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Upskilling and Reskilling: HR’s Strategy for Workforce Agility

Lisa Tilt
By: Lisa Tilt, HR Expert Contributor
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About the Author

Lisa Tilt brings deep expertise in workforce development, recruitment marketing, employee communication, and leadership training, with a strong track record supporting large corporations and highly acquisitive mid-cap companies. She’s helped organizations navigate workforce transitions – especially when roles evolve or improve – by developing communication strategies that resonate across all levels. As a trusted advisor to HR, Talent, and L&D leaders, Lisa is known for building stronger leadership pipelines, boosting engagement, and positioning managers as culture carriers, ultimately driving performance and profitability through intentional workforce strategy. She can be found on LinkedIn(https://www.linkedin.com/in/lisatilt/) for commentary and industry insights.

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Last Updated: September 19, 2025
5 minute engagement
Upskilling & reskilling
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Upskilling and reskilling have moved from optional programs to essential strategies. With GenAI, automation, and rapid tech shifts reshaping every industry, companies must help their teams keep pace – or risk falling behind.

Reskilling has joined upskilling in the learning & development (L&D) conversation, and while they sound similar, they serve different purposes. Upskilling builds on what someone already knows. Reskilling, on the other hand, helps them learn and shift into something entirely new. Both approaches give employees the tools to thrive and help organizations stay agile without having to start over with new talent.

Traditionally, L&D programs have focused on upskilling – improving employee capabilities to meet evolving business needs. But in recent years, reskilling has gained momentum as companies respond to faster industry shifts and prioritize talent retention by preparing employees who have already proven themselves to take on entirely new roles.

Micro-Learning as a Modern L&D Tool

Many companies are effectively integrating micro-learning into their L&D strategies. These are short, targeted training modules that focus either on highly specialized skills or broadly needed competencies across the organization.

These learning bursts are designed to be agile and maintain employee attention while delivering focused content that can be quickly applied in the flow of work. As a result, the return on investment (ROI) can look a little different from traditional L&D programs.

Micro-learning sessions are shorter and more targeted, so organizations can implement faster, more responsive ROI measurement strategies.

Take basic GenAI training as an example training track: Send a brief five- or six-question survey to assess employees’ current understanding and usage of GenAI. Based on proficiency levels, build programming and group learners into two to three tailored sessions. Then define only one or two highly specific and measurable learning outcomes per session so managers can track progress and impact more immediately.

How to Measure ROI of Upskilling and Reskilling

The metrics for evaluating upskilling versus reskilling differ slightly. Upskilling ROI can be measured through training participation, post-training feedback, knowledge retention and application, and improvements in work product or delivery efficiency.

Reskilling can also be measured with these metrics, with a caveat – results will take longer to materialize than they would with a new employee. So consider other early indicators of success, such as the time it takes to onboard in the new role, performance quality and improvements, and operational efficiency.

There are tangible financial metrics that can be used to track the effectiveness of these efforts as well. A highly functional upskilling and reskilling program will also lead to reduced time and money spent on recruiting, less turnover and higher retention, and less money spent on contract workers to fill ongoing gaps.

Some of the more significant business use cases for upskilling and reskilling include:

  • Savings Cost Over Hiring New Talent. It’s significantly less expensive to train and promote employees currently in your workforce than to onboard a new hire, even if the new hire has more relevant experience. Studies year after year present data on the replacement cost of an employee, ranging from 50% to 200% of their salary due to productivity loss and recruitment expenses.
  • Increased Employee Retention and Engagement. The top preventable reason for an employee leaving, according to the Work Institute’s 2025 Retention Report, was career development. Employees are more likely to stay with companies that they feel are investing in their growth and tapping their shoulders for new and different opportunities.
  • Agility and Adaptability in a Changing Market. Developments in GenAI and automation aren’t slowing down, and businesses need agile workers with evolving skill sets. Fortune 500 companies are often investing in large-scale upskilling programs because of the sheer need. But this isn’t just for large companies. In fact, upskilling is a way for SMBs to be even more competitive in the war for talent.

Building Talent Mobility Through HR Strategy

When HR leaders approach upskilling and reskilling in a way that supports the employee, the People Manager, and the organization together, they uncover a talent mobility strategy that leadership may not have realized was available to tap into.

So, what can employees do to raise their hand, so to speak, to gain access to this next-level training? Are there ways employers can better identify and use their team’s hidden potential?

Absolutely. This exploration should be a central goal of an organization’s talent retention and mobility strategy. Here are steps I’ve counseled HR heads on when developing that strategy:

  1. Collaborate with team and division leaders to identify four talent factors at every level of the organization: top performers, high-potential employees, solid and steady talent, and non-performers.
  2. Work with these leaders to define current and emerging critical skills needed to operate the company at its highest level over the next three to six years.
  3. Establish an ongoing internal communications framework for People Managers (training here may also be required) to have biannual discussions with direct reports. These should focus on individual strengths, the requirements of their current role and next projected position, and any gaps that exist. Think of this as reverse engineering an employee’s career path from their perspective.
  4. Use insights from this process to build a strong business case for executive leadership that includes recommendations for near-term talent resourcing, necessary workforce upskilling or reskilling, and long-term succession planning.

Regular conversations around career pathing opportunities within the organization foster trust between employee and manager — one of the most powerful retention strategies. This trust encourages employees to more regularly share aspirational career insights, helping managers and HR teams uncover hidden potential.

For companies that build a workplace culture that supports learning and progression, this approach could be the most influential factor in impacting longevity and market resilience. Why? A workforce that is more agile will win in competition.

A future leadership team that can lead through change will build a deeper bench of durability. And the investment here will pay off because it’s established in purpose, aligned with career paths, and supported by managers who know how to spot and nurture potential already sitting inside the business.

See How Upskilling and Reskilling Drive Retention

To learn more about how upskilling and reskilling can boost retention, close skill gaps and keep your workforce competitive in the age of automation and AI, register for the free webinar How to Future-Proof Your Workforce, happening Wednesday, Nov. 5. You’ll get practical insight on identifying development needs, measuring progress, and building programs that strengthen both engagement and performance. Register here.

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