How to Best Work With A Leader Who Is Totally Disorganized

Working with a leader who is disorganized can be tough, especially if they are your boss. However, it’s important to remember that addressing and resolving this issue is crucial for the success of the team.

Here are four steps you can take to effectively work with a disorganized leader:

Acknowledge disorganization:  The first step in addressing a problem is to acknowledge that it exists. When your leader is disorganized communicate this to them in a respectful and constructive way. Avoid making accusations or assigning blame, and focus on the specific behaviors or habits that are causing issues.

Addressing the disorganization:  Once you’ve identified the problem, it’s time to have a conversation with your leader about it. Provide specific examples of how their disorganization has affected your work or the team’s productivity. It’s important to approach this conversation with empathy and a willingness to find a solution. Rather than simply pointing out the problem.

Provide assistance for disorganization: Once the issue has been identified and discussed, it’s important to offer your support in finding a solution. This might involve suggesting tools or strategies for improving organization, or offering to help with tasks that your leader is struggling to manage.

Develop a plan for disorganization: Together with your leader, come up with a plan for improving organization and streamlining processes. This might involve setting clear goals and deadlines, establishing roles and responsibilities, and implementing systems for tracking progress. It’s important to be patient and flexible as you work to implement these changes, as it may take time for your leader to adjust to new habits and routines.

Working with a disorganized leader can be challenging, but it’s important to remember that it’s possible to find a solution. By following these steps and communicating openly and honestly, you can help your leader become more organized and efficient, ultimately leading to a more productive and successful team.

Lead From Within: It takes a humble heart to admit their disorganization, but a disorganized leader creates a dysfunctional culture.


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After decades of coaching powerful executives around the world, Lolly Daskal has observed that leaders rise to their positions relying on a specific set of values and traits. But in time, every executive reaches a point when their performance suffers and failure persists. Very few understand why or how to prevent it.

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Lolly Daskal is one of the most sought-after executive leadership coaches in the world. Her extensive cross-cultural expertise spans 14 countries, six languages and hundreds of companies. As founder and CEO of Lead From Within, her proprietary leadership program is engineered to be a catalyst for leaders who want to enhance performance and make a meaningful difference in their companies, their lives, and the world.

Of Lolly’s many awards and accolades, Lolly was designated a Top-50 Leadership and Management Expert by Inc. magazine. Huffington Post honored Lolly with the title of The Most Inspiring Woman in the World. Her writing has appeared in HBR, Inc.com, Fast Company (Ask The Expert), Huffington Post, and Psychology Today, and others. Her newest book, The Leadership Gap: What Gets Between You and Your Greatness has become a national bestseller.

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