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 June 2, 2026
Most leaders want stronger culture. Less silo thinking. Better accountability. More ownership. Healthier teamwork. Higher engagement. But culture rarely changes because of posters, slogans, or mission statements. It changes through thousands of conversations leaders have every week. That’s one reason Jim Brown’s book, The Imperfect CEO , stands out. Rather than focusing on leadership image, the book centers on the real work of building trust-centered organizations. Shari Seckler, CEO of PenFinancial Credit Union, wrote:  “This book shows why collaboration and culture aren't soft – they're the backbone of lasting success.” Marc Jeffreys, President of Revision University, described it this way: “Jim Brown’s framework helps leaders foster environments where trust grows, purpose strengthens, and teams move forward together.” In our Conversational Management work, we consistently see that culture is shaped by how leaders handle everyday moments: difficult feedback missed expectations recognition conflict coaching conversations accountability discussions collaborative decision-making Employees usually decide whether they trust leadership based on these interactions far more than company messaging. That’s why books like The Imperfect CEO matter. They remind leaders that organizational health is not built through perfection. It is built through clarity, humility, consistency, and meaningful conversations repeated over time. If you lead people, this book deserves your attention. Order your copy today.
By Cathie Leimbach May 26, 2026
Many leaders quietly carry the pressure that they are supposed to have every answer. Be decisive. Stay strong. Never show uncertainty. Keep pushing forward no matter what. The problem is that approach often creates distance inside organizations instead of trust. In The Imperfect CEO , which was released on May 19, Jim Brown challenges the idea that leadership effectiveness comes from appearing flawless. Instead, he makes the case that healthy organizations are built by leaders willing to lead with clarity, humility, accountability, and honesty. Larry Siff, CEO of Neptune Advisors and C-Level Community, shared this perspective: “In The Imperfect CEO , Jim Brown doesn’t shy away from the messy reality of being a real person in charge, yet he shows how that honesty becomes a source of organizational health.” Edna Lopez, former Senior Executive at Gateway and Amway, wrote: “In every organization I've led, one truth has been constant: culture determines whether strategy ever sees daylight. The Imperfect CEO gets to the heart of that reality.” That connection between leadership and culture is exactly why the ideas in this book matter. In Conversational Management, we often see organizations struggle , not because leaders lack intelligence or effort, but because communication patterns quietly create confusion, defensiveness, disengagement, or fear. The healthiest organizations usually are not led by leaders who are aiming for perfection. They are led by leaders who know perfection is elusive. They acknowledge their limitations and the benefits of team collaboration. They humbly create honest conversations, clear expectations, accountability, and trust — even when it feels uncomfortable.  The wait is over for a down-to-earth book that dares to reveal common leadership imperfections and provides support for enhancing leadership impact! The Imperfect CEO is now available!