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How To Dress When You Work From Home

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Work remote, and this conversation comes up all the time.

“You don’t even wear pants to work! Lucky!”

Some version of that.

Workers without an office are the pantsless winners in the occupational lottery, sleeping until 10 before enjoying a few hours of gleeful twirling in an office chair while wearing boxer shorts. At least that’s what the rest of the world seems to think.

In reality, remote work is a lot harder than that. In many ways it’s harder than working in the traditional office setting. It takes discipline, practice and the right kind of person to pull it off.

But unfortunately, many of us have succumbed to the stereotype. OK, maybe we’re wearing pants. But probably not the kind of pants you’d prefer to be seen in outside the house.

When you work in an office, you’re concerned about being presentable for the people around you. Even if the dress code is silicon valley casual, it’s nice if your t-shirt and hoodie aren’t stained. Or worse, smelly. It’s being polite to the people around you. Or as iconic designer Tom Ford put it: “Dressing well is a form of good manners.”

Working remote makes it easy to ignore this.

Dressing well isn’t just for other people. It makes you feel better. It helps your self esteem. It gives you confidence. It helps you feel — and thus, act — like the best version of yourself. Even if you work from home, the best version of yourself isn’t wearing dirty gym shorts and a smelly oversized sweatshirt.

The legendary writer Gay Talese works each day from a home office underneath his New York townhouse. Before going to work alone in his basement all day, Talese puts on a jacket and tie. Talese channels his Italian heritage and the phrase “La bella figura,” the beautiful figure, a reminder to put care into how one looks and composes themselves.

So maybe you’re not an 83-year-old magazine writer. Maybe you’re a 33-year-old designer. La bella figura can be a part of your life, too. You just have to find your own version of it.

It probably doesn’t include a jacket and tie. And that’s OK.

Here’s my rule of thumb on all this. I call it the waiting room rule. If there suddenly were an emergency and you had to spend the next 12 hours in a hospital waiting room (morbid, but stay with me), would you be embarrassed about what you’re wearing? If so, don’t wear it to your remote job.

You gotta find what works for you. Here’s a guide to get you started*

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How to convince your boss to hold fewer meetings [a step-by-step guide]


Try stealing money from your company’s bank account and you’re behind bars for a very long time. Steal thousands of dollars from the company in another way, and you’re a forward thinking go-getter.

We’re talking about time, and the countless hours wasted in frivolous meetings every day. Because time is what people exchange for money at work. And time is more precious than money. You can’t grow time. You can’t set some aside now and have more of it to spend later. You can’t use it foolishly and get a refund the next day. Time comes and goes, regardless of what you do with it.

That’s what makes frivolous meetings even more wasteful. Say you pull 10 people into a meeting that runs 90 minutes. Say the average hourly cost of each employee (after benefits, overhead, etc.) is $50 per hour. That’s a $750 meeting. Run that meeting once a week, and that’s a nearly $40,000 cost.

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How To Obsess Over Customers Like Jeff Bezos

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What external metric is your company most proud of? Facebook likes? SEO ranking?

For Amazon Founder and CEO Jeff Bezos, it just might be this: each year, the company is ranked at the top of its category and often top overall on a national index measuring customer satisfaction among America’s largest companies.

Sounds a little dry, a little technical. But it reflects Amazon’s mission in the strongest way possible.

Bezos is famously customer-focused. “Obsess over customers,” he has said. While some companies chose to obsess over competition (or default to obsessing over competition because it feels right) Bezos has consistently chose to push Amazon to obsess over the customer.

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The 10 Things You Learn After One Month Of Remote Work

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At iDoneThis, we’ve got our team spread all across the world. Germany, Italy, New York, Wisconsin. The company has been remote from Day 1 and we wouldn’t have it any other way. Working from a home office or coworking space gives us the freedom to work how we want and — for the most part — when we want.

As of writing this, I’ve had four weeks on the remote team. Here are 10 things I’ve learned in the first month.

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What Airbnb Can Teach You About The Lost Art Of The Rejection

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When Airbnb was getting started in 2008, the company’s founders met with seven top Silicon Valley investors. The founders were looking to raise $150,000 at a $1.5 million valuation.

“That means for $150,000 you could have bought 10% of Airbnb,” founder Brian Chesky wrote on Medium recently.

That 10 percent would be worth $2.5 billion today.

Instead, all 7 investors passed on the opportunity.

The rejections didn’t stop the founders. They kept at it, they found other investors and went on to build one of the most valuable startups in the world.

Chesky recently shared those 2008 rejection emails on Medium (he omitted names of people and firms). There are two valuable lessons we can learn from this material.

The first is the obvious one: don’t give up. Even the biggest and best operations faced rejection early on.

But behind this lesson is another opportunity, a window into the art of rejection, from some of the world’s greatest rejecters. And I mean rejectors in the best possible way. These are the top venture capital firms controlling billions in assets. Their job is as much about rejecting offers as it is accepting them.

In fact, they send a lot more rejection letters than acceptance letters. They meet with and reject some of the brightest, most talented people in the world. They are world-class rejectors. And these emails give us a chance to see how it’s done.

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How Micromanaging Poisons Productivity and Creates a Vicious Cycle of Despair

 

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Here’s the thing about bosses who micromanage. None of them think they’re actually doing it.

It’s easy to see how this happens. Managers, typically, were once experts at the work their subordinates are doing. That’s likely why they were promoted.

But this changes at the management level. Their jobs are more strategic, less hands on. Many managers aren’t up for the transition, so they sink back into what they’re familiar with — the gritty details of the work they used to do.

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How Great Managers Know When They’re Doing Their Job

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There’s a piece of conventional wisdom in business: People aren’t raw materials. You can’t manage people like they’re widgets on a conveyor belt. People are fluid, emotional, volatile, unpredictable beings that need to be treated as such. You can’t manage people like an assembly line, right?

Maybe not.

The problem with that type of thinking isn’t that people actually are static and predictable. The problem is thinking that a manufacturing process is static and predictable. On a production line, unexpected problems and changes happen all the time. Raw materials arrive flawed, blizzards slow down deliveries, equipment breaks down, orders slow down and inventory piles up, some obscure agricultural disease in another continent wipes out a crop used in a chemical essential to the production process.

Unpredictable, fluid, ever-changing. Kind of like humans, right?

Great managers of people realize this. Great managers of people, in fact, embrace this and approach their job seeking the same consistency and measurable results as a production line operator. They know that their job is measured in the output of the people and departments they’re managing.

It’s the kind of thinking that helped propel Intel into the company it is today, with more than $55 billion in annual sales. It’s a central theme to Andrew S. Grove’s classic 1983 management book “High Output Management.”

The output of the manager is the output of their organization, Grove writes.

“In principle, every hour of your day should be spent increasing the output or the value of the output of the people whom you’re responsible for.”

In other words, a manager is doing their job when their department — when their people — are producing results. A manager at a candy cane factory can measure their personal productivity by the amount and quality of candy canes sent out the door. A software company manager can measure their achievements by the software shipped from the engineers.

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How to Transition to Working From Home

 

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You’re more likely than your parents to work from home one day.

Or from a Starbucks, a shared working space, you get the idea. In fact, 4.2 million American workers joined the remote working movement from 1997-2012, according to the Census Bureau.

What this means is that many of us who started careers in a cubicle and necktie are switching over to the pajamas and home office.

It’s a big change. And it’s not easy.

Thankfully, the trail has been sufficiently blazed by workers who have been remote working for years, some for decades. Many of those brave pioneers have documented their experiences. So let’s explore some of the best advice from remote workers who have learned what works, and what to avoid.

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