What to Wear when working from Home

  • Great call. Please send me your strategy document asap. Lovely undies by the way. Pink is absolutely your color!

OMG! My career is over.

I’m a complete laughing stock in the online community! I can see them sending dirty FB messages about me right now. He’s gonna tell everybody and they’re gonna think I flashed my buns on purpose.

Why am I always late? How could I screw this up?

Why why why?

Please God, give me a time machine! I need to go back 20 minutes!

  • Hello. Are you there?
  • Yes.  Hello, lovely to meet you. Sorry, but the Skype camera doesn’t seem to be working. Just a minute. I’ll try and fix it.

I run to the bathroom. Now, where is that purple top from Ted Baker? Squished at the bottom of the laundry basket of course. The top only has a tiny stain way down at the bottom. Good! That won’t show on camera. On second thought a spritz of “Clean – Fresh Laundry” couldn’t hurt. That’ll do.

Back to the laptop. Untangle headphone spaghetti. Click the camera button. Smile!

  • Hello there. I finally got the camera working. Great to see you!

And there he is:

The intimidatingly successful Mr. Mentor. Complete with a tan and crooked smile.

(Ok, I’ll admit it. He’s hot.)

I can’t believe I finally got on a coaching call with him. Now, where are my notes?

20 mind-blowing minutes of strategy, monetization and preeminence (what the hell is that?) later the doorbell rings.

I’ll just ignore it. Nobody comes by without calling first these days.

More ringing.

Maybe it’s the kid. Maybe he got bullied on the way to school. Maybe there IS no school today. Maybe I’m a selfish career-obsessed mother who shouldn’t be allowed to reproduce.

  • Could you please excuse me for a second?

I get up, knock my chair down, and sprint to the door.

It’s the delivery guy with that gorgeous top I ordered. The one I was supposed to wear today to look like a sexy, successful businesswoman – maybe a masterful younger version of Oprah or perhaps an (only ever so slightly) older version of Blake Lively. The top is gorgeous alright but it’s also 30 minutes too late!

What can I say? I knew it would be perfect from the moment I laid eyes on it but didn’t realize it fit me right down to my motto “Better to arrive late than to arrive ugly.”

Back at my laptop the Skype connection is down, but there is a message in the chatbox:


  • Great call. Please send me your strategy document asap. Lovely undies by the way. Pink is absolutely your color!


Ooh. The thrill of working from home:

Is working from your home office, aka the kitchen table, really as wonderful as you imagined?

9 AM:

In your dreams:

You’re looking relaxed, gorgeous, and happy in your beautiful designer pajamas having an anti-aging green smoothie for breakfast as you check how many thousands you made online while you slept.

Back to reality:

The mix of toothpaste and coffee stains on your bulky sweatshirt has created a psychedelic pattern that perfectly matches the inside of your head when you found out that your website has been hacked. You’re gonna be a mom who’s stuck at home with no career. Eeek!

12 AM:

In your sweetest dreams:

You swish into the trendy café for your lunch meeting in a gorgeous dress that makes you look 10 pounds lighter. Heads are turning: “Who is this successful woman who’s so confident doing business?”

Back to reality:

You tear your hair out because as usual, you’ve got nothing to wear. You’ve completely lost track of trends when working from home and end up looking bland, mousy, and fat in a nondescript sweater your grandmother could have worn.

6 PM:

In your wildest dreams:

Your chef/babysitter cooks up a delicious but healthy meal while you kill time in the bubble bath checking emails from your fans. Oooh, how they love you!

Your handsome husband is of course back in time to escort you to a glamorous networking event where you wow your clients in your new killer dress and make lots of sales.

Back to reality:

You’re the worst mother in the world serving frozen pizza yet again. The kids scream because it’s pepperoni and not ham. There’s no time to fix your hair. Again you have nothing to wear and you end up in a frumpy corporate suit from before you had kids. Oh, and your make-up is smeared from sweating like a pig trying on everything in your closet.

So much for business confidence!

OMG. This has to change! You can’t go on like this for another second.

Please let me help!

While some solopreneurs have built a career around staying home in sweats and say that what they wear has no impact on their productivity, you might not be performing like the professional business babe you truly are if you’re stuck in fuzzy slippers all day.

“But isn’t it shallow to think that focusing on how I look is going to change my business or make me happier?”

No, it’s not shallow and doesn’t turn you into a Jersey Shore Contestant. If you understand the power of dressing well, especially as a lady boss who’s running the show from home, you’re actually smart. Not to mention have your shit together. And I’ll show you how to do it without too much time and effort in just a bit.

But let me tell you, it’s not just you. It’s been scientifically proven. Studies show that what you wear does indeed affect the way you act: from people dressed in lab coats performing better at math tests to those wearing a nurse’s uniform showing more compassion.

We’ve all been there: feeling on top of the world because of your shiny new sneakers or feeling like a loser because you overslept and ended up wearing whatever was lying in the pile on the floor.

I’m fascinated by the research that reveals that what women really want from clothes is not necessarily looking more sexy and attractive, but actually feeling more confident.

So if you’re scared to put out a blog post or email your business idol then dress up! Seeing your own gorgeous reflection in the mirror will give you the confidence to stick your neck out and get it done.

What are the goals you want to achieve with your work from home outfits?

In my 20 years of experience I have noticed it comes down to women always wanting 2 things:


Comfort and confidence.


Yes, girls just wanna have comfort!

Comfort makes you focused and productive so you get that amazing feeling of achievement when you reach your goal for the day.

Confidence is that power that lets you reach out and get new clients. Isn’t that what you want?

The absence of tight belts and painful high heels will definitely boost your productivity. (Just as they say the absence of a tie gives men some much-needed oxygen to their brain.)

Outfit 1: Chic Comfort

  • Trendy top such as a blouse, shirt, dressy figure-flattering sweater or luxurious T-shirt.
  • Tights or jeans that are in pristine shape.
  • For going outside add: Fitted jacket, nice leather shoes, and a cool bag.
  • Accessories: Scarf or necklace, earrings.

If you’re unsure if your outfit strikes the right balance between chic and casual, just think to yourself:

Would you wear it to an informal coffee shop meeting with an important person?
This smart casual look can be difficult to nail because there aren’t any fixed rules.

The key lies in balancing classic business wear such as blazers, pumps, and leather bags with casual clothes such as T-shirts and tights.

If you make these guidelines your getting dressed mantra you’ll do great

  • Nothing torn, worn, or damaged (check out your shoes.)
  • Don’t look too corporate in a full business suit (wear your suit pieces separately.)
  • Avoid anything overly young, sexy or suitable for a music video (unless that’s what your brand is about.)

And yes I know:  lots of stylish people are wearing torn jeans and crop tops which I absolutely love too – on the weekend.


Outfit 2: Effortlessly Hot

  • Comfy dress in jersey or light fabric.
  • Tights if the weather’s cold.

Nothing is easier than putting on a jersey dress that needs no accompanying garments and no ironing.

Yet, you still look feminine and appear to have made an effort even if it took you 10 seconds less than pulling on some saggy sweat pants and your husband’s old T-shirt.

Add cardigans, scarves, and tights if it’s cold and dress it up by adding jewelry if it’s warm.

Now you have an outfit that’s cute and professional, but still comfortable.

For going outside you add a fitted jacket, nice leather shoes, and a cool bag – exactly like you would for the first outfit.


Reference: Dr. Karen. J. Pine. Mind What You Wear


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