Crossover · 22 hours ago
Director of Parent Engagement & Advocacy, Alpha - $200,000/year USD
Crossover is a technology startup focused on transforming education through AI-driven applications. The role involves managing the enrollment sales pipeline, engaging with high-net-worth families, and cultivating parent advocates to promote the school’s innovative educational model.
Information Technology & Services
Responsibilities
Control the complete enrollment sales pipeline during year 0-1, spanning inquiry through executed agreements, managing conversion targets and CRM systems until the 25-student threshold is achieved
Facilitate information sessions and campus tours that convert interested parents while strategically declining wrong-fit families (selective rejection is as critical as acceptance)
Function as the principal contact for high-net-worth families investing $40K+ annually, delivering white-glove service that converts parents into advocates
Establish visibility through consistent on-site presence during morning arrival (7-9am) and afternoon departure (2-4pm), while dedicating most working hours to community engagement through coffee meetings, networking activities, and partnership development
Advocate for Alpha's AI-driven model when addressing skeptical parents who raise concerns about screen time and non-traditional education approaches
Mobilize parent champions by creating exceptional experiences that motivate families to actively recruit their networks
Qualification
Required
Currently reside within 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; Roswell, GA; Chicago, IL; Bethesda, MD; Austin, TX; Brownsville, TX; Chantilly, VA; or Kirkland, WA
Legally authorized to work in the U.S. without sponsorship
5+ years in positions involving work with high-net worth clients through consultative sales or high-touch customer experience roles (examples: private school enrollment/admissions, luxury sales, hospitality, philanthropy, etc.)
Documented enrollment/sales funnel achievements with conversion metrics available for discussion
Executive presence and communication capabilities to establish trust and facilitate sophisticated decision-making with affluent families
Entrepreneurial self-starter comfortable operating independently within a startup environment
Authentic enthusiasm for AI-driven education, with confidence defending the model to skeptical parents questioning screen time and non-traditional methodologies
Availability for flexible scheduling: early mornings (7-9am), late afternoons (2-4pm), evening programming (2-3x/month), and weekend activities
Preferred
Established network within the local affluent community with existing relationships
Private school or independent school enrollment/admissions leadership background with documented results
Sales, business development, or fundraising track record involving high-value clients
Prior startup or early-stage organization experience managing ambiguity and accelerated change
Event planning and community organizing background producing memorable experiences
Real estate, development, or major gift fundraising experience engaging with UHNW individuals
Benefits
Relocation assistance
Company
Crossover
Crossover is a global recruitment company, founded in 2014.
Funding
Current Stage
Late StageRecent News
2025-04-12
Geeky Gadgets
2025-01-24
Company data provided by crunchbase