A Step-by-Step Guide to Prepare for a Sensitive Conversation with Your Manager.
- Aleena Mentor

- Feb 19, 2025
- 3 min read
As a Human Resources professional, I am often asked for advice on how to approach a manager about a sensitive issue. Employees want to know how to frame the conversation, what to say, and how to ensure it is productive. To help, I have created a step-by-step guide to prepare for these discussions so you can leave the meeting feeling confident that your concerns were heard and addressed.
Define Your Goal
Before the conversation, be clear about what you want to achieve. Most likely, you are looking to:
Address a specific issue (e.g., unfair workload distribution).
Find a solution that creates a more balanced approach moving forward.
Gather Supporting Materials
Prepare relevant documentation to strengthen your case, such as:
Data, records, or other relevant documents.
Specific examples that illustrate how the issue has affected you (e.g., increased stress, decreased performance, or difficulty managing essential responsibilities).
Structure Your Conversation
A well-structured conversation increases the chances of a productive outcome. Here is a framework you can follow:
Start positively: Express appreciation for your role and how much you enjoy being part of the team.
Bring up the issue: Clearly explain the situation and how it has impacted you.
Share supporting materials: Present any documentation that supports your case.
Express your feelings and concerns: Explain how the issue is affecting you personally and professionally.
Propose solutions: Always come to the meeting with at least one suggested solution. If you have not found a viable solution, explain the efforts you have made and ask for guidance.
Listen to your manager: Be open to their perspective and any suggestions they may have.
Reiterate your commitment: Express your willingness to collaborate on finding a resolution that benefits everyone.
Anticipate Questions
Think about potential responses from your manager and prepare for different scenarios. This will help you stay confident and composed during the discussion.
Practice the Conversation
Rehearse what you plan to say a few times until you feel comfortable. Going over your key points aloud can help you refine your message and improve your delivery.
Maintain professionalism
Stay calm and focus on finding a solution rather than expressing frustration.
Be open to feedback and your manager's perspective.
Document the conversation and follow up
Why? This keeps everyone accountable!
After the meeting:
Send a follow-up email thanking your manager for their time.
Summarize key points discussed and any agreed-upon actions.
Keep records to track progress.
Here is an example of how you might approach the conversation:
"Thank you for taking the time to meet with me. I wanted to discuss something that has been on my mind recently. First, I want to say how much I enjoy being part of this team and appreciate your support and the opportunities to contribute to our projects.
Over the last few months, I have noticed that I have been taking on additional responsibilities when Jane has been on paid time off. While I am happy to help the team, balancing both my workload and hers has been challenging. I have tracked the extra tasks I have been handling, and I would like to share them with you.
Here is a summary of the additional work I have taken on. [Present documentation.] I understand that everyone needs time off, but I have reached a point where I need help. My workload has become overwhelming, and I am concerned about maintaining the quality of my work.
One idea I had was to rotate some of these responsibilities among the team, or we could consider temporary support when someone is out for an extended period. I would love to hear your thoughts on this.
I am committed to supporting the team and want to ensure we all perform at our best. I appreciate any guidance you can offer on how we can manage this situation moving forward."
It is not just about what you say, but how you say it.
Difficult conversations are just that - difficult. But avoiding them keeps you stuck.
If you stay silent, you unintentionally signal that everything is fine. As a result - nothing changes.
While difficult conversations are uncomfortable, they are necessary to bring issues to light and create positive change.
If you need guidance on your current workplace situation, I am here to help!
📅 Schedule a call with me by visiting the "Work With Me" page.
✍ DM me if you have any questions!
