and ask you hard questions about rigor and expectations in the first ten minutes. The model only works when the families inside it actually want it. In a small cohort, one family who signed up for something else changes the room for everyone.

You will own one campus's admissions process end-to-end. First inquiry, fit conversation, campus tour, shadow day, decision conversation. You are the person that family talks to from the inquiry to the first day of school. A normal week might look like: answering every inquiry within four hours, walking a skeptical father through the afternoon block, running a shadow day, logging it all in HubSpot, and calling a family to say their child would be better served somewhere else. You will carry 20 or more active families at different stages simultaneously. You form the fit judgment, and you deliver the news, in person, in your own words.

The network is growing, and the playbook is evolving with it. The people who prove out a market write the FAQs, the fit criteria, and the standards the next campus inherits, and they become the name affluent families in their city trade with each other.

This is an on-site job at one campus, in person, every day. The kinds of people who do it well: admissions and enrollment professionals from selective schools; high-ticket consumer closers whose buyer was a family, like luxury real estate agents, private client advisors, or premium practice owners; and hospitality and private service operators who have run white-glove experiences for demanding clients.

What You Will Be Doing

• Owning the enrollment journey for every prospective family, from first inquiry through onboarding, and running a real needs assessment before you present anything.


• Carrying 20 or more active families at once, answering every inquiry promptly and reviewing applications daily.


• Leading campus tours, open houses, info sessions, and shadow days that show families exactly who this is and is not for.


• Forming the admit or decline recommendation and delivering the decision to the family yourself.


• Keeping HubSpot and the student information system (SIS) current after every interaction, using AI tools like ChatGPT or Claude for prep and summaries, and reporting pipeline health to leadership weekly.

What You Won’t Be Doing

• A seat-fill number is not what drives decisions here. A family who enrolls and leaves is a worse outcome than a family you turned away.


• Getting overruled on fit to protect a relationship or hit a yield target.


• Running scripts, call blitzes, or discount closes.


• Handing families down a chain of coordinators, or waiting on a committee for routine calls.


• Giving amenity tours that dodge the hard questions.

Director Of Member Relations Key Responsibilities

Enroll the right families at one campus and make even the declines feel like good service.

Basic Requirements

• 3 or more years in a client-facing role where an individual or family was the buyer at $25,000 or more per client, or $2,000 or more per month. (Direct B2C/D2C only; B2B and enterprise sales are not applicable.)


• You have personally owned a client, admissions, or enrollment journey from first inquiry through the commitment decision.


• You have managed 7 or more client relationships at once in a CRM, database, or tracking system.


• You have told a prospective client not to buy, enroll, or join because it was not the right fit.


• You have used AI tools in a client-facing workflow.


• You communicate concisely and professionally in live conversations and writing with executives, high-net-worth individuals, or other demanding clients.


• You have personally led polished in-person tours, presentations, meetings, or hosted experiences for affluent families, senior executives, or other high-profile visitors.


• You can build a multi-touch relationship over 30 or more days and stay engaged with families who are not ready to enroll immediately.


• You have owned a measurable enrollment, revenue, membership, or high-value customer-acquisition target, including generating qualified demand and building local referral or community partnerships.


• You live in, or will move within 60 days to, an open campus market: Los Angeles, Santa Barbara, La Jolla, or Malibu, CA; Austin, TX; Atlanta, GA; Boca Raton, FL; Boston, MA; Chicago, IL; Greenwich, CT; Nashville, TN; or Park City, UT.


• Willing to work on-site at your campus daily.


• Authorized to work in the United States without visa sponsorship.

Nice-to-have Requirements

• Admissions or enrollment management experience at a selective private, independent, or boarding school.


• Luxury residential real estate, private banking, family office, concierge medicine, or high-end event planning, where the family was your buyer.


• You built the enrollment process or service standards yourself instead of inheriting them.


• You already know affluent families, preschools, or family advisors in one of the 12 markets.


• Owner-operator experience where you sold, delivered, and kept high-value clients yourself.

About Alpha

Alpha reimagines the school day around faster learning, stronger mentorship, and more time for students to build real-world skills.

Join the team building school around student growth

Alpha offers six-figure roles for people ready to help build a radically better school experience.

Roles with real student impact:

Alpha hires teachers (guides), operators, admissions experts, school & curriculum leaders, and remote team members.

Education work that pays like it matters:

Alpha offers six-figure roles for people ready to help build a radically better school experience.

A culture built for builders:

Alpha is fast-moving, ambitious, and student focused. It’s for people who want to improve the system, not maintain it.

Alpha is where you can do the most meaningful work of your career.

There is so much to cover for this exciting role, and space here is limited. We look forward to meeting you!

Working with us

This is a full-time, W2 employee position with immediate access to benefits (https://support.crossover.com/article/7581-w2-benefits-u-s-paychex-paid-only). All roles are year-long positions. The compensation level for this role is $200,000 USD/year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.