Career Testing
Career Testing
Career Testing
WORKPLACE / SEP. 08, 2014
version 4, draft 4

How to Deal with an Old Fashioned Boss

In the workplace, boss personalities and management styles can run the gamut of modern easy going types who have an anything-goes attitude to stricter old fashioned tyrants who have no technology comprehension at all. 

Depending on which type of boss you have, going to work each day could be pleasant or painful. If you are stuck working for an old fashioned boss, it might be time to figure out how to deal with his everyday nuances in order to make it a better experience for both of you. After all, it is possible to find harmony with just about any type of boss as long as you understand his little nuances and learn to accept them with a cheerful attitude. 

Here, we will discuss some of the best ways to handle an old fashioned boss in today’s high-paced, technology-driven world.

#1 Be a Real Team Player

It is understandable that working for an old fashioned boss can be very frustrating, especially when you are so tech savvy. This can become a major problem. One thing you must do is be a team player. Never talk back to your boss or make fun of how stuck in the past he or she is.

Speaking out against a boss in front of them or talking behind their back will get you nowhere fast. This is an excellent way to kill your career. Instead, go along with what he or she is recommending, but try to make subtle hints at things that need to be changed. You could even ask for a closed-door meeting between you and your boss to discuss what can be done differently. Remember, find ways to make things run more smoothly and efficiently. This will make an old fashioned boss happy. 

#2 Communicate How the Boss Communicates

An excellent way to handle an old fashioned boss is to communicate the same way he or she does in and out of the office. If your boss likes to make phone calls or meet in-person, do not hesitate to do the same when you need to speak with him or her. If your boss prefers to avoid email, make sure you do not send too many emails. The more you bring your line of communication to the same page, the more successful you will be at your job.

#3 Follow Instructions from Your Boss

An old fashioned boss might tend to look over your shoulder, micromanage and always be on the lookout for mistakes. If your boss likes to hand out orders and micromanage, play to his or her likes instead of causing a problem in the office. You do not want to make a scene or yell at your boss for hovering over your shoulder. In private, take your boss aside and ask if you are doing something wrong or if you could do anything better. Take his words of criticism with a grain of salt, do your best to improve, and ask for feedback often. Treat your boss with respect and admiration - saying "Thanks" whenever possible. 

#4 Take the Initiative and Often

Another good way to deal with an old fashioned boss is to take initiative when in the office. This means having a proactive method of completing tasks and handling matters. By taking initiative you prevent your boss from micromanaging and show him or her that you are a dedicated employee. You can make this happen by starting early and staying late a couple of days per week. Make sure that you are not trying to show-up your boss by doing this though. If a difficult task comes along, ask for guidance early on so that your old fashioned boss can share some expertise and a story or two. 

By following the above tips, you will soon be on your way to a better more positive relationship with your old fashioned boss. Give respect in order to get respect. Over time and practice, your supervisor will come around and see that you are a worker worthy of greater things and responsibility. 


Image Credit: © 2014 Full Rights Author Purchased Image/imtmphoto -

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