Soft Skills, Communication, Professionalism, Talking to Your Boss
WORKPLACE SUCCESS / 14 December 2016
How to Talk to Your Boss With Confidence
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Rocquia Bashey

Being the new person at a job you just got hired for is scary. Imagine you are an intern who has just started at a big advertising agency. What if the head of your department is so intimidating that you want to look away every time you see her walking down the hall.  Many young adults, just like you, fear management at their corporate job. The secret that everyone forgets is that they are actually there to help you! There is nothing wrong with being nervous to talk to your boss, but ignoring a relationship with them all together could result in a less productive work environment overall.

Do you want to reach your full potential within a position? We all know the answer is YES! You have amazing ideas; if you are too afraid to do something worth getting attention for, you are hurting both yourself and your boss! Just like an interview, talking to your boss is often brief, and you will be conscious of the things you are saying. Even worse, unlike the interview process, for the most part, these interactions will be during completely random times, such as an elevator ride

Okay, I know I have scared you, but there is light at the end of the tunnel! You can prepare yourself for these interactions and make sure they are positive and beneficial to you. You should have a selection of topics that you feel comfortable talking to your boss about. 

To stay professional you will want to bring up the following topics:


Some topics to stay away from are:


Be respectful of your boss’s professional life until after you have learned more about their attitudes towards work culture. Some bosses will share information about their families, past experiences, and opinions, whereas other bosses will remain more professional. Just because your boss isn’t braiding your hair in the break room, does not mean they don’t like you. Learn to read your boss and embrace their personality. The first step to getting to know your boss is finding the right approach to make the relationship grow at a favorable pace for both parties.

 Many times, people think that they have to talk “work” with their boss, but this is more than likely not a good idea unless you are talking to your boss in an organized meeting and they are aware of what you are going to bring up to them. If your boss brings up the local football team, don’t jump down their throat by changing the subject to your next elevator pitch! You will have your chance to tell your boss all of your amazing ideas soon enough, when they know you better and trust your insights. Avoid mistakes like these by reading more about these 3 mistakes not to make when talking to your boss.

Talking to your boss does not make you cocky! Many young people in the workforce mistake creating a relationship with upper management with being too confident (that’s not true!). People who seek out the attention and relationships their bosses have to offer generate more opportunities overall. Your boss has endless insight to the industry that you are trying to pursue. What better mentor than your own supervisor who is already required to look over and evaluate your work? Your boss has the ability to take you under their wing and show you the ropes, but they will only do this if they actually like you and believe in your potential! 

Finding ways to get your boss to take a greater liking to you can be challenging (but not impossible!), especially if you are working for a large company or organization. If you are consistent with positive attitudes and behaviors in the workplace, then your boss will likely notice you. We aren’t saying that your boss will notice you overnight but if you keep up positive and consistent attitudes, you will see results. Below are a few things that you can do to raise your boss’s attention and direct them to your efforts and professionalism

Here are some starter tips:


At the end of a long day at work, all you have are the things you have successfully done during the day, and the relationships you have fostered. Your boss can be the key to your success in your current job, and in the industry as a vital connection for your success. Talking to your boss may be scary but as long as you remain professional and appropriate while still showing your personality, you will benefit greatly. Use the guidelines on conversation that you have learned and remember to use your actions to align yourself correctly within the workplace to create a good relationship with your boss. 

Now listen up, use what you have learned from this post to create a valuable and long lasting relationship with your boss. ProSky wants you to remember not to be afraid to connect with upper management. We would love to provide you with more tips on career building for young professionals.