The Challenges of Change Management (+ How To Defeat Them)

WalkMe Team
By WalkMe Team
Updated August 29, 2025

Let’s address this upfront: You will fail any digital transformation if you don’t overcome the challenges of change management.

Your staff needs the management team’s support to navigate the complexity and emotional challenges of change initiatives.

Avoid becoming one of the CEOs who fail to achieve their desired outcomes for digital transformation initiatives. Address change management challenges before implementing changes. 

To help you tackle the challenges of change management, we will explore the following topics:

  • Why is change management challenging?
  • What are the 7 challenges of change management?
  • Strategies to defeat the challenges of change management

Why is change management challenging?

Before considering how to overcome each challenge of change management, think about why supporting employees through change is difficult.

Change management is challenging because enterprises need change, while employees often feel they don’t.

You must meet your employees halfway, presenting the need for change in a way they understand, showing how it benefits the company and their roles.

What are the 7 challenges of change management?

the 7 challenges of change management

Knowing the seven challenges of change management helps you navigate them, preparing for a successful change strategy by ensuring you have the right resources and mindset.

1. Conflict

Change can evoke emotions like uncertainty and fear, leading staff to vent frustrations on each other. Conflict is a common unintended consequence, so leaders must help staff overcome difficulties.

Conflicts disrupt schedules, so you must intervene and mitigate issues whenever possible, making conflict one of the most common change management challenges.

How to defeat it

Be proactive in addressing the root of issues, finding solutions that incorporate staff input through feedback collection, analysis, and visibly acting on feedback.

2. Planning

Change will falter without proper planning.

A systematic procedure outlines the exact nature of changes and what needs to happen for these changes to stick.

For example, if you’re introducing a new system, ensure it’s compatible with the old system and plan how to transfer essential information during the transition.

How to defeat it

Successful planning involves delegation to maximize staff potential and increase efficiency.

With all duties covered, you can create a successful timeline for change, accounting for downtime and unintended consequences.

3. Setbacks

Setbacks are inevitable, but you can reduce their impact by identifying them early.

Never assume your steps towards change will be flawless. Your method won’t be foolproof, and it’s difficult to foresee the future accurately.

How to defeat it

When something goes wrong, maintain a positive attitude and implement measures to prevent recurrences. If your team helps, delays will shorten considerably.

Expecting setbacks is one thing, but identifying challenges ensures you’re well-prepared.

When a challenge arises, assess whether it’s a one-off or a critical issue requiring a change in your process.

4. Communication

A failure to communicate intended changes can disrupt your success.

Speculation and rumors will spread, and a lack of trust will make it difficult for staff to embrace change, especially if they’re uninformed about what’s required.

Employees need to know what’s happening because uncertainty disrupts the workforce. They should understand planned updates to stay aligned with your objectives.

How to defeat it

Keep employees informed through regular meetings or brainstorming sessions within a focused communication strategy for all change efforts.

Communication should be two-way, as staff can contribute valuable ideas, aiding continuous process improvement.

5. Resistance

People naturally resist change because they grow accustomed to the security of current circumstances.

However, there’s no room for future growth when we become too comfortable in the present.

How to defeat it

Address resistance with understanding, feedback, and strong communication to break down behavioral barriers that hinder progress.

Emphasize the benefits of change to ease transitions by empathizing with staff concerns, visibly acting on them, and reassuring them that change won’t have the negative consequences they expect.

6. Failed change-embrace

Initiating a plan is great, but it’s ineffective if staff don’t fully commit to it.

Encourage your organization to embrace new philosophies to dismantle barriers that arise during the process.

How to defeat it

Decision-making starts at the top, but the attitude toward change needs consistency. Set the precedent as a leader, and your willingness to change will influence others.

Everyone needs to be on board, from management to support staff. Otherwise, you risk facing resistance at every level.

Change is inevitable, but adapting to it is ongoing. As a leader, set an example with your organizational change management, and your staff will follow.

7. Complexity

Every change management process is complex.

Competing key stakeholders present different needs and challenges, complicating matters, delaying change, and increasing emotional strain on staff, which can lead to burnout and failure.

How to defeat it

The complexity of change often goes unnoticed, so always keep this challenge in mind when things aren’t going as planned.

At every stage, break up the change effort into smaller actions to be methodical and trace back to failures, allowing you to adjust, review, and progress with renewed purpose.

Use a DAP to defeat the challenges of change management

Navigating the complexities of change management demands a strategic approach.

Amidst the hurdles of change fatigue and organizational transformation, continuous improvement through a digital adoption platform (DAP) is key. 

A successful change initiative hinges on managing change adeptly, treating it as a dynamic process, which a DAP facilitates through in-app guidance and tailored learning, helping staff embrace change.

A well-executed change management project is crucial for organizational evolution.

Acknowledging challenges, understanding nuances, and embracing continuous improvement can pave the way for a successful journey through the complex terrain of managing change.

FAQs
How can middle management be empowered to overcome change management challenges?

Empowering middle managers with tailored training, clear communication tools, and active involvement in planning enhances their ability to lead teams through change effectively.

Why is continuous measurement vital in addressing change management challenges?

Ongoing measurement allows organizations to assess the effectiveness of change initiatives, identify areas needing improvement, and make data-driven adjustments to strategies.

What if employees resist change due to fear of job displacement?

Addressing fears through transparent communication about the change’s impact, providing upskilling opportunities, and involving employees in the transition process can mitigate resistance.

When should organizations reassess their change management strategies?

Organizations should reevaluate strategies during major transitions, after significant feedback, or when key performance indicators suggest stagnation, ensuring alignment with current goals and challenges.

How does organizational culture influence change management challenges?

A culture resistant to change can hinder transformation efforts. Cultivating a culture that embraces adaptability and continuous learning is crucial for successful change management.

WalkMe Team
By WalkMe Team
WalkMe pioneered the Digital Adoption Platform (DAP) for organizations to utilize the full potential of their digital assets. Using artificial intelligence, machine learning and contextual guidance, WalkMe adds a dynamic user interface layer to raise the digital literacy of all users.