Vice President of Client Success, 2 Hour Learning - $400,000/year USD
$400kCrossover
You entered private school leadership to influence educational outcomes for children, not to manage fundraising initiatives or mediate parent governance bodies. This role offers a structure where the academic framework is safeguarded centrally, operational functions are handled at the organizational level, and your time is allocated to your core strengths: attracting and converting the families that matter, cultivating them into ambassadors, and serving as the definitive voice when difficult conversations arise. You will lead the parent engagement function for Alpha in a single metropolitan market — Los Angeles, Miami, or San Francisco. Your success will be measured by enrollment metrics and advocacy outcomes: converting prospective ultra-high-net-worth families, retaining current UHNW families who re-enroll and refer others, and building a local presence where Alpha is recognized as a leading choice. Approximately fifty percent of your time will be externally focused — forming community alliances, conducting informational sessions, and engaging in one‑on‑one dialogue with discerning parents who have studied AI critiques and seek to understand why this model delivers results. The remainder of your responsibilities centers on escalation management. When an Associate Dean of Parents encounters a situation beyond their resolution capacity — a prominent family threatening withdrawal, a campus quietly modifying the model to appease a vocal parent — the matter escalates to you. Your task is to preserve both the family relationship and the integrity of the model. Simultaneously. You then codify the precedent so the Associate Dean network can manage similar situations 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 a position where sound judgment and persuasive communication are the primary outputs, this role is designed for that purpose. What You Will Be Doing Establishing local visibility by forming alliances with family offices, private membership organizations, and independent advisors, complemented by workshops and community programming that drive inbound interest Managing the full admissions cycle for affluent families: facilitating information sessions, conducting CRM‑tracked 1:1 follow‑ups, and making enrollment decisions, including communicating when a family is not a suitable fit for the school Converting enrolled parents into vocal proponents of 2 Hour Learning by organizing advocacy workshops and peer‑to‑peer parent networks, ensuring that current families become your most powerful referral source Handling escalations that others are unable to resolve: determining whether the issue stems from the model itself, campus‑level execution, or family alignment, engaging directly with the family, then documenting the resolution for network‑wide reference Maintaining ongoing engagement with current families through consistent touchpoints, and communicating recurring themes you observe back to organizational leadership What You Won’t Be Doing Leading capital campaigns, donor cultivation efforts, major gifts programs, or any fundraising activities Organizing PTAs, School Improvement Councils, parent advisory committees, or focus groups that influence school policy decisions Overseeing facilities, finance, legal, vendor relationships, technology infrastructure, marketing, or community logistics — centralized teams manage all of these areas, allowing your schedule to remain focused on relationships rather than operations Developing curriculum or providing instructional coaching to teaching staff; the academic model is managed and protected at the organizational level Granting exceptions or modifications to the educational model in response to parent requests, regardless of the parent's influence Merely logging and addressing complaints, or producing newsletters and standard parent communications Resolving conflict through avoidance — diplomacy in this role means conveying difficult messages, not diluting standards Operating remotely; this is an on‑site, full‑time, public‑facing position that includes evening and weekend community engagements Vice President Of Client Success Key Responsibilities Develop a metropolitan market where Alpha families serve as the most vocal advocates for 2 Hour Learning — and where no parent‑related crisis is resolved through compromise of the educational model. Basic Requirements 7+ years in a position centered on high‑stakes relationship management: head of school, development, enterprise sales, private wealth advisory, or client success Consistent, direct engagement with ultra‑high‑net‑worth (UHNW) families, such as households with $1M+ annual income or families paying full tuition at elite private institutions Background in a parent‑facing or client‑facing capacity at an independent or private K‑12 school, or in UHNW client service environments At least one documented instance of personally guiding a sensitive matter to resolution: a parent crisis, a staff investigation, a media inquiry, or a regulatory interaction Demonstrated ability to uphold standards when influential stakeholders challenge them Residence in the Los Angeles, Miami, or San Francisco metropolitan area, with availability to work on‑site full‑time, including evening and weekend programming Work authorization in the United States without sponsorship requirements Nice-to-have Requirements Current or recent Head of School — or senior leadership partner to the Head — at a top‑tier independent K‑12 institution (NAIS‑member or equivalent) Leadership experience across multiple campuses or sites (regional director, network superintendent, COO of a school network) UHNW client‑services expertise applied to school leadership contexts: private wealth advisory, single‑family office, or major‑gifts fundraising at elite preparatory schools or Ivy League institutions Established relationships within UHNW family networks or prominent local organizations in Los Angeles, Miami, or San Francisco Crisis communication exposure involving media, regulatory bodies, or board‑level stakeholders Practical AI development experience — custom GPTs, agents, or internally developed tools deployed in operational settings An advanced degree (M.Ed., MBA, or doctorate) — typical for this profile, but not mandatory; no formal education credentials are required for this position About 2 Hour Learning Education is broken, but 2 Hour Learning is proving it doesn’t have to be. They’re tearing down the outdated one‑size‑fits‑all model and replacing it with AI‑driven personalized learning that helps kids master academics in just two hours a day. With students consistently ranking in the top 1‑2% nationally and the top 20% achieving an astonishing 6.5x growth, they’re proving that smarter learning is possible. At 2 Hour Learning, it’s talent and performance that matter. 2 Hour Learning is reprogramming learning for the AI era We offer a dynamic, on‑campus and remote‑friendly environment where innovators, educators, and AI specialists can be a part of fixing a broken school system. 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 ( All roles are year‑long positions. The compensation level for this role is $400,000 USD/year. The payment period is weekly. Consult for more details on this topic. Crossover Job Code: LJ-5465-US-MiamiBea-VicePresidento #J-18808-Ljbffr Crossover
$400k
...the CEO who gives a 14-year-old their first... ...total enrollment grows. Success is measured by the proportion... ...chapters, alumni, or client portfolios, with... ...school day around faster learning, stronger mentorship,... ...level for this role is $400,000 USD/year. The payment period...SuggestedFull timeInternshipWork at officeLocal areaImmediate startRemote workRelocationVisa sponsorshipWeekend workAfternoon shift$200k
...into two concentrated hours powered by AI. For that... ...initiatives Demonstrated success improving forecast... ...school day around faster learning, stronger mentorship, and... ...All roles are year-long positions. The compensation... ...for this role is $200,000 USD/year. The payment period...SuggestedRemote jobFull timeContract workFor contractorsImmediate startVisa sponsorshipWork visa- ...Tokyo and with a 400-year history, SMBC Group... ...30 offices and 80,000 employees worldwide... ..., and municipal clients. It connects a diverse... ...Services The successful candidate will be... ...Flexibility in working hours to accommodate... ...Prospective candidates will learn more about their...SuggestedFor contractorsWork at officeLocal areaWork from homeWorldwide
$82.5k
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$100k - $180k
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- 2 Hour Learning seeks a Vice President of Client Success to lead a metropolitan market and turn UHNW families into vocal advocates for AI-driven learning. This on-site, full-time role focuses on admissions, community partnerships, and crisis resolution while protecting...Full time
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$175.3k - $322.9k
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$175.3k - $322.9k
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$95.4k - $163.9k
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