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8 Tips for Tough Conversations with Employees

John Boitnott
4 min readOct 20, 2022

Whether you’re in the thick of it or on the sidelines, almost everyone has experienced work drama. Managing appropriate boundaries and balancing the social dynamics of the office can be challenging. Fortunately, you can manage difficult employee conversations with a little planning and preparation.

Preparing for tough conversations helps you avoid making serious missteps, regardless of how the other person reacts. Here are eight tips that will get you ready for that tough conversation with an employee.

1. Prepare mentally and emotionally for the conversation

First and foremost, determine exactly what you want to say. Make sure you’re confident about your desired outcomes for the conversation before anyone starts talking. You can also mentally remind yourself of the boundaries of a professional relationship to help you resist the temptation of taking anything personally and maintain an appropriate environment.

Think about why you’re saying what you want to say and seriously put yourself in the other’s shoes for a moment. It’s up to you to not only lead the conversation but set a tone for it as well.

2. Make a list of the points you want to cover

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John Boitnott
John Boitnott

Written by John Boitnott

Writer: Inc.com, Entrepreneur.com ~ Advisor: http://t.co/7sYwBxg4W9 ~ Fantasy/Sci-Fi Nerd ~ Futurist ~ Tweets are my own.

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