Senior Director, AI Strategy, Innovation

KIPP Foundation

. Develop and lead KIPP's multi-year, network-wide AI strategy aligned to One KIPP and the KIPP 2030 Plan .

Posted 10/28/2026full-timeRemote • New York • United StatesSenior💰 $156,000 - $188,500 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates deep expertise in AI tools and their applications in education, with a strong ability to design measurement systems and evaluate AI products for efficacy, accessibility, and privacy. Proven track record in strategic leadership, partnership negotiation, and aligning organizational goals with data-driven recommendations.

Highest-signal resume keywords

AI Strategy DevelopmentMeasurement System DesignAI Product EvaluationPartnership ManagementK-12 Education Experience

ATS Keywords

Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

AI Tools ExpertiseData AnalysisProject PlanningEvaluation System DesignMetrics Definition

Soft Skills

Interpersonal SkillsRelationship BuildingCommunication SkillsDiplomatic SkillsConflict Navigation

Tools & Technologies

AI ToolsData Management SystemsMeasurement Systems

Certifications & Qualifications

Bachelor's DegreeAdvanced Degree Preferred

Industry Keywords

K-12 EducationFERPAStudent Data PrivacyPhilanthropic SupportCharter Management Organization

About the role

Key responsibilities & impact

Develop and lead KIPP's multi-year, network-wide AI strategy aligned to One KIPP and the KIPP 2030 Plan
Serve as the AI expert and advisor to the KIPP Foundation, regions, Schools team, and Foundation leadership
Own KIPP's position on instructional AI and maintain the network's AI decision structure
Translate AI strategy for regional superintendents, development officers, and school leaders
Manage the AI pilot group and establish priorities and evidence standards
Design and administer measurement systems for AI pilots
Assess pilot quality, collect and analyze evidence, and produce pilot reports with recommendations
Partner with the Schools team and external researchers on comparison designs, subgroup breakouts, and data plans
Evaluate AI tools for efficacy, accessibility, bias and equity risk, implementation requirements, total cost of ownership, privacy, and security
Serve as final recommender on AI vendors, uses, and approaches
Make scale, continue, or stop recommendations based on pilot data
Identify, negotiate, and steward partnerships with research and development partners, vendors, and university researchers
Coordinate diligence with the Data and Technology team
Advise Foundation teams on effective internal AI use
Maintain a network-wide inventory of AI tools, costs, funding sources, outcomes, lessons learned, and privacy considerations
Advise regions on AI tool fit and evidence requirements while respecting regional authority
Broker multi-region pilots with shared challenges and evaluation designs
Build funder relationships and position KIPP to attract philanthropic support for AI priorities
Represent KIPP at AI education conferences, convenings, and forums
Provide a weekly ecosystem read to the CEO
Own the strategic narrative and evidence base for external development communications
Prepare AI Working Group updates for the KIPP Foundation Board
Carry pilot lessons into national guidance and the annual One KIPP planning cycle

Requirements

What you’ll need

Passion and commitment to KIPP’s mission and ability to uphold KIPP’s core values
Demonstrated record of setting ambitious goals and achieving them consistently
Experience setting visions, developing agile project plans, navigating conflicts, and building knowledge-management systems
Ability to align goals and project plans with organizational priorities and use data to improve processes
Ability to define metrics and drive decisions and recommendations with data
Ability to articulate change through clear presentations and tailor communications for different audiences
Interpersonal, diplomatic, relationship-building, and communication skills
Deep, current expertise in AI tools and a working understanding of their capabilities and limitations
Ability to evaluate AI products for instructional goals, efficacy, accessibility, bias and equity risk, and student data privacy
Ability to design measurement systems showing whether an AI tool works and for which students
7–10+ years of professional experience
5+ years in K-12 education
Progressive leadership responsibility in complex, mission-driven organizations
Bachelor's degree or equivalent experience; advanced degree preferred
Deep, current expertise in AI and its uses in education
Experience teaching or leading in schools serving students like those KIPP serves
Proven record leading strategy or major initiatives across a school system, charter management organization, or multi-region network
Experience aligning senior leaders and teams without direct authority
Experience designing measurement or evaluation systems for programs or pilots
Experience working with research partners on comparison designs, subgroup breakouts, and data plans
Experience turning evaluation results into clear recommendations
Experience negotiating and managing partnerships with vendors, research organizations, or universities
Working knowledge of student data privacy, FERPA, and multiple state regulatory environments
Experience building relationships with funders or securing philanthropic support preferred
Experience with budget ownership and vendor contract management a plus

Benefits

Comp & perks

25 holidays
18 days additional flexible PTO days, increasing to 23 days for years 3 and 4 and to 28 days for years 5+
100% paid parental leave
100% coverage of the premium for employee medical/dental/vision plans
75% coverage of the premium for employee + family medical/dental/vision plans
Fitness reimbursements
Discounted tickets to theme parks/attractions
Backup care support for children and adults/elders
Employee assistance program
401K retirement plan with 4% match
Employer-sponsored legal plans
Life/disability insurance
Flexible spending accounts
Option to work from a remote office full-time
Up to 10% travel (up to 20 days per year)