Head of Technology Job at Confidential, Remote

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  • Confidential
  • Remote

Job Description

Are you a strategic technology leader ready to drive innovation, operational excellence, and AI-enabled transformation for a fast-growing EdTech company?

Our client is a mission-driven education company focused on delivering innovative learning solutions through a portfolio of education brands and services. The organization provides accredited academic programs, curriculum, specialized learner support, and technology-enabled learning experiences to customers across the U.S. and internationally.

Our client is seeking a Head of Technology to lead the strategic evolution of the company’s technology ecosystem. This executive will oversee software development, platform operations, data systems, AI initiatives, and technical support infrastructure while building a clear multi-year roadmap that supports company growth, operational effectiveness, and strong customer experiences. The ideal candidate will bring strategic vision, disciplined execution, and the leadership ability to strengthen accountability, prioritization, and cross-functional alignment across the organization.

Major Responsibilities

  • Lead quarterly and annual technology planning aligned to company priorities
  • Develop and execute a multi-year technology roadmap spanning platforms, systems, architecture, and AI initiatives
  • Oversee internal and external software development, including partnership with the internal product team and external developers
  • Set priorities across development roadmaps, integrations, resource allocation, and release planning
  • Lead ongoing efforts in data automation, migration, warehousing, and reporting, including data visibility and platform integration work
  • Drive AI strategy and implementation across internal operations and customer-facing experiences
  • Partner closely with academic, operations, product, and executive leadership to align technology with organizational and customer goals
  • Oversee support systems, KPIs, escalations, and process improvement for both employee IT and customer-facing support
  • Evaluate operational bottlenecks, improve accountability systems, and identify automation opportunities
  • Coach and develop team leaders, strengthen cross-functional alignment, and support hiring and organizational development as the technology team grows

Preferred Qualifications

  • Proven experience scaling SaaS technology organizations through internal and external product and technology innovation
  • Strong strategic and visionary leadership paired with disciplined execution and accountability
  • Proven people management skills in a high-growth environment
  • Demonstrated ability to lead digital transformation and AI-driven operational improvement
  • Experience overseeing software development, platform operations, technical support, and data systems in a complex organization
  • Ability to balance responsiveness and collaboration with clear prioritization and roadmap protection
  • Remote executive role

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