How Critical Thinking Supercharges Your Leadership Skills

Cathie Leimbach • September 19, 2023

If you want to up your leadership game, it’s time to embrace critical thinking. Why? Because it enables you to make informed decisions, solve complex problems, and navigate uncertain situations with relative ease.


In today’s fast-paced and ever-changing world, leaders face numerous challenges daily. Critical thinking allows leaders to analyze and evaluate information objectively. It enables them to consider multiple perspectives, uncover hidden biases, and identify logical fallacies. It also helps them think outside the box and explore new possibilities.


Developing critical thinking skills takes consistent practice. One of the first steps is to constantly seek out new knowledge and information. This can be done through reading books, attending seminars, or engaging in meaningful conversations with experts in your field.


Another effective strategy is to regularly challenge yourself by asking thought-provoking questions. Don’t just accept things at face value. Dig deeper and explore different perspectives. This will expand your thinking and enhance your problem-solving abilities.


Also, seek out mentors or join networking groups where you can engage in stimulating discussions and learn from others.

Here are two strategies you can utilize to independently strengthen your ability to dig deeper and consider other people’s perspectives.


An effective way to dig deeper is to use the “Five Whys” technique. Whenever you encounter a problem or a decision, ask yourself why it is the way it is or why you are considering this decision. Once you answer that question, ask why again. Keep asking yourself why until you have dug deeper 5 times. This helps you uncover root causes and explore different angles.


Another helpful exercise is the “Red Team” approach. Put yourself in the shoes of an adversary looking to critique and challenge your ideas or plans. What concerns would they raise? This technique helps you identify weaknesses and biases in your thinking and find ways to strengthen your reasoning and your plans.


In summary, developing your critical thinking skills will help you make good decisions by gathering diverse input, viewing feedback as a valuable gift, and thinking outside the box.



What is one thing you have done in the past week to strengthen your critical thinking skills? What is one other way you could strengthen your critical thinking this week?

 

By Cathie Leimbach • September 29, 2026
Jason left his one-on-one feeling encouraged. His supervisor, Ellen, had listened as he described competing deadlines and his interest in becoming a team leader. They talked about the possibility of shifting some of his workload. Ellen also suggested that training might help him prepare for a leadership role. "Let's work on that," she said. Jason thought help was coming. Ellen thought Jason would bring her a plan. Two weeks later, the deadlines were closer. Nothing had been reassigned. Neither had looked into training. During their next one-on-one, Ellen asked how things were going. "I'm still waiting to hear which project you want me to focus on," Jason said. "I thought we agreed that you would work that out." "And the leadership training?" "Did you find a course?" Jason paused. "I thought you were going to recommend one." They had discussed the same topics. They had left with different expectations. Neither intended to let the other down. But they hadn't agreed on who would do what, or when. Turn a Good Conversation into Clear Next Steps Listening matters. So does what happens after you listen. Before you end your next one-on-one, take a few minutes to make sure you and your employee understand what comes next. Talk about priorities. If everything can't be done at once, agree on what comes first. Ask what might get in the way, and what support would help. Make room for professional growth, too. What does the employee want to learn? What responsibility would they like to prepare for? Identify a step you can each take to move that development forward. Then write down your agreements. Keep the notes simple: what needs to happen, who will do it, and by when. Include your own commitments. Putting It Into Practice Ellen and Jason tried again. "The client proposal comes first," Ellen said. "I'll talk with Marcus today about taking over the weekly report. By Friday, I'll let you know whether he can." "I'll find two leadership courses before our next meeting," Jason said. "Then we can talk about which one fits." Both Jason and Ellen knew what to do next. The following week, both reported their findings and they made decisions on how to move forward. Jason’s work became more aligned with Ellen’s departmental goals. Jason felt valued and appreciated. Their weekly one-to-ones became the backbone of their workplace success. Want to Make Your Workplace Conversations More Productive? Join us for the Workplace Conversations Clinic on October 19 . Bring a conversation you want to handle more effectively, and let's work on making the next steps clear. Register Here
By Cathie Leimbach • September 29, 2026
Sally appreciated that her supervisor made time for weekly one-on-ones. It made her feel valued. But after 18 months with Emerald Corp, something was missing. She rarely received feedback. Her supervisor didn’t tell her what she was doing especially well—or where she needed to improve. And although the company had promised continuing education when she was hired, no development opportunities had materialized. Sally loved learning. Several next-level positions interested her, but she knew she needed additional knowledge and skills. Meanwhile, two college classmates working in other departments had already been promoted. She was a fast learner. She was getting bored. And she was beginning to wonder whether she had a future at Emerald. So Sally started applying elsewhere. During Monday’s one-on-one, she asked her supervisor whether he would serve as a reference. He was stunned. “You’re doing well,” he said. “There are lots of opportunities for you here.” Sally asked whether he would support her applying for an internal position. “Well, you’re doing fairly well,” he replied, “but there are several things you could be doing better. You’d also need more experience or training before you’d be ready for the next level.” Sally was confused. “What should I be doing better?” Her supervisor mentioned a few areas for improvement. “Why haven’t you told me this before?” Sally asked. “No news is good news,” he replied. “You’re certainly not at risk of losing your job.” “But you’re telling me I’m not ready for a promotion. How am I supposed to improve if I don’t know what you expect?” Her supervisor assumed Sally would figure it out over time. Sally had assumed she was already meeting expectations. Both assumptions were costly. Within days, Sally had two interviews with other companies. One-on-Ones Should Help Employees Succeed Employees shouldn’t have to guess what high performance looks like. One-on-ones are an opportunity to make expectations clear and help employees become more successful. Talk about what they are doing well. Be specific about where improvement is needed. Ask about their challenges, interests, and future goals. Then provide the coaching, training, and support that can help them succeed. Don’t wait until an employee asks for a reference to talk about their future. Ask before you assume. Conversation is where leadership happens™ Want to Make Your Workplace Conversations More Productive? Join us for the Workplace Conversations Clinic on October 19 . Bring a conversation you want to handle more effectively, and let's work on making the next steps clear. Register HERE