Remote Head of Training and Development Jobs
Remote Head of Training and Development jobs are open across the U.S. in sectors like technology, healthcare, financial services, and professional services, at remote-first companies and large distributed organizations scaling their learning functions. Employers hiring remotely right now include Pavago, boi, and Respiris. Scan the live roles below and apply to whichever ones fit.
Find JobsOverview
Showing 5 of 336+ Remote Head of Training and Development jobs
Working at Atlassian
Atlassians can choose where they work – whether in an office, from home, or a combination of the two. That way, Atlassians have more control over supporting their family, personal goals, and other priorities. We can hire people in any country where we have a legal entity.
Responsibilities:This role leads Atlassian's Cloud and AI sourcing pillar as a people leader reporting to the Director, Head of Global Strategic Sourcing. The Head of Sourcing - Cloud and AI sets the category direction and is accountable for outcomes across the hyperscaler and AI portfolios, directly with people management responsibilities. The role develops their capability, guides negotiation strategy and deal governance, steps into the most consequential negotiations and escalations, and partners with Engineering, Finance, Legal, Security, Risk, and FinOps. It contributes to broader Technology Sourcing strategy as the leader of the Cloud and AI team.
People Leadership & Influence
Own the Cloud & AI category strategy, priorities, annual roadmap, and team outcomes, aligned to engineering and financial objectives and the broader Global Strategic Sourcing direction.
Directly manage two specialists: one responsible for the hyperscaler portfolio and one responsible for AI sourcing. Establish clear ownership, goals, decision rights, and a collaborative operating cadence across both domains.
Hire and onboard as needed; conduct regular 1:1s, set goals, coach negotiation and stakeholder skills, provide feedback, support career development, and manage performance for both direct reports.
Lead through influence across departments, shaping high-complexity sourcing decisions affecting architecture, cost, resilience, and commercial flexibility.
Raise craft standards through playbooks, negotiation frameworks, market intelligence, and practical guidance on cloud commercial architectures, AI pricing, and category management.
Lead deal governance for major Cloud & AI transactions: review specialist-led negotiation plans, approval gates, risk trade-offs, and executive escalations; step in directly on pivotal deals.
Embed AI and automation into team workflows such as spend analytics, benchmarking, intake, and contract review to reduce cycle time and manual effort.
Own and report team and category outcomes, including savings, cost avoidance, cycle time, stakeholder satisfaction, compliance, contract effectiveness, and specialist development, to the Director, Head of Global Strategic Sourcing and senior stakeholders.
Drive continuous improvement in procurement policy, security, data privacy, and regulatory adherence for Cloud & AI sourcing.
Represent Procurement as a trusted commercial advisor on Cloud & AI in senior forums, bringing market, cost, contract, and team perspectives to enterprise decisions.
Deal Leadership: Cloud & AI
The Head of Sourcing - Cloud and AI sets negotiation strategy and governance for the team, coaches the hyperscaler and AI specialists as day-to-day deal owners, and personally leads or joins the most material, high-risk negotiations and executive escalations when needed.
Enterprise hyperscaler agreements: Guide the hyperscaler specialist’s negotiations across AWS (EDP/PPA), Google Cloud commitments, and/or Microsoft Azure (MACC), including cloud marketplace terms and co-sell/partner credits; lead executive-level negotiations when warranted.
Commitment structuring: Review and approve the team's approach to term length, ramp milestones, committed-use and reserved-capacity structures, savings plans, burst and flex clauses, and shortfall protection.
Frontier AI and inference agreements: Guide the AI specialist on model-provider contracts covering token and throughput pricing, provisioned concurrency, rate limits, deprecation notice periods, data usage, and IP indemnities.
Compute and GPU capacity: Oversee sourcing for dedicated GPU and accelerator availability across hyperscalers and specialist neocloud providers, balancing price, region locality, and vendor lock-in risk.
Contractual risk ownership: Partner with Legal and Security to review team proposals on SLAs, penalty credits, liability limits, data residency and sovereignty, audit rights, and exit and portability terms.
TCO and competitive leverage: Coach the team in deal strategies grounded in consumption telemetry, multi-cloud pricing benchmarks, and architecture-driven competitive tension.
Supplier executive governance: Lead executive relationships, business reviews, joint roadmaps, and escalations for the most material Cloud & AI suppliers, while specialists manage day-to-day vendor engagement.
Category Strategy, FinOps & Stakeholder Partnership
End-to-end category strategy: Balance cost, delivery speed, system resilience, and architectural flexibility across Cloud & AI spend.
FinOps alignment: Collaborate with FinOps, Platform Engineering, and Finance to forecast consumption, manage commit burn rates, and track contract utilization.
Cost optimization: Drive structural savings through rightsizing, commitment coverage, workload placement, intelligent model routing, and vendor rationalization.
Unit economics and transparency: Build granular spend visibility so product and engineering teams understand cloud and model inference unit costs.
Executive advisory: Serve as a commercial advisor VP+ engineering and finance leaders on build-versus-buy decisions and vendor selection.
Market intelligence: Monitor cloud and AI industry trends, hardware roadmaps, and pricing adjustments to identify commercial opportunities early and inform category direction.
At Atlassian, we strive to design equitable, explainable, and competitive compensation programs. We follow consistent hiring practices and account for each candidate's skills, knowledge, and experience when setting base pay within the range.
Please visit go.atlassian.com/payzones for more information on which locations are included in each of our geographic pay zones. However, please confirm the zone for your specific location with your recruiter.
This role may also be eligible for benefits, bonuses, commissions, and equity.
Pay Ranges:In The United States, we have three geographic pay zones. For this role, our current base pay ranges for new hires in each zone are:
Zone A: $167,400 - $218,550
Zone B: $150,660 - $196,695
Zone C: $138,942 - $181,397
Qualifications:Benefits & Perks
Atlassian offers a wide range of perks and benefits designed to support you, your family and to help you engage with your local community. Our offerings include health and wellbeing resources, paid volunteer days, and so much more. To learn more, visit go.atlassian.com/perksandbenefits.
About Atlassian
At Atlassian, we're motivated by a common goal: to unleash the potential of every team. Our software products help teams all over the planet and our solutions are designed for all types of work. Team collaboration through our tools makes what may be impossible alone, possible together.
We believe that the unique contributions of all Atlassians create our success. To ensure that our products and culture continue to incorporate everyone's perspectives and experience, we never discriminate based on race, religion, national origin, gender identity or expression, sexual orientation, age, or marital, veteran, or disability status. All your information will be kept confidential according to EEO guidelines.
To provide you the best experience, we can support with accommodations or adjustments at any stage of the recruitment process. Simply inform our Recruitment team during your conversation with them.
To learn more about our culture and hiring process, visit go.atlassian.com/crh.
In line with local law, identity verification (which may include use of biometric data) is a condition of employment with Atlassian for employment fraud purposes.
Working at Atlassian
Atlassians can choose where they work – whether in an office, from home, or a combination of the two. That way, Atlassians have more control over supporting their family, personal goals, and other priorities. We can hire people in any country where we have a legal entity.
Responsibilities:This role leads Atlassian's Cloud and AI sourcing pillar as a people leader reporting to the Director, Head of Global Strategic Sourcing. The Head of Sourcing - Cloud and AI sets the category direction and is accountable for outcomes across the hyperscaler and AI portfolios, directly with people management responsibilities. The role develops their capability, guides negotiation strategy and deal governance, steps into the most consequential negotiations and escalations, and partners with Engineering, Finance, Legal, Security, Risk, and FinOps. It contributes to broader Technology Sourcing strategy as the leader of the Cloud and AI team.
People Leadership & Influence
Own the Cloud & AI category strategy, priorities, annual roadmap, and team outcomes, aligned to engineering and financial objectives and the broader Global Strategic Sourcing direction.
Directly manage two specialists: one responsible for the hyperscaler portfolio and one responsible for AI sourcing. Establish clear ownership, goals, decision rights, and a collaborative operating cadence across both domains.
Hire and onboard as needed; conduct regular 1:1s, set goals, coach negotiation and stakeholder skills, provide feedback, support career development, and manage performance for both direct reports.
Lead through influence across departments, shaping high-complexity sourcing decisions affecting architecture, cost, resilience, and commercial flexibility.
Raise craft standards through playbooks, negotiation frameworks, market intelligence, and practical guidance on cloud commercial architectures, AI pricing, and category management.
Lead deal governance for major Cloud & AI transactions: review specialist-led negotiation plans, approval gates, risk trade-offs, and executive escalations; step in directly on pivotal deals.
Embed AI and automation into team workflows such as spend analytics, benchmarking, intake, and contract review to reduce cycle time and manual effort.
Own and report team and category outcomes, including savings, cost avoidance, cycle time, stakeholder satisfaction, compliance, contract effectiveness, and specialist development, to the Director, Head of Global Strategic Sourcing and senior stakeholders.
Drive continuous improvement in procurement policy, security, data privacy, and regulatory adherence for Cloud & AI sourcing.
Represent Procurement as a trusted commercial advisor on Cloud & AI in senior forums, bringing market, cost, contract, and team perspectives to enterprise decisions.
Deal Leadership: Cloud & AI
The Head of Sourcing - Cloud and AI sets negotiation strategy and governance for the team, coaches the hyperscaler and AI specialists as day-to-day deal owners, and personally leads or joins the most material, high-risk negotiations and executive escalations when needed.
Enterprise hyperscaler agreements: Guide the hyperscaler specialist’s negotiations across AWS (EDP/PPA), Google Cloud commitments, and/or Microsoft Azure (MACC), including cloud marketplace terms and co-sell/partner credits; lead executive-level negotiations when warranted.
Commitment structuring: Review and approve the team's approach to term length, ramp milestones, committed-use and reserved-capacity structures, savings plans, burst and flex clauses, and shortfall protection.
Frontier AI and inference agreements: Guide the AI specialist on model-provider contracts covering token and throughput pricing, provisioned concurrency, rate limits, deprecation notice periods, data usage, and IP indemnities.
Compute and GPU capacity: Oversee sourcing for dedicated GPU and accelerator availability across hyperscalers and specialist neocloud providers, balancing price, region locality, and vendor lock-in risk.
Contractual risk ownership: Partner with Legal and Security to review team proposals on SLAs, penalty credits, liability limits, data residency and sovereignty, audit rights, and exit and portability terms.
TCO and competitive leverage: Coach the team in deal strategies grounded in consumption telemetry, multi-cloud pricing benchmarks, and architecture-driven competitive tension.
Supplier executive governance: Lead executive relationships, business reviews, joint roadmaps, and escalations for the most material Cloud & AI suppliers, while specialists manage day-to-day vendor engagement.
Category Strategy, FinOps & Stakeholder Partnership
End-to-end category strategy: Balance cost, delivery speed, system resilience, and architectural flexibility across Cloud & AI spend.
FinOps alignment: Collaborate with FinOps, Platform Engineering, and Finance to forecast consumption, manage commit burn rates, and track contract utilization.
Cost optimization: Drive structural savings through rightsizing, commitment coverage, workload placement, intelligent model routing, and vendor rationalization.
Unit economics and transparency: Build granular spend visibility so product and engineering teams understand cloud and model inference unit costs.
Executive advisory: Serve as a commercial advisor VP+ engineering and finance leaders on build-versus-buy decisions and vendor selection.
Market intelligence: Monitor cloud and AI industry trends, hardware roadmaps, and pricing adjustments to identify commercial opportunities early and inform category direction.
At Atlassian, we strive to design equitable, explainable, and competitive compensation programs. We follow consistent hiring practices and account for each candidate's skills, knowledge, and experience when setting base pay within the range.
Please visit go.atlassian.com/payzones for more information on which locations are included in each of our geographic pay zones. However, please confirm the zone for your specific location with your recruiter.
This role may also be eligible for benefits, bonuses, commissions, and equity.
Pay Ranges:In The United States, we have three geographic pay zones. For this role, our current base pay ranges for new hires in each zone are:
Zone A: $167,400 - $218,550
Zone B: $150,660 - $196,695
Zone C: $138,942 - $181,397
Qualifications:Benefits & Perks
Atlassian offers a wide range of perks and benefits designed to support you, your family and to help you engage with your local community. Our offerings include health and wellbeing resources, paid volunteer days, and so much more. To learn more, visit go.atlassian.com/perksandbenefits.
About Atlassian
At Atlassian, we're motivated by a common goal: to unleash the potential of every team. Our software products help teams all over the planet and our solutions are designed for all types of work. Team collaboration through our tools makes what may be impossible alone, possible together.
We believe that the unique contributions of all Atlassians create our success. To ensure that our products and culture continue to incorporate everyone's perspectives and experience, we never discriminate based on race, religion, national origin, gender identity or expression, sexual orientation, age, or marital, veteran, or disability status. All your information will be kept confidential according to EEO guidelines.
To provide you the best experience, we can support with accommodations or adjustments at any stage of the recruitment process. Simply inform our Recruitment team during your conversation with them.
To learn more about our culture and hiring process, visit go.atlassian.com/crh.
In line with local law, identity verification (which may include use of biometric data) is a condition of employment with Atlassian for employment fraud purposes.
See All 336+ Remote Head of Training and Development Jobs
Find roles that match your experience and apply in just a few clicks.
Find JobsRemote Head of Training and Development Job Market
Who's Hiring
Top Industries Hiring
- Staffing & Recruiting
- Technology & Software
- Science & Research
- Agriculture & Farming
- Banking & Financial Services
What Employers Look For
The qualifications that appear most often in remote head of training and development jobs.
- 7 or more years of progressive learning and development experience, including team leadership
- Demonstrated ability to design and implement enterprise-wide training strategies aligned to business goals
- Proficiency with e-learning authoring tools and learning management systems
- Bachelor's degree in human resources, organizational development, education, or a related field
- Experience measuring training effectiveness through learning analytics and performance data
- Professional certification such as ATD's CPTD or a related credential in instructional design
Tips for Your Remote Head of Training and Development Job Search
Apply early to remote roles that fit
Migrate Mate lists remote head of training and development openings from across the U.S. in one place. Search for roles that match your experience level and industry focus, then apply directly. Early applicants to remote postings often get more attention before the pool grows.
Show your async communication skills upfront
Remote employers for this role screen for written clarity from the first touchpoint. Use your cover letter and any written screener to demonstrate you can communicate program strategy, priorities, and decisions without a live meeting. Vague or bulky writing signals a gap remote teams can't afford.
Build a portfolio of distributed learning programs
Remote hiring managers want proof you've designed and deployed training for distributed teams, not just classroom or in-person cohorts. Compile examples that show virtual delivery, asynchronous modules, and digital adoption metrics. Tools like Articulate, Lessonly, or a learning management system you've administered are worth naming explicitly.
Prepare for the remote operations interview round
Many remote head of training and development interviews include a round focused on how you manage programs, vendors, and stakeholders without being in the same location. Expect questions about your systems for tracking program effectiveness remotely and how you keep distributed learners engaged across time zones.
Remote Head of Training and Development Jobs: Frequently Asked Questions
How do I get a remote head of training and development job?
Target remote-first companies and large distributed organizations that have already committed to virtual work, since they're most likely to have an established remote L&D function. Remote employers screen heavily for self-direction, strong async written communication, and experience building or scaling programs without in-person oversight. Demonstrating outcomes, like measurable improvements in employee retention or upskilling completion rates, gives you a clear edge over candidates who only list responsibilities.
Which companies hire remote head of training and developments?
Employers currently hiring remote head of training and developments include Pavago, boi, and Respiris, per current remote listings on Migrate Mate as of November 2026. Remote-first technology companies, large distributed healthcare systems, and financial services firms with geographically spread workforces are among the most consistent hirers of this role.
Can you get a remote head of training and development job with no experience?
Yes, but remote head of training and development roles at the leadership level are rarely entry-level, so you'll need to build a credible foundation first. Remote-first startups and fast-growing mid-size companies occasionally hire emerging L&D leaders who can show self-managed project work, curriculum they've built independently, and measurable outcomes. A portfolio of programs you've designed and delivered, even in a previous non-leadership role, opens more doors than a title alone.
Do you need a degree for remote head of training and development jobs?
Not always. Many remote employers prioritize demonstrated results, such as programs you've built, adoption rates, and business outcomes, over a specific credential. That said, a bachelor's degree in instructional design, organizational development, or a related field is common among candidates, and some employers list it as a requirement. Certifications in learning and development or instructional design can substitute or reinforce formal education for remote roles.
Which industries hire the most remote head of training and developments?
Most remote head of training and development openings sit in Staffing & Recruiting, Technology & Software, and Science & Research, per current remote listings on Migrate Mate as of November 2026. These sectors rely on distributed workforces that require consistent, scalable training delivered entirely through digital channels, making remote leadership of the L&D function a natural fit.
See All 336+ Remote Head of Training and Development Jobs
Find roles that match your experience and apply in just a few clicks.
Find Jobs