Freelance Writers: Do You Have a Bad Boss?

In: Freelance Writing

12 Jun 2009

I’ve had some crappy bosses in my day. There was the megalomaniacal business owner who literally screamed and ranted if the slightest thing went wrong. This guy employed his wife for no other reason I could see than so he could berate her about their personal life all day long. And then there was the boss who killed morale by gossiping about each and every person in the company. Her excuse? “I’m the head of PR. I have to know what’s going on!” (Ha! Nice try, though.)

Those were some pretty terrible bosses, but at least those bosses weren’t like the worst boss of all. The Mother Boss, we’ll call her. She worked me into the ground, didn’t give me any vacation time, and sometimes wouldn’t even let me stop working for breaks. She criticized all my work and generally just made my working life a living hell.

You’ve probably guessed it already. The Mother Boss was me.

Yes, I wasn’t a very good boss to myself for a long time. I kept an eagle eye on the bottom line of the balance sheet and pushed my only employee to maintain that line at all costs, without any thought to her creative fulfillment, happiness or health. I was Glenn Close (oops!) Meryl Streep in The Devil Wears Prada only without all the fuzzy life lessons about the color cerulean.

It took me a long time (this year, in fact) to realize that if this Mother Boss was a separate person I would have written her an unprintable email of resignation a long time ago.

So how did realize that I was a bad boss to myself?

1.) I looked around. Other freelancers and small business people were working just as hard as I was, it’s true, but they were also talking about things like work-life balance and spending time with their families.

2.) I burned out. This probably isn’t the best way to learn a lesson, but sometimes people just need tough love. I was tired, drained and not feeling like I was making any headway in my business. I knew something had to give.

3.) I started charging more. This satisfied the balance sheet hawk in me and I actually found myself getting more jobs that I enjoy. Apparently many clients really do believe in “you get what you pay for” and don’t want a freelancer who does not value her services. Thankfully, my old clients stayed with me, too.

4.) I reevaluated. This is the most important step of all. I realized (again, from networking with other freelancers and business owners) that I’m not in this entirely for the money. I’m also in it for the sense of purpose and freedom that owning a business brings. The Mother Boss, on the other hand, was only concerned with the balance sheet.

Sometimes I tend to fall back into my Mother Boss ways, especially in times of extreme feast or famine. When I do, I try to take a break and turn the Mother Boss off for awhile. What am I doing all this for anyway if it isn’t so that I can have lunch with my husband or spend 15 minutes in the morning dangling the cat’s mousy toy in front of her nose? It’s a mighty struggle, but hopefully I will soon have banished my very last bad boss.

How about you guys? How do you handle yourself when you are being a wayward employee? And I’d love to hear any boss horror stories. I had another who, while very nice, actually thought he had to train employees on how to turn on and turn off a light switch. Who can top that, huh?

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7 Responses to Freelance Writers: Do You Have a Bad Boss?

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Yolander Prinzel

June 12th, 2009 at 9:13 am

I’ve had one truly awful, terrible, evil boss. He would have ideas while in the bathroom and come running out with his pants unzipped, run into my office, stand beside me and zip up his pants while telling me his idea. He moved out of his multi-million dollar home into a condo and wanted to give me some antiques but first wanted to visit my home to see how I lived. He told me I was gaining weight and needed to start working out with his trainer–which he would gladly pay for. He said he hated my hair and that I looked like I ran through a wind tunnel so I should go to his salon and let his hair stylist do whatever he felt was best, again, at his expense. He once gave me a bonus check and told me he hated my car and I was to buy a new car with the check. There is so much more, but I want to save it for my book :) When I finally left because I realized money wasn’t that important to me, he hired my replacement and when she started gaining weight, he wouldn’t let her eat at work unless her food was approved by him. He would inspect her lunches from home and take out things that he thought were too fattening.

Oh and, Meryl Streep is going to sue you.

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Jenn Escalona

June 12th, 2009 at 9:30 am

What a control freak! It really sounds like he had some ISSUES. He wanted to visit your home to see how you lived? That’s… too much. I’m a firm believer that a control freak should never be put in a position of leadership. They don’t delegate and it leads to things like, well, THAT.

My “light switch training” boss had the same mindset. There was also an incident where he told me I typed too fast and should slow it down. Craziness.

Eh, Meryl Streep is a big fan of The Life and Times of a Freelance Writer and I’m sure she won’t hold one little slip against me. (I’m just making it worse, aren’t I? Kidding, Meryl! Call me!)

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J. Anderson

June 12th, 2009 at 11:20 am

I was “headhunted” directly out of school by a woman who was a friend of the family. It sounded fantastic: bio-technical writing that I could accomplish from working at home. In reality, however, this woman changed my job description a thousand times, started changing the hours she was requiring me to work, and eventually had me commuting upwards of two hours in rush hour traffic toward Boston every morning (not quite what I signed up for). Incidentally, she also loathed lateness, something that comes goes hand-in-hand with long, unpredictable commutes.

She berated me daily, frequently stopped to check up on me without actually telling me what I was supposed to be doing (and then seemed annoyed when I would ask for any kind of clarification), and played musical cubicles with me until I was finally sitting (Milton-style) in a dust-bunny encrusted desk in the Document Control room. She hired me knowing exactly what my current level of experience was, and yet when she decided I couldn’t move through Adobe InDesign as quickly as she wanted, she demanded I sign up for courses to “get better”–all at my expense, of course.

When my contract “ended” (and after she detailed exactly why I was a terrible worker and immature), it wasn’t a moment too soon. It was an incredibly damaging experience, and I still marvel daily that the people I work for now acknowledge what a fantastic job I do, give me vacation time and bonuses, and tell me how hard-working I am.

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Jenn Escalona

June 12th, 2009 at 11:30 am

Damn, J, that is crrrazy. I don’t know how you were able to up with that for so long. I admire your fortitude! I hope that everything you learned there led to your current good job so at least you got a little something out of that bosses “mentorship” aside from a two hour commute and a dust allergy. Cripes.

You are very right that a bad boss can be a damaging experience. At both places I detailed in my post, morale was sinking through the floorboads and business was floundering. There’s something to be said for a positive work environment.

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Bumbles

June 14th, 2009 at 12:59 am

I’ve had the same boss for over 15 years and we are like an old married couple. I love him dearly. Other issues are driving me towards the freelance world – I only hope I will be as awesome a boss as he has been to me.

I especially like that he understands when I am late each morning because I had to play with the kittens and their cute noses each morning. I confuse Glenn Close & Merryl Streep too – are we related?

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Jenn Escalona

June 14th, 2009 at 9:42 am

See? Now that is a nice boss! Perhaps, if you do decide to full time freelance, you can write up a little business plan including a description of the type of boss you would like to be. (I don’t know why I never thought of something like that until just now. I think you make me creative!)

We have to be related. There’s no other explanation. ;)

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