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Director of System Strategy

Company: Leading Educators

Employment Type: Full-Time

Location: 100% Remote – US only (high travel: 1-5 trips/month depending on time of year)

Compensation: $103,649 – $140,231 (USD, standard starting salary $121,940)

Category: Business Operations

Close date or Apply by date: March 17, 2026


WHY THIS ROLE MADE THE CUT

  • Fully remote (no hybrid or office requirements)

  • Full-Time role

  • Job is listed on company site with a direct link to apply

  • Legitimate, established company

  • Posted within the last 14 days OR includes a clear deadline to apply

  • Clear salary range is disclosed


ROLE SNAPSHOT

Leading Educators is hiring a Director of System Strategy to lead targeted advisory engagements focused on strengthening instructional coherence and strategic system improvement within district and state partnerships. You'll work directly with superintendents and senior instructional leaders to assess system conditions, clarify strategic priorities, and translate them into actionable plans, serve as project lead from contract launch through completion translating contracts into defined scopes of work, guide system leaders in evaluating how technology investments and AI tools align to instructional goals, and integrate technology as strategic lever for instructional improvement.


Experience required: Minimum 8 years in system-level instructional leadership, strategy, or client-facing advisory roles, demonstrated expertise in mathematics instruction (strong preference), experience advising district-level leaders on instructional coherence, experience leveraging technology and AI as strategic lever to improve instruction, and AI Fluency at Expert level.


KEY WORDS TO INCLUDE IN YOUR RESUME/COVER LETTER IF YOU APPLY:

  • System-level instructional leadership

  • Mathematics instruction expertise

  • District and state advisory

  • Technology strategy and AI integration

  • Project management and client advisory

  • Instructional coherence

  • Strategic technology evaluation

  • Cross-functional team coordination

  • AI fluency (expert level)

  • Senior stakeholder relationship management


Keywords are suggested based on the language used in the employer's job description to help applicants align with automated screening systems.


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