Monitoring Employee Progress

Cathie Leimbach • February 27, 2024

Once you have shared expectations with a team member, it is important that you monitor their progress, compare their work with your expectations, and provide appropriate feedback.


Depending on the individual’s development level and the nature of the task, the frequency and method of monitoring progress varies. During the initial stages of learning a task monitoring may take place every 5 minutes or hourly and move to daily.  A highly skilled person may be asked to provide their manager with weekly or monthly progress reports.


Before comparing an employee’s results or progress-to-date with your expectations, it is important to review the written description of your expectations. We often don’t tell others or put in writing exactly what we were thinking when we assigned the task. If the individual’s progress is not in line with the written expectations you provided, then providing guidance for them to make changes is appropriate. However, if the work they are doing is in line with written expectations but not in line with what you really wanted, it is important that you acknowledge having left out key elements of your written expectations and revise them promptly.


The third part of monitoring employee progress is to communicate successes and areas for improvement. Provide specific positive feedback on parts of the task your team member is doing well. Communicate areas for improvement in a calm manner. Discuss how they can improve their work towards meeting your expectations.



Your role as a leader is to support employees for success. This requires that you monitor their progress, compare progress to stated expectations, and provide both positive feedback and corrective action that helps them become high performers. 

By Cathie Leimbach May 19, 2026
Many organizations assume their biggest challenges are rapidly changing technology, customer retention, and employee initiative. But quite often, the root cause is people leadership problems. That’s one reason The Imperfect CEO by Jim Brown is so timely. Releasing today, May 19, the book explores how leaders build healthier organizations not by pretending to have all the answers, but by creating cultures grounded in trust, clarity, accountability, and meaningful conversations. Brian Besanceney, Chair, Board of Orlando Health, Inc., described the book this way: “Through vivid stories, real-world examples, and a model grounded in collaborative culture, Jim Brown gives leaders permission to wrestle honestly with the generational divides, misaligned targets, and cultural fractures that can too often sabotage high-potential organizations.” Greg Apple, CEO of Amgine.ai, connected the book to leadership beyond business alone: “In a fast-moving company, culture is everything. Jim Brown’s principles have helped our team lead with greater clarity and alignment. The Imperfect CEO distills those lessons brilliantly. Every leader should read it.” What stands out to me is how closely this book aligns with the principles behind Conversational Management. Healthy cultures are rarely built through policies alone. They are built through the quality of everyday leadership conversations — how expectations are clarified, how accountability is handled, how feedback is delivered, and how trust is strengthened over time. That’s why leadership development cannot stay theoretical. Culture changes conversation by conversation. The Imperfect CEO is an easy-to-read business fable that illustrates common people leadership challenges and provides suggestions for overcoming them. Order your copy today and start building healthier leadership conversations inside your organization. 
By Cathie Leimbach May 12, 2026
Chick-fil-A restaurants often receive far more job applications than they have openings. This is not luck. It is leadership. People apply where they believe they will be treated well. At Chick-fil-A, employees experience respectful communication, clear expectations, and leaders who support their success. That reputation spreads quickly through word of mouth. Leaders in these restaurants do simple things well. They ask questions before they assume. They listen to employees. They provide encouragement and clear direction. They notice good work and address problems in a helpful way. As a result, employees feel valued. They enjoy coming to work. They tell others. That is what attracts more applicants. Many organizations focus only on hiring. Strong organizations focus on how people are treated after they are hired. When leaders create a workplace where people feel respected, supported, and clear on what success looks like, something powerful happens: People stay. People perform. And more people want to join. This is what leadership really is. Would you like to see several leadership and culture practices Chick-fil-A uses to attract and keep quality employees? Click here to view: How Chick-fil-A Attracts Quality Applicants