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Speaking To Your Boss Today Can Get You A Great Promotion Tomorrow

by Levi Steinberg
March 16, 2026
in Career
Speaking To Your Boss Today Can Get You A Great Promotion Tomorrow

Everyone wants to find the right kind of career in their life. Part of finding that career is being able to get promotions and craft a pathway that works for you. if you’ve been in second gear for too long, it might be time to bring up the subject of a promotion with your boss. These kinds of negotiations can be delicate and nerve wracking. However, when properly timed, they can also pay off with a nice promotion and the career you really want. Properly prepared means knowing what you want, making up a list of what you’ve done for the company and having the courage to speak out.

Get a meeting

Now is the time to think about the kind of meeting you want and why you want it. Many bosses are there as you work. You might see your boss as you start the day and then have periodic contact with them as you continue to work. Your boss also might have a separate office where you can speak in a private and quiet setting away from the rest of your coworkers. If possible, devote a block to having a meeting with that person on a specific date.

Proper preparation

Proper preparation is a crucial part of this strategy. You’ll want to have a look at what you’ve done in the past for the company. You’ll also want to show off what you can get done as you look to the future. It’s all possible as long you’re in the right place. Come up with a detailed list that you can show to your boss as you meet with them. A short slide show can make it easy for the boss to see your accomplishments. Adding details is one way to make a great case for the promotion and raise you have in mind.

Practice roleplaying

Now is also the time to prepare for this meeting before you show up. Ask a close friend to play the role of your boss. Turn this into a real meeting where you present your case to them. Set aside that time to get all it all in place before you begin. A friend can serve as your sounding board before the actual meeting. They can have a look at how you’re coming across as you speak. This is a good way for you to have valuable feedback about what it is going to look like when you head in the door.

Following up

The follow up is just as crucial as the work you do in the office. Your boss may not be ready to make a commitment to you right now. You can be there to give them a little reminder of your request. A brief follow up email can outline the points you made in the meeting. Keep it short and to the point. If possible, just mention this at the end of a meeting or the end of the day. You can make the point you want then.

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