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The Three Worst Types Of Bosses And How To Handle Them

People don’t often have the opportunity to know their supervisor and his/her habits before they accept a position, and it’s probably a good thing. The first thing to keep in mind is that nobody is perfect, and that includes bosses. The second thing to keep in mind is that most supervisors are made supervisors for a reason (in a hypothetically good and healthy work environment, that is.) They are usually good at their job, know the ins and outs of the industry, and have a reputation of excellence. However, that doesn’t always mean your boss is easy to work for or even an especially good human. In fact, they may be super obnoxious and difficult. Just because someone is a pro at crunching numbers doesn’t mean they are kind or even fair. Unfortunately, in a competitive workforce, chances are you are going to have some good bosses, some mediocre bosses, and some horrible bosses. We are going to talk about the horrible ones…and what you can do about them.

The Three Worst Types Of Bosses And How To Handle Them

  • The Micromanager
  • The sexist/racist/discriminatory type
  • The completely Inept

Ah, The Micro-manager. Ever get the feeling you’re being…watched? Someone’s timing your bathroom breaks or casually slipping in that they noticed you left five minutes early yesterday (even though you came in thirty minutes early today). Meet the Micro-manager. This person sends you emails every thirty minutes to see what you have accomplished  (which would be a heck of a lot more if they would quite emailing you.) The Micro-manager may not be evil, however. They might be a very anxious person, and they also may be being micro-managed. How to handle this situation? Head him/her off at the pass. Make a detailed itinerary of your day and send it to the Micro-manager with a friendly “hey! Just thought I’d keep you in the loop”. After a while, your boss will see that things are truly getting done without them looking over your shoulder, and maybe you can go to the bathroom in peace.

There’s no getting around this one – the discriminatory boss who tells sexist or racist jokes but them slaps you on the back and says “Oh, I was just kidding! Can’t you take a joke?” while the whole office stares is THE WORST. Unfortunately, while this behavior is illegal, in many companies, everybody lets it slide. So, your first step should be to immediately start documenting it – who was there, what was said/done, the date and time. The next thing you should do is confront your boss, in private. Tell them that the things they are saying and doing make you feel uncomfortable, and ask them to stop. Maybe they will apologize profusely and it will all be behind you. If they don’t, you now have more ammo to take to Human Resources. If Human Resources doesn’t help you, you can always go the legal route, but chances are, your life will be made unbearable in the meantime, or you will be fired for a bogus reason. Your best route, unfortunately, is to brush up on your resume and start looking for a new job. This is one situation you will never change.

You may have a boss that is completely inept. These people generally mean no harm, but they are gifted their position because they are someone’s niece or something of that nature, not because they are great at what they do and understand the complexities of the business. The best route to go with this type of boss is to learn everything you can from someone else in your office (there’s always someone that’s really good at the job.) Include them in your discussions, but don’t count on them for any guidance.

Hot Key West Business Opportunities

101600 Overseas Highway $20,000,000

101600 Overseas Highway KEY LARGO, Florida

3 Beds 3 Baths 3,717 SqFt

6440 Maloney Avenue $10,995,000

6440 Maloney Avenue Stock Island, Florida

9,418 SqFt

139 Seaside Avenue $10,500,000

139 Seaside Avenue KEY LARGO, Florida

5 Beds 7 Baths 6,740 SqFt

1622 Overseas Highway $9,900,000

1622 Overseas Highway MARATHON, Florida

3,400 SqFt

12685 Overseas Highway $8,500,000

12685 Overseas Highway MARATHON, Florida

5,607 SqFt

517 Duval& 518 Bahama Street $7,500,000

517 Duval& 518 Bahama Street KEY WEST, Florida

3 Baths 8,687 SqFt

$5,250,000

Key Largo, Florida

2 Baths 4,680 SqFt

96180 Overseas Highway $4,900,000

96180 Overseas Highway KEY LARGO, Florida

3 Beds 3 Baths 1,445 SqFt 0.960 Acres

919 - 921 Duval Street $3,750,000

919 - 921 Duval Street KEY WEST, Florida

9 Beds 6 Baths 4,173 SqFt

99020 Overseas Highway $3,495,000

99020 Overseas Highway KEY LARGO, Florida

2 Baths 3,500 SqFt

99304 Overseas Highway $3,400,000

99304 Overseas Highway KEY LARGO, Florida

7,651 SqFt

101350 Overseas Highway $3,250,000

101350 Overseas Highway KEY LARGO, Florida

2 Baths 6,674 SqFt

1100 Indies Drive S $2,775,000

1100 Indies Drive S Duck, Florida

4 Beds 4 Baths 3,402 SqFt 0.290 Acres

100150 Overseas Highway $2,400,000

100150 Overseas Highway KEY LARGO, Florida

2,436 SqFt

29 Shoreland Drive $1,999,999

29 Shoreland Drive KEY LARGO, Florida

4 Beds 4 Baths 3,042 SqFt

Are You Looking for Commercial Property in the Florida Keys?

Use our site to search commercial real estate in Key West and all of the Florida Keys. Unlike the “big name” sites out there, our site is directly connected to our local MLS and is updated with new properties every HOUR. By creating a Property Manager account you can stay on top of the newest businesses that go up on the market and get Price Change alerts so you can stay ahead of other buyers and beat them to the best deals!

In the meantime, check out these 1-click searches:

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Newest Key West Commercial Properties on the Market

Now available is a majority interest in the Courthouse Business Center. Offered are 3 of the 37 individual units. These popular one-room offices were built new in 2001. Located in Old Town Key West at the entrance of Truman Annex at the corner of Thomas and Southard Streets. Offices are on both 1st floor and 2nd floors, building provides shared kitchenettes, restrooms, and a shared parking lot. Size of the units range from 123sq.ft. - 171sq.ft., total 445 sq.ft. All three units are on long term leases until 2027 with the state of Florida. $383,725 Active

302 Southard Street 3 Units for Sale KEY WEST, Florida

4 Baths

First time on the market in 38 years. This attractive multi-family apartment building is in a very desirable Old Town location on Grinnell Street between Olivia Street and Truman Avenue. The property has seven non-transient rental licenses and is currently configured as six units composed of two studio apartments, three one-bedroom units and a two-bedroom unit. All units have exterior entrances, share an on-site washer and dryer and separately metered for electricity. The building is located in the X zone and is in good condition with CBS construction and a metal roof. This property would make excellent employee or staff housing. Rental income and annual expenses are available. Advance notice is required for all showing. $1,995,000 Active

909 Grinnell Street KEY WEST, Florida

7 Beds 6 Baths 2,790 SqFt

Office suite for lease at 1010 Kennedy Drive #302. Enjoy a freshly painted personal office suite offering a professional work environment with elevator access to 3rd floor and shared bathroom. Each office suite is private and quiet. Rent includes internet, electric and water, association dues, building maintenance, insurance and access to board room for meetings or group zoom calls and training. Unit 302-2 is approximately 160sqf and offered furnished or unfurnished with receptionist to greet clients, receive mail and packages. Base rent is $1100 plus sales tax. $975 Active

1010 Kennedy Drive 302-2 KEY WEST, Florida

1 Baths

Office suite for lease at 1010 Kennedy Drive #302.  Enjoy a freshly painted personal office suite offering a professional work environment with elevator access to 3rd floor and shared bathroom. Each office suite is private and quiet. Rent includes internet, electric and water, association dues, building maintenance,  insurance and access to board room for meetings or group zoom calls and training. Unit 302-1 is approximately 215sqf and offered furnished or unfurnished with receptionist to greet clients, receive mail and packages.  Base rent is $1100 plus sales tax. $1,100 Active

1010 Kennedy Drive 302-1 KEY WEST, Florida

1 Baths


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Posted in: Business Solutions, Coworking Tagged: bad bosses, life in the office, The Three Worst Types of Bosses And How To Handle Them

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