Remote Director of Learning Jobs
Remote Director of Learning jobs are open across the U.S. at remote-first firms, edtech companies, and distributed corporate teams in sectors like technology, healthcare, and professional services. Employers hiring remote director of learnings right now include CVS Health, Jazz Pharmaceuticals, and Upstart. Scan the live roles below and apply to whichever ones fit.
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Showing 5 of 16+ Remote Director of Learning jobs
We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time.
Position Summary
The Executive Director, Head of Learning Strategy, Design & Learner Experience is a member of the Learning & Development Leadership Team responsible for shaping and executing the enterprise learning strategy and creating modern, high-impact learning experiences that build workforce capability and support business performance.
This leader oversees learning strategy, enterprise learning design, curriculum and content, learner experience, learning technology strategy, AI-enabled learning, analytics, and the Learning Design Center of Excellence. In close partnership with DDAT/HR Technology, the role translates L&D priorities and learner needs into the technology capabilities and digital experiences required to enable them.
The role sets enterprise standards and drives innovation across the learning ecosystem, improving quality, speed, scalability, accessibility, learner experience, and business impact while simplifying how learning is designed and delivered.
Key Responsibilities
Enterprise Learning Strategy & Governance
- Define and execute the enterprise learning strategy and multi-year roadmap aligned with business, talent, skills, and workforce priorities.
- Establish enterprise standards and governance for learning design, curriculum architecture, content, accessibility, learner experience, and measurement.
- Translate business and workforce capability needs into scalable learning strategies and solutions.
- Serve as a strategic advisor to senior leaders on learning, skills, AI, and workforce capability trends.
Learning Design & Learner Experience
- Lead the Learning Design Center of Excellence and end-to-end design and development of enterprise learning experiences across digital, virtual, instructor-led, multimedia, performance support, immersive, and AI-enabled modalities.
- Establish modern learning design and learner experience principles grounded in learning science, accessibility, user experience, and measurable performance outcomes.
- Drive consistency, quality, reuse, modularity, and scalability across enterprise curricula and content.
- Lead the strategy and learner experience for Classroom of the Future, partnering with DDAT on enabling technology products and capabilities.
- Oversee learning demand, prioritization, capacity, and delivery to balance strategic initiatives with ongoing business and regulatory needs.
Learning Technology & Digital Enablement
- Serve as L&D's strategic partner to DDAT/HR Technology, translating learning and learner experience requirements into technology capabilities and roadmaps.
- Partner on the strategy, governance, selection, optimization, and evolution of the learning technology ecosystem, including LMS/LXP, skills platforms, authoring tools, AI, coaching, content, and analytics solutions.
- Represent L&D priorities in enterprise technology and talent ecosystem decisions.
- Drive adoption and continuous improvement of digital learning experiences while ensuring scalability, integration, security, and compliance.
AI, Innovation & Transformation
- Lead adoption of approved AI, automation, and emerging technologies to transform how learning is designed, developed, delivered, and experienced.
- Establish modern design and development practices that improve personalization, accessibility, speed, quality, and productivity.
- Create a culture of experimentation, rapid iteration, and data-driven continuous improvement.
- Evaluate emerging learning capabilities and partners and scale solutions that demonstrate measurable value.
Analytics & Business Impact
- Establish measurement frameworks and KPIs for learning effectiveness, learner experience, capability development, technology adoption, operational performance, and business impact.
- Use learner, skills, operational, and business data to guide investment, design decisions, and continuous improvement.
- Provide executive-level insights on the effectiveness and value of enterprise learning investments.
Enterprise & People Leadership
- Build strong partnerships across the business, HR, Talent, DDAT/HR Technology, Information Security, Procurement, and external partners.
- Lead and develop a high-performing multidisciplinary team across learning design, digital learning, content, technology, and learner experience.
- Build team capability in learning science, AI, analytics, experience design, and emerging technologies.
- Manage resources, vendors, budgets, and investments to deliver measurable business value and operational efficiency.
Leadership & Technical Capabilities
- Enterprise learning strategy and workforce capability development
- Learning science, instructional design, curriculum architecture, and learner experience design
- Learning technology ecosystems including LMS/LXP, content, skills, AI, and analytics platforms
- AI-enabled learning design, content development, and automation
- Learning analytics, measurement, and business-impact evaluation
- Accessibility, content governance, and digital learning standards
- Strategic thinking with strong execution and transformation leadership
- Executive influence, communication, and cross-functional leadership
- Data-driven decision making and financial acumen
- Ability to lead through ambiguity and translate strategy into measurable outcomes
Location
East Coast/Midwest (preferred); Remote (open)
Required Qualifications
- 10+ years of progressive experience in learning and development, talent/capability development, learning design, or learning technology, including significant enterprise leadership experience.
- Experience developing and executing enterprise learning strategies, operating models, and large-scale transformations.
- Experience leading learning design, curriculum, content development, learner experience, or Learning Design Center of Excellence functions.
- Experience partnering with technology/product organizations to shape enterprise learning platforms and digital experiences.
- experience applying AI, automation, analytics, and emerging technology to learning and development (preferred)
- Experience leading multidisciplinary teams and managing enterprise learning demand, resources, vendors, and delivery.
- Proven ability to influence senior executives and lead effectively across complex, cross-functional organizations. Travel - 1 week/month to and/or based on the needs of the business
Preferred Qualifications
Please replace this section with the Preferred Job Qualifications
Education
- Bachelor's degree (required)
- Master's degree in Learning, Organizational Development, Human Resources, Education, Instructional Design, Business, Technology, or related field (preferred)
Pay Range
The typical pay range for this role is:
$131,500.00 - $303,195.00
This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors. This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above. This position also includes an award target in the company’s equity award program.
Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.
Great benefits for great people
We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families.
This full‑time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well‑being of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.
Additional details about available benefits are provided during the application process and on Benefits Moments.
We anticipate the application window for this opening will close on: 12/18/2026
Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.
We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time.
Position Summary
The Executive Director, Head of Learning Strategy, Design & Learner Experience is a member of the Learning & Development Leadership Team responsible for shaping and executing the enterprise learning strategy and creating modern, high-impact learning experiences that build workforce capability and support business performance.
This leader oversees learning strategy, enterprise learning design, curriculum and content, learner experience, learning technology strategy, AI-enabled learning, analytics, and the Learning Design Center of Excellence. In close partnership with DDAT/HR Technology, the role translates L&D priorities and learner needs into the technology capabilities and digital experiences required to enable them.
The role sets enterprise standards and drives innovation across the learning ecosystem, improving quality, speed, scalability, accessibility, learner experience, and business impact while simplifying how learning is designed and delivered.
Key Responsibilities
Enterprise Learning Strategy & Governance
- Define and execute the enterprise learning strategy and multi-year roadmap aligned with business, talent, skills, and workforce priorities.
- Establish enterprise standards and governance for learning design, curriculum architecture, content, accessibility, learner experience, and measurement.
- Translate business and workforce capability needs into scalable learning strategies and solutions.
- Serve as a strategic advisor to senior leaders on learning, skills, AI, and workforce capability trends.
Learning Design & Learner Experience
- Lead the Learning Design Center of Excellence and end-to-end design and development of enterprise learning experiences across digital, virtual, instructor-led, multimedia, performance support, immersive, and AI-enabled modalities.
- Establish modern learning design and learner experience principles grounded in learning science, accessibility, user experience, and measurable performance outcomes.
- Drive consistency, quality, reuse, modularity, and scalability across enterprise curricula and content.
- Lead the strategy and learner experience for Classroom of the Future, partnering with DDAT on enabling technology products and capabilities.
- Oversee learning demand, prioritization, capacity, and delivery to balance strategic initiatives with ongoing business and regulatory needs.
Learning Technology & Digital Enablement
- Serve as L&D's strategic partner to DDAT/HR Technology, translating learning and learner experience requirements into technology capabilities and roadmaps.
- Partner on the strategy, governance, selection, optimization, and evolution of the learning technology ecosystem, including LMS/LXP, skills platforms, authoring tools, AI, coaching, content, and analytics solutions.
- Represent L&D priorities in enterprise technology and talent ecosystem decisions.
- Drive adoption and continuous improvement of digital learning experiences while ensuring scalability, integration, security, and compliance.
AI, Innovation & Transformation
- Lead adoption of approved AI, automation, and emerging technologies to transform how learning is designed, developed, delivered, and experienced.
- Establish modern design and development practices that improve personalization, accessibility, speed, quality, and productivity.
- Create a culture of experimentation, rapid iteration, and data-driven continuous improvement.
- Evaluate emerging learning capabilities and partners and scale solutions that demonstrate measurable value.
Analytics & Business Impact
- Establish measurement frameworks and KPIs for learning effectiveness, learner experience, capability development, technology adoption, operational performance, and business impact.
- Use learner, skills, operational, and business data to guide investment, design decisions, and continuous improvement.
- Provide executive-level insights on the effectiveness and value of enterprise learning investments.
Enterprise & People Leadership
- Build strong partnerships across the business, HR, Talent, DDAT/HR Technology, Information Security, Procurement, and external partners.
- Lead and develop a high-performing multidisciplinary team across learning design, digital learning, content, technology, and learner experience.
- Build team capability in learning science, AI, analytics, experience design, and emerging technologies.
- Manage resources, vendors, budgets, and investments to deliver measurable business value and operational efficiency.
Leadership & Technical Capabilities
- Enterprise learning strategy and workforce capability development
- Learning science, instructional design, curriculum architecture, and learner experience design
- Learning technology ecosystems including LMS/LXP, content, skills, AI, and analytics platforms
- AI-enabled learning design, content development, and automation
- Learning analytics, measurement, and business-impact evaluation
- Accessibility, content governance, and digital learning standards
- Strategic thinking with strong execution and transformation leadership
- Executive influence, communication, and cross-functional leadership
- Data-driven decision making and financial acumen
- Ability to lead through ambiguity and translate strategy into measurable outcomes
Location
East Coast/Midwest (preferred); Remote (open)
Required Qualifications
- 10+ years of progressive experience in learning and development, talent/capability development, learning design, or learning technology, including significant enterprise leadership experience.
- Experience developing and executing enterprise learning strategies, operating models, and large-scale transformations.
- Experience leading learning design, curriculum, content development, learner experience, or Learning Design Center of Excellence functions.
- Experience partnering with technology/product organizations to shape enterprise learning platforms and digital experiences.
- experience applying AI, automation, analytics, and emerging technology to learning and development (preferred)
- Experience leading multidisciplinary teams and managing enterprise learning demand, resources, vendors, and delivery.
- Proven ability to influence senior executives and lead effectively across complex, cross-functional organizations. Travel - 1 week/month to and/or based on the needs of the business
Preferred Qualifications
Please replace this section with the Preferred Job Qualifications
Education
- Bachelor's degree (required)
- Master's degree in Learning, Organizational Development, Human Resources, Education, Instructional Design, Business, Technology, or related field (preferred)
Pay Range
The typical pay range for this role is:
$131,500.00 - $303,195.00
This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors. This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above. This position also includes an award target in the company’s equity award program.
Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.
Great benefits for great people
We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families.
This full‑time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well‑being of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.
Additional details about available benefits are provided during the application process and on Benefits Moments.
We anticipate the application window for this opening will close on: 12/18/2026
Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.
See All 16 Remote Director of Learning Jobs
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Find JobsRemote Director of Learning Job Market
Who's Hiring
Top Industries Hiring
- Education
- Biotechnology & Pharmaceuticals
What Employers Look For
The qualifications that appear most often in remote director of learning jobs.
- 7+ years of experience in learning and development, instructional design, or training
- Proven leadership of L&D teams and cross-functional stakeholder management
- Experience building or overhauling a learning management system implementation
- Proficiency with instructional design tools such as Articulate 360 or Adobe Captivate
- Master's degree in education, instructional design, organizational development, or a related field
- Certification such as ATD CPTD, SHRM-SCP, or equivalent professional credential
Tips for Your Remote Director of Learning Job Search
Show async communication skills upfront
Remote director of learning roles depend on written clarity more than almost any other leadership position. Include examples in your resume and cover letter of learning programs you scoped, coordinated, or launched entirely through written communication, without relying on in-person meetings.
Build a portfolio of remote-delivered programs
Remote employers want proof you can design and run learning initiatives at a distance. Document programs you've delivered through video, learning management systems, or asynchronous formats, and include measurable outcomes like completion rates or performance improvements tied to your work.
Apply early to remote roles that fit
Migrate Mate lists remote director of learning openings from companies across the U.S. in one place, so you can find roles that match your background and apply directly without sorting through listings aimed at on-site candidates.
Prepare to demo your remote facilitation approach
Remote interviews for this role often include a practical component where you're asked how you'd design or facilitate a learning session for a distributed team. Have a clear, specific example ready that shows how you adapt content delivery, engagement tactics, and feedback loops for a fully remote audience.
Remote Director of Learning Jobs: Frequently Asked Questions
How do I get a remote director of learning job?
Target companies that already operate with distributed teams, since those employers have built the infrastructure for remote learning leadership and are more likely to hire you without an in-office requirement. Remote employers screen heavily for async communication skills, self-direction, and the ability to design and deploy learning programs without in-person oversight. Demonstrating experience with tools like learning management systems, video-based training, and collaborative documentation platforms gives your application a concrete edge.
Which companies hire remote director of learnings?
Companies hiring remote director of learnings right now include CVS Health, Jazz Pharmaceuticals, and Upstart, based on current remote listings on Migrate Mate as of November 2026. Remote-first technology firms, edtech platforms, and large enterprises with distributed workforces are among the most consistent hirers of this role across the U.S.
Can you get a remote director of learning job with no experience?
Yes, but remote director of learning roles are harder to land without experience because you're expected to operate independently from day one. Smaller edtech startups and remote-first companies occasionally hire candidates into stretch roles, and showing a portfolio of curriculum you've built, programs you've run, or measurable learning outcomes you've driven can substitute for a traditional title. Facilitating online training or leading volunteer learning initiatives remotely also demonstrates you can handle the autonomy the role requires.
Do you need a degree for remote director of learning jobs?
Usually, but the degree matters less than what you've built and measured. Most remote employers in this role expect a bachelor's degree in instructional design, education, organizational development, or a related field, and many prefer a master's. That said, candidates who bring demonstrated results, such as measurable improvements in employee performance or retention tied to learning programs they designed, can offset a gap in formal credentials with strong portfolio evidence.
Which industries hire the most remote director of learnings?
The sectors hiring the most remote director of learnings are Education and Biotechnology & Pharmaceuticals, based on current remote listings on Migrate Mate as of November 2026. These industries rely on distributed teams that need consistent, scalable learning programs delivered without a central physical location.
See All 16 Remote Director of Learning Jobs
Find roles that match your experience and apply in just a few clicks.
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