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[Remote] Director, Technology Training Operations & Workforce Enablement

Remote · Japan Full-time

Note: The job is a remote job and is open to candidates in USA. Optum is a global leader in health care innovation, developing cutting-edge solutions to improve health systems. The Director, Technology Training Operations & Workforce Enablement will operationalize technology training strategies and ensure effective deployment and adoption of training programs across teams.

Responsibilities

  • Operationalize enterprise technology training strategy into clear plans, workstreams, and deliverables
  • Drive day-to-day program execution, including tracking milestones, dependencies, risks, and outcomes for training initiatives
  • Coordinate across enterprise learning organizations, CIO teams, and stakeholders to ensure technology training efforts are aligned, sequenced, and delivered effectively
  • Identify and resolve execution gaps, capacity constraints, and overlaps across learning initiatives
  • Ensure technology training programs (including AI upskilling and core technical capabilities) are effectively deployed across teams and translated into practical, day-to-day application
  • Reinforce learning through structured follow-ups, communications, and engagement strategies that drive adoption
  • Partner with technology leaders to embed training into team routines, workflows, and ways of working
  • Monitor adoption signals and adjust learning enablement approaches to improve engagement and impact
  • Translate technical training content and learning strategies into clear, accessible communications tailored to different audiences
  • Develop and deliver materials that help 'land' complex technology concepts and training in a way that resonates with teams
  • Lead large enterprise learning events, workshops, and engagement efforts to reinforce capability building
  • Ensure consistent messaging and alignment across training-related communications
  • Use enterprise-approved AI and digital tools to accelerate program coordination, content adaptation, and insight generation
  • Apply data-assisted analysis to identify trends in training adoption, engagement, and effectiveness
  • Continuously refine training operations based on feedback, data, and evolving enterprise needs
  • Promote practical, responsible use of AI within both training content and learning execution processes
  • Act as a central coordination point across enterprise learning organizations, CIO organizations, HR, and enterprise stakeholders
  • Provide clear visibility into training progress, risks, and outcomes
  • Support senior leadership with concise, execution-focused updates and insights
  • Influence alignment across a matrixed organization without formal authority

Skills

  • 8+ years of experience in learning and development (L&D), training operations, or workforce enablement roles
  • Solid expertise in program operations, learning methodologies, or training deployment, with experience working alongside technology teams
  • Experience driving day-to-day execution (including tracking milestones, dependencies, risks, and outcomes) in a fast-paced, matrixed environment
  • Solid communication and stakeholder coordination skills, with experience tailoring messaging and delivering updates to senior leadership
  • Experience leveraging productivity, collaboration, or AI tools to enhance operational efficiency
  • Ability to translate complex or technical concepts into clear, actionable, and learner-friendly messaging
  • Experience working within complex, multi-segment enterprises
  • General familiarity with technology domains (e.g., software engineering, cloud, data science, or AI/ML)
  • Familiarity with enterprise learning platforms (LMS), digital enablement tools, and program tracking tools
  • Experience supporting large-scale workforce upskilling, capability building, or transformation efforts
  • Professional certification in Learning & Development (e.g., CPTD) or Change Management (e.g., Prosci)
  • All employees working remotely will be required to adhere to UnitedHealth Group's Telecommuter Policy

Benefits

  • A comprehensive benefits package
  • Incentive and recognition programs
  • Equity stock purchase and 401k contribution (all benefits are subject to eligibility requirements)
  • All employees working remotely will be required to adhere to UnitedHealth Group's Telecommuter Policy.

Company Overview

  • Optum provides primary care and optical care services. It was founded in 1985, and is headquartered in Albuquerque, New Mexico, USA, with a workforce of 10001+ employees. Its website is https://nm.optum.com.
  • Company H1B Sponsorship

  • Optum has a track record of offering H1B sponsorships, with 185 in 2026, 648 in 2025, 559 in 2024, 620 in 2023, 851 in 2022, 593 in 2021, 438 in 2020. Please note that this does not guarantee sponsorship for this specific role.
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