Chief Development Officer $400,000 USD/year Pay is set based on global value, not the local market.
Most roles = hourly rate x 40 hrs x 50 weeks
Description
You chose private school leadership to transform how students are educated, not to oversee fundraising drives and mediate parent councils. A version of this role exists where the educational philosophy is safeguarded for you, operational functions are centrally managed, and your time is devoted to what you excel at: engaging the most important families, converting them into ambassadors, and serving as the decisive voice when conversations become difficult.
You will lead the parent-facing side of Alpha in a single metropolitan area — Los Angeles, San Francisco, or Miami. Success is measured by enrollment and advocacy: prospective ultra-high-net-worth families who commit, current UHNW families who renew, refer others, and publicly endorse 2 Hour Learning, and a regional presence where Alpha is the first name mentioned. Approximately half your time is externally focused — building community alliances, conducting information sessions, and having one-on-one dialogues with discerning parents who have studied every AI critique and need to understand why this model delivers.
The other half of your role is serving as the final escalation point. When an Associate Dean of Parents encounters a situation beyond their authority — a prominent family threatening withdrawal, a campus quietly diluting the model to appease a demanding parent — it escalates to you. You preserve both the family relationship and the integrity of the model. Then you create the documentation so the Associate Dean network can resolve similar cases independently going forward.
If you have led a private or independent K-12 institution, or if you have built a career earning the confidence of UHNW families in another sector, and you have been seeking the position where sound judgment and persuasive ability are the core outputs, this is that opportunity.
What you will be doing
- Cultivating regional visibility by establishing partnerships with family offices, exclusive clubs, and independent advisors, and hosting workshops and community gatherings that drive organic interest
- Overseeing the complete admissions process for affluent families: conducting information sessions, managing 1:1 CRM follow-through, and making enrollment decisions, including communicating when a family is not a suitable match for the school
- Converting current parents into vocal supporters of 2 Hour Learning by facilitating advocacy workshops and parent-to-parent networks, ensuring that enrolled families become your most effective source of new leads
- Handling the escalations that others cannot: determining whether the issue originates from the model, campus implementation, or family alignment, engaging directly with the family, and documenting the resolution for broader network use
- Maintaining strong relationships with existing families through consistent communication touchpoints, and relaying observed trends back to senior leadership
What you will NOT be doing
- Overseeing capital campaigns, donor engagement, major gift solicitation, or any other fundraising activities
- Organizing PTAs, School Improvement Councils, parent advisory boards, or focus groups that influence school policy decisions
- Handling facilities, finance, legal, vendor relations, technology, marketing, or community logistics — centralized teams manage these areas, allowing you to focus on relationships rather than operations
- Creating curriculum or mentoring teaching staff on instructional methods; the academic framework is centrally owned and protected
- Granting exceptions or modifications to the educational approach to accommodate parent demands, regardless of the parent's influence
- Merely logging and addressing complaints, or producing newsletters and standard parent updates
- Resolving conflict through avoidance — diplomacy in this role means communicating difficult truths, not lowering expectations
- Operating remotely; this is an on-site, full-time, public-facing position that includes evening and weekend community engagements
Key responsibilities
Create a metropolitan environment where Alpha families become 2 Hour Learning's most vocal supporters — and where every parent challenge is addressed without compromising the educational model.
Candidate requirements
- 7+ years in a position centered on high-stakes relationship management: head of school, fundraising, enterprise sales, private wealth management, or client success
- Consistent, direct experience working with ultra-high-net-worth (UHNW) families, including households with annual incomes of $1M+ or families paying full tuition at elite private schools
- Background in a parent-facing or client-facing capacity at an independent or private K-12 school, or in UHNW client services
- At least one documented instance of personally guiding a sensitive matter to resolution: a parent crisis, a staff investigation, a press inquiry, or a regulatory interaction
- Demonstrated ability to uphold a standard when influential stakeholders challenge it
- Current residence in the Los Angeles, San Francisco, or Miami metro area, with the ability to work on-site full-time, including evening and weekend events
- Work authorization in the United States without need for sponsorship
Nice to have
- Current or recent Head of School — or senior leadership partner to the Head — at a premier independent K-12 institution (NAIS-member or equivalent caliber)
- Experience leading multi-campus or multi-site school operations (regional director, network superintendent, COO of a school network)
- UHNW client-services expertise applied to school leadership: private wealth management, single-family office, or major-gifts fundraising at an elite preparatory school or Ivy League institution
- Established relationships within UHNW communities or prominent local organizations in Los Angeles, San Francisco, or Miami
- Experience managing crisis communications involving media, regulatory bodies, or board-level stakeholders
- Practical AI development experience — building custom GPTs, agents, or vibe-coded internal tools applied in real operational settings
- An advanced degree (M.Ed., MBA, or doctorate) — typical for this profile, though not mandatory; no formal education is required for this role
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