5 Challenges All Chief Learning Officers Need to Address in 2026

by | Last updated August 4, 2026

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The Chief Learning Officer role has evolved long after its introduction back in the early 1990s, and now, in 2026, is expected to be much more than the overseer of training programs in a corporation.

Once thought of as the chief training executive for the largest organizations, the CLO is no longer a C-Suite member who signs off on training courses on the LMS catalogue.

Now more than before, the chief learning officer is expected to provide more training value to learners, connect training objectives with business objectives, and be more resourceful and strategic than ever before.

Let’s break down what the modern CLO needs in this new era of training.

chief learning officer in 2026

What is a Chief Learning Officer (CLO)?

The Chief Learning Officer (CLO) is the lead training strategist, manager, and visionary for an organization’s learning & development initiatives.

What is the Primary Mission of a Chief Learning Officer?

To ensure successful planning, delivery, and improvement of all training experiences in the most effective and efficient manner possible.

CLOs are usually assisted by training directors, managers, and coordinators, all of whom help to ensure that training experiences are delivered successfully end-to-end.

While small enterprises might utilize their HR department as their L&D arm, larger organizations can have incredibly complex training requirements with many moving parts.

As a result, chief learning officers oversee several training programs within one organization, including:

  • Compliance and Safety
  • Certification & License
  • Continuing Professional Development
  • Upskilling, Reskilling, and Cross-skilling
  • Expanding training opportunities for their extended enterprise

When a CLO has a clear plan to execute their corporate training strategy, they can deliver overwhelming value not only for their organization’s L&D but also for their operations and business services.

CLOs in the modern era are behind winning stories like Walmart’s 87% increase in learning satisfaction or how one of the world’s leading tech companies scaled their training operations by 80%

Top 5 Objectives for Chief Learning Officers in 2026

The training landscape is changing every day, and the CLO will play a more critical role that’s not confined to L&D.

We broke down the top 5 objectives that every CLO should focus on to ensure they meet that primary mission.

1. Delivering Training Programs that Return ROI

Training that only exists “for learning’s sake” feels like theatrics for most organizations, as it’s learning that’s designed to just deliver knowledge in the form of completed tasks.

Most training courses or one-time training sessions will be delivered through online or AI-capable models, and once learning is complete by the learner, the CLO can then confirm that training delivery is complete.

However, training is more than just expanding new knowledge in front of a computer.

The modern CLO in the Age of AI Learning will be challenged to deliver training that makes a significant return on investment for departments and organizations as a whole.

As a result, training programs will be designed and delivered not as learning courses but aligned towards skills development programs since hands-on, in-demand skills are what keep businesses competitive and ahead in their industries.

CLOs should become familiar with upskill & re-skill strategies, accurately measure training ROI, and understand which employee training programs will provide the best value for the organization’s products, services, and objectives.

2. Scaling Effective Learning Strategies Across Organizations

Not all training programs are best served with one form of learning delivery.

A key objective for the CLO is choosing the right learning strategy for the right training topic, then finding ways to scale that decision across hundreds of learners and training sites.

Learning software has advanced significantly in such a short span. Five years ago, gamified learning and AR/VR training models were the proposed future of corporate learning strategies. Now, it seems any and every online training experience is handled by AI from planning to learner interaction.

Despite the zeitgeist, the CLO needs to be aware that when it comes to learning strategies that seek to transfer key skills,o one size doesn’t fit all.

Focusing on business objectives and the organization’s services, training needs to focus on more in-demand skills than conceptual knowledge. While some topics can be best served with eLearning models, the training that could make or break your training ROI will revolve heavily on hands-on, application-based, and expert-led learning experiences.

Once a good match is found, the focus shifts to scaling that strategy: building repeatable designs, support materials, and facilitation guides so the same quality of learning can be delivered consistently across the organization.

3. Identifying Skills Gaps within Products & Services

For the strategy-oriented CLO, skills gaps are everywhere within an organization and, dare we say, perpetual.

Delivering skills training, new or familiar, will occur regularly throughout the year as a result of:

  • Changes in industry demands and standards
  • New market pressures from competitors
  • Decreased delivery or performance of a particular service
  • New onboarding of team members

CLOs, along with L&D directors and training managers alike, will need to identify, diagnose, and deliver the skills training needed from the top down.

From a business perspective, this can involve looking at an operational framework for products and services provided and asking:

  • Where can we improve as an organization from the department level down?
  • How do we know we’re delivering a service or product suboptimally with our talent?
  • Do we have data from previous training that tells us we’re lacking in a skill?
  • What skills do we lack that our competitors have?
  • Do we have a better way to deliver our services to our clients?

Past training data and performance data will help guide CLOs and training teams in deciding how to customize the training strategy and methods that are right for them.

4. Keep Training Costs Low, but Skills Development Value High

With so much eLearning tech available at a CLO’s disposal, it can be tempting to pick the most feasible training delivery option and call it a win.

When it comes to maximizing training budgets and avoiding costly training budget mistakes, chief learning officers must assess which methods and systems help deliver and develop the skills that will prove to be profitable in the long-run.

Keeping training costs low by ensuring all training is delivered with pure eLearning or excluding a blended learning component is a recipe for disaster for most corporate training programs.

Most CLOs in the past 10 years have seen eLearning solutions as a panacea for their organization’s skills gaps only to find themselves investigating what value was provided to the learners’ skill sets and to meeting organizational objectives.

The contemporary CLO must instead find a balance between costs, the right delivery methods, and the software in play to make it all happen.

For example, consider the need to implement a skills development course that teaches learners complex technical processes. The option to use eLearning or even AI-trainers is completely out of the question given professional association standards.

As a result, the course remains one of the few forms of training that must be provided in face-to-face delivery with a qualified professional.

Also consider that this particular training program for the CLO’s organization needs to be provided across multiple locations across three different countries, several times throughout the year.

In tackling this project, the CLO and their team will need to balance scheduling for a global training team, accurately monitor costs & resources across these locations, and measure how effective the training team’s speed was.

While it may sound impossible, several high-value organizations have been successful in controlling costs without sacrificing the value that F2F and in-person training provides.

5. Optimize Training and Delivery Continuously

“Plan, schedule, monitor, confirm completion, and review data.”

Most training professionals would say this is the standard process for nearly all corporate training programs in their portfolio. The best chief learning officers, however,r think in iterations as they are continuously concerned with how to develop better training experiences first and better training programs second.

When training is “complete”, CLOs should begin to focus on improvements.

Common adjustments to learning strategies made within organizations include:

  • Implementing a hybrid or blended learning model approach
  • Adjusting ideal time frames for ILT sessions that are suitable for trainers and learners
  • Analyzing if virtual instructor-led training can be more impactful for dispersed teams
  • Reviewing scheduling or planning bottlenecks for training delivery
  • Validating learner preferences and reviews during and after training completion
  • Vetting instructor preferences and qualifications for improved delivery
  • Screening process flows within administrative frameworks

CLOs should focus on improving the overall training operation for learners and the training departments altogether.

Where CLOs strategize for learning experience by introducing easy-to-use eLearning tools for knowledge acquisition and better instructors for skills development, the same goes for tools used by back-office members in the realm of scheduling, data management, and cost control.

instructor led training

Your Complete Guide to Instructor-Led Training for CLOs

Successful training that deliver positive training ROI for learners and organizations start with the right method.

What most chief learning officers don’t realize is that ILT is often overlooked as a training method for learners when so many other digital alternatives are available.

This guide cover everything the modern CLO needs to developing training wins with ILT and right tools to get training done on time, every time.

Developing a Learning Strategy that works for Learners and Organizations

A corporate learning strategy is, at its core, a plan for how the organization will build the skills it needs to reach its goals.

On paper, that can look however it can run into messy realities: learners become distracted, priorities become scattered, and not long after training, managers realize not every skill can be picked up quietly behind a screen.

That’s where the limits of “eLearning for all training” start to show. Self-paced digital courses can be great for foundational knowledge, quick refreshers, or simple how-to content.

Online training is great for fitting around busy schedules,s but when it comes to analyzing and improving training, CLOs and their teams soon find they’re back to searching for the next learning software to improve learning.

Research from the firm McKinsey backs this shift, describing the CLO as moving from a provider of training programs to an architect of developmental ecosystems, where employees become empowered as learners by providing training opportunities with the right methods and support.

Instead of asking “Which learning course should we launch?”, CLOs are being asked:

Case in point, CLOs must focus on refining strategies and selecting delivery methods that are effective for the learners, measurable for organizations, and can be easily measured by both the training team and executive management.

As a result, strategies need a learning delivery method that centers on the learner and excels at skills-focused transfer without complication.

It’s no surprise why, despite the massive popularity of eLearning and AI tools, learner frustrations and poor training ROI point to a long-awaited return to instructor-led training due to its advantages and benefits in upskilling.

Creating the Training Infrastructure that Organizations Need

Organizations that want training to become a true business lever need to empower their Chief Learning Officers to design, govern, and evolve a strategy that is deliberately centered on instructor‑led training and continuous learning.

That means moving beyond asynchronous learning modules, fragmented calendars, and ad‑hoc workshops and giving CLOs a single, coherent environment where they can define the training vision with strategic priorities that create the learning culture organizations need.

To do this effectively, CLOs must have complete tools that let them plan ILT-based development programs at scale: central control over courses and sessions, robust scheduling of instructors and classrooms, visibility into demand and capacity, and tight integration with other learning and HR systems.

The results?

A learning technology ecosystem that can meet the needs of not only the training team but also the learners.

With this infrastructure in place, CLOs can ensure that ILT reaches every part of the organization, is delivered efficiently, and continuously improves based on data—turning instructor‑led training from an operational burden into a core driver of performance and culture.

Why CLOs should implement a TMS for Training Delivery Effectiveness

For CLOs trying to deliver serious, skills-based learning in the AI era, the biggest roadblocks rarely come from content; they come from clockwork and perfect training management processes under one dashboard.

Even for the most experienced training management teams, they find themselves with nowhere to measure training results, poor schedules for training sessions, and inefficient resourcing tools for their largest training programs. While teams use a combination of spreadsheets and other software tools, the result is wasted admin hours and lots of confusion for everyone.

A training management system can serve as the principal software system for CLOs in managing end-to-end operations for regular training programs. By serving as the central dashboard for all training processes, CLOs and their teams can identify scheduling and resourcing gaps in seconds without spreadsheets.

Even better, a TMS provides teams with the tools to ensure successful delivery and improvement of training programs with budget tracking tools, operational analytics, and instructor management tools.

With a winning combination of stable training operations plus actionable insight, chief learning officers can turn ambitious training strategies into fully executable learning experiences that deliver results from the learner up to key stakeholders.

Discover More: The Top 25 Features Every TMS Needs to Deliver and Improve Instructor-Led Training 

training management system for ilt

The Management Software for Chief Learning Officers

Training Orchestra has been globally recognized as the preferred training management software for training organizations and L&D teams.

Recognized by the Fosway Group as a Strategic Leader on the Learning Systems 9-Grid™, Training Orchestra allows high-functioning training delivery teams to plan, schedule, and scale their training operations with maximum efficiency and zero waste.

Are you a chief learning officer looking to innovate your training management processes with ILT?

Get your personalized demo of the best TMS today!

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