Regional Director of Family Engagement
$200,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

Santa Barbara, CA; Palo Alto, CA; Piedmont, CA; Lake Forest, CA; Bethesda, MD; Austin, TX; Fort Worth, TX; or Kirkland, WA.
In-person
Flexible schedule
full-time (40 hrs/week)
Long-term role

Regional Director of Family Engagement   $200,000 USD/year

Description

You thrive in the unpredictability of startup environments. You've built trust with high-net-worth clients who demand exceptional, personalized service. You're convinced AI has the power to transform education and are eager to advocate for that position when faced with skeptics. If any of this makes you hesitate, this position is not the right fit.

Alpha is not a conventional school. We're a technology startup demonstrating that every child has extraordinary potential. Students complete their core curriculum in only two hours each day through AI-driven applications, then dedicate the remainder of their time to practical, real-world competencies: public speaking, critical thinking, collaborative challenges, and meaningful projects. No traditional lectures. No unnecessary assignments. Just accelerated mastery and performance in the top 1% nationally. Parents anticipate concierge-quality attention. You'll routinely address concerns about screen exposure, pushback from traditional education advocates, and skepticism that the outcomes seem unrealistic.

During the initial year, this position functions as an enrollment sales role. You are accountable for the entire pipeline—from initial inquiry through executed enrollment contracts—including conversion metrics and CRM oversight. We will not launch a campus without at least 25 committed students. Achieving that enrollment threshold is your responsibility. You'll deliver compelling information sessions, lead personalized tours, pursue follow-ups persistently, and secure commitments. Once the 25-student milestone is met and an admissions director is brought on board, your role transitions to serving as the campus's lead parent relations manager. You'll cultivate loyalty, address concerns with premium service standards, and convert satisfied parents into vocal advocates who actively recruit others.

This is a position defined by significant trust and autonomy, with tangible accountability. You'll operate independently without substantial administrative infrastructure, marketing resources, or established operational frameworks. Strategies evolve in response to performance data. Systems are being created. You will create them. Your workday will primarily unfold outside the office—coffee conversations, lunch engagements, Chamber of Commerce functions—not at a desk. You'll maintain visibility during morning arrival and afternoon dismissal times. Evening parent gatherings and occasional weekend student events are expected. A single poorly aligned family within a 25-student cohort can compromise everything, so the ability to decline families who aren't the right match is as critical as enrolling those who are.

The reward? You'll observe transformations rarely witnessed by most educators: skeptical parents evolving into passionate supporters, reserved students presenting with poise to adult audiences, families selecting your campus over prestigious private institutions. You'll create something from the ground up and claim ownership of the outcomes. 

If you believe the majority of schools are underserving children and a superior alternative exists, this is your opportunity to demonstrate it.

HIRING FOR THESE LOCATIONS:

  • CA: Santa Barbara, Palo Alto, Piedmont (East Bay), & Lake Forest (Orange Co.)
  • MD: Bethesda
  • TX: Austin, Fort Worth (DFW)
  • WA: Kirkland (Seattle)

This is an on-site role in the cities listed above, with local travel as needed. Relocation assistance is available for candidates with firm relocation plans and timeline.

What you will be doing

  • Take full ownership of the enrollment sales pipeline during year 0-1, managing every stage from inquiry through signed contract, including conversion targets and CRM administration, until the 25-student threshold is achieved
  • Deliver information sessions and campus tours that successfully convert interested parents while strategically declining families who aren't aligned (the ability to say "no" is equally important as enrollment)
  • Act as the principal point of contact for affluent families investing $40K+ per year, delivering premium service that transforms parents into active advocates
  • Establish community visibility through consistent on-site availability during morning drop-off (7-9am) and afternoon pick-up (2-4pm), while dedicating the majority of your workdays to external relationship-building through coffee meetings, networking, and community partnerships
  • Advocate for Alpha's AI-driven educational model when engaging skeptical parents who raise concerns about screen exposure and non-traditional schooling
  • Mobilize parent champions by creating outstanding experiences that inspire families to actively recruit within their networks

What you will NOT be doing

  • Maintaining standard 9-5 schedules (early morning availability, late afternoon presence, and evening commitments are necessary)
  • Implementing pre-existing playbooks and standardized processes (you'll design systems within a startup context)
  • Depending on administrative personnel, marketing departments, or enrollment coordinators (you operate independently)
  • Enrolling every applicant (selective admission is an essential capability)
  • Spending your day at a desk (this position demands consistent community engagement and relationship cultivation)

Key responsibilities

Drive enrollment sales during year 0-1, then transition to cultivating parent relationships that generate advocates and fuel organic, word-of-mouth expansion.

Candidate requirements

  • Currently reside within a commuting distance of one of these campuses OR willing to relocate within 60 days (preference for existing local connections): Santa Barbara, CA; Palo Alto, CA; Piedmont, CA; Lake Forest, CA; Bethesda, MD; Austin, TX; Fort Worth, TX; or Kirkland, WA.
  • Legally authorized to work in the U.S. without sponsorship
  • 5+ years in a role that involved working with high-net worth clients in a consultative sales or high-touch customer experience role (such as private school enrollment/admissions, luxury sales, hospitality, philanthropy, etc.)
  • Demonstrated enrollment/sales funnel success with conversion metrics you can discuss 
  • Executive presence and communication skills to earn trust and guide sophisticated decision-making with affluent families 
  • Entrepreneurial self-starter comfortable as a solo operator in a startup environment
  • Genuine enthusiasm for AI-powered education, with comfort defending the model to skeptical parents who question screen time and non-traditional approaches
  • Availability for flexible hours: early mornings (7-9am), late afternoons (2-4pm), evening events (2-3x/month), and weekend activities

Nice to have

Exceptional candidates will have at least one of the items below: 

  • Existing network in the local affluent community with established relationships
  • Private school or independent school enrollment/admissions leadership experience with proven results
  • Sales, business development, or fundraising track record with high-value clients
  • Previous startup or early-stage company experience navigating ambiguity and rapid change
  • Event planning and community organizing experience creating memorable experiences
  • Real estate, development, or major gift fundraising experience working with UHNW individuals

Meet a successful candidate

Watch Interview
CeCe
CeCe  |  Lead Guide
United States

Has the harsh reality of teaching in a broken system worn you down? This compassionate Lead Guide is redefining what it means to support kid...

Meet CeCe

Applying for a role? Here’s what to expect.

Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.

Chat-style
screening interview.
STEP 1

Chat-style
screening interview.

Cognitive 
aptitude test.
STEP 2

Cognitive 
aptitude test.

Prove real-world 
job skills.
STEP 3

Prove real-world 
job skills.

Interview with the hiring manager.
STEP 4

Interview with the hiring manager.

Pass
proctored test.
STEP 5

Pass
proctored test.

Accept job offer.
STEP 6

Accept job offer.

Frequently asked questions

About Crossover

Work examples

This is not traditional schooling, and this is not conventional parent engagement.

At Alpha, parent advocacy functions as a growth engine, not a support service. You'll facilitate high-stakes conversations, host conversion-focused events, and build conviction one family at a time. This requires mastery of both the message and the underlying model. You'll need comprehensive knowledge of what differentiates Alpha—and how to articulate it in ways that compel action.

Interested in the narratives you'll help shape and amplify? Begin here:

🎥 Why Families Leave Traditional School for Alpha
Listen to three Alpha dads explain why they rejected conventional schooling—and how Alpha's approach has transformed their children's confidence, autonomy, and academic achievement.
👉 Watch the conversation (24 min)

📘 Alpha's Learning Model: The Science Behind 2x Results
This is the foundational framework for your advocacy efforts. Master the academic engine before you begin generating momentum.
👉 Read the whitepaper

🔥 Testing Is Not the Problem—Low Standards Are
Alpha doesn't shy away from standardized testing. We welcome it. If you're seeking a school that minimizes rigor or compromises on expectations, look elsewhere. But if you're committed to setting ambitious standards—and supporting every student in reaching them—begin here.
👉 Watch MacKenzie explain (3 min)

🎙️ Student Perspective: Rourke on Switching to Alpha
In her own voice, a 12-year-old former NYC student describes why her family relocated for Alpha, and what education feels like when it prioritizes mastery over memorization.
👉 Watch the student interview (18 min)

🎬 Inside the Classroom: 2-Hour Learning in Motion
A one-minute overview of what drives Alpha's model, from AI-enabled instruction to the guides who facilitate it.
👉 Quick look (1 min)

Meet some people who've landed similar jobs

Why Crossover

Recruitment sucks. So we’re fixing it.

The Olympics of work

The Olympics of work

It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.

Premium pay for premium talent

Premium pay for premium talent

Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.

Shortlist by skills, not bias

Shortlist by skills, not bias

We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.

Crossover Logo White
Follow us on
Have a question?

Get answers to common questions using our smart chatbot Crosby.

HELP AND FAQs

Join the world's largest community of AI first Remote WorkersAI-first remote workers.