Same Conversation, Different Expectations: Why One-on-Ones Need a Clear Close

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 
By Cathie Leimbach • September 15, 2026
Tom walked into his one-on-one feeling relieved. For a week, he had been struggling with two critical assignments. His supervisor had delegated them without much context, and Tom wasn’t clear about the desired results or how to get started. Surely, he thought, we can sort this out today. Fifteen minutes later, Tom walked back to his desk just as confused. His supervisor had done nearly all the talking—reviewing priorities, sharing updates, and reminding Tom that the two assignments were important. But he never asked the question Tom needed to hear: “What do you need from me to be successful?” When One-on-Ones Become One-Way Conversations This happens more often than we might think. Leaders enter one-on-ones with a list of things they need to communicate. They talk through the list, ask if there are any questions, and move on to the next meeting. But a one-on-one should do more than transfer information. Its purpose is to help the employee succeed. That requires conversation—and conversation requires listening. Ask what the employee wants to discuss. Listen for what is getting in the way. Do they need clearer expectations? More training? Better resources? Help making a decision? Encouragement that they are headed in the right direction? Then determine together what each of you will do next. Try This in Your Next One-on-One Instead of starting with your agenda, begin with one simple question: “What would be most helpful for us to talk about today?” Then listen. You may discover that the most valuable thing you contribute to the meeting isn’t what you say. It’s what you learn. Conversation is Where Leadership Happens™ If this has you thinking about the conversations you have with your team, join me at the Workplace Conversation Clinic on September 21 . Bring a question about your one-on-ones or a conversation you’re finding difficult, and let’s work through it together. RESERVE YOUR SPOT HERE