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  • Susan Hayer

How to Move Your Team Through Digital Transformation Without Losing Their Trust

close up of the word trust

As a consultant helping organizations navigate digital transformations, I’ve often encountered teams using the same systems and processes for decades. A complete system refresh can be daunting for these teams, as they’ve spent years refining workflows, building workarounds, and mastering tools that have served them well. My role is to ensure this smooth transition and position the organization for long-term success.


Here’s how I guide organizations in preparing their teams for such a significant shift:


Acknowledging Legacy Systems is a Key First Step in Digital Transformation

When I first meet with an organization, I start by understanding its current systems and the processes that have been in place for many years. I’ve found that acknowledging the team’s deep expertise with these legacy systems is critical and a testament to their dedication and hard work. These workflows are ingrained, and they’ve worked well for a long time, so it’s important to frame the conversation not as “starting over” but as an opportunity to evolve, with their invaluable knowledge guiding the way.


In one instance, a financial team used a manual system optimized over the years with countless adjustments. They had developed workarounds for inefficiencies, and while it worked for them, the rest of the organization suffered from outdated data and reporting delays. By acknowledging the team’s expertise and explaining how the new system would streamline their efforts and enhance their work experience and productivity, we set a positive and optimistic tone for the transition.


Break Down Change as a Phased System Implementation to Reduce Resistance

Introducing a new system all at once can overwhelm a team, especially one that’s used the same processes for so long. As a consultant, I break down the implementation into manageable phases.


For instance, during a project with an organization, we didn’t immediately switch over the entire patient record system. Instead, we started by transitioning the most crucial, high-traffic features—such as appointment scheduling and billing—allowing the team to get comfortable with those before moving on to less frequently used tools. This step-by-step approach gave the team the time they needed to adapt to each element without feeling like they were being inundated with change all at once.


Address the Human Side of Organizational Change Management to Overcome Emotional Resistance

Decades of using the same system create more than just technical habits—there are emotional ties to the familiar processes. One of the most significant challenges I help organizations overcome is the emotional resistance to change. Some team members may fear they won’t be able to adapt or feel they are being forced to abandon processes that have become second nature.


I always recommend creating a safe space for employees to express these concerns. For one client, we organized “change readiness workshops” where team members could share their anxieties and receive reassurances. These sessions helped them realize they weren’t alone in their concerns and that a support system was in place to guide them through the transition.


Support for Legacy System Veterans Mandates Tailored Training

One key lesson I’ve learned is that blanket training sessions rarely work for teams using the same system for decades. The learning curve is steeper for some than others, so I always advocate for customized training plans.


In a recent consulting project with a manufacturing company, we divided the team based on their comfort level with technology—some were power users of the old system, while others had minimal digital experience. We provided more advanced, hands-on workshops for the power users, while the less tech-savvy employees received step-by-step walkthroughs and ongoing support. This approach ensured that no one felt left behind during the transition.


Build Internal Support for Digital Transformation with Change Champions

One of the most effective strategies I’ve employed is identifying “change champions” within the organization—individuals who are enthusiastic about the new system and can help spread that enthusiasm to their peers. These champions serve as liaisons between leadership and the rest of the team, providing both technical support and emotional encouragement.


In a recent engagement with a city government, I worked with a group of early adopters who became the internal face of the change. They tested the new system, offered feedback, and became the go-to people for their colleagues when the full rollout happened. This peer-to-peer support dramatically reduced the anxiety surrounding the change.


Communicate the Bigger Picture to Win Buy-in for Major System Changes

During my consulting engagements, I always emphasize the “why” behind the change. It’s not enough to tell a team, “We’re upgrading the system.” They need to understand how this will benefit them directly.


In one organization, team members were hesitant about the new system until we demonstrated how it would eliminate time-consuming manual processes and reduce their workload. By showing them the time-saving potential and productivity improvements, they began to see the refresh not as a burden but as a tool that would make their jobs easier.

 

Seamlessly Navigate Digital Transformation with OCM Strategies for Long-Term Success

Moving an organization through a digital transformation—especially when transitioning from legacy systems that have been in place for decades—requires a thoughtful, strategic approach. The technical and human aspects of change are addressed by integrating Organizational Change Management (OCM) strategies. Whether through impact assessments or stakeholder alignment exercises, ensure the organization is ready for the new system on every level. Acknowledging the expertise built over time, addressing emotional resistance, and providing customized training are critical steps in smoothing the transition. With change champions leading the way and clear communication of the long-term benefits, the shift to modern systems becomes an opportunity for growth, efficiency, and innovation. When done right, it’s not just about implementing new technology; it’s about empowering teams and positioning the organization for lasting success.

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