I'm deciding if I should take a sleeping pill.

I know tons of people who take them. I never understood the need, to be honest. I remember when I was in a mental ward. My group therapy was a bunch of eating disorder girls (which I was part of, but a little old for) and a bunch of grown-ups who were depressed and maybe receiving electroshock therapy. (Does this still happen? I don't know.)

Anyway, the girls' biggest problem was that they hated their family and wanted to live in the mental ward instead. (I definitely fell into that camp.) The adults' problem was that they could not sleep.

At first, I thought, “If this is your biggest problem, do you need to be in a mental ward?”

And this is why I loved the mental ward, by the way. You learn so much about life from people who are unable to live it. Read more

It’s amazing that people admit to being perfectionists. To me, it’s a disorder, not unlike obsessive-compulsive disorder. And like obsessive-compulsive disorder, perfectionism messes you up. It also messes up the people around you, because perfectionists lose perspective as they get more and more mired in details.

We can never achieve perfection — any of us. Yet so many people keep trying to reach this elusive goal and they drive themselves crazy in the process. So cut it out. Accept that it’s okay to do a mediocre job on a certain percentage of your work. If you need convincing, consider this: Perfectionism is a risk factor for depression. No kidding. Sydney Blatt, psychologist at Yale University, finds that perfectionists are more likely to kill themselves than regular, mediocre-performing people.

Here are three steps to take to avoid the perfectionism trap: Read more

For those of you who missed it, Karen Owen, a student at Duke University, sent a summary of her sex life to some friends, via email. The content is not safe for work, but it looks safe because it’s in PowerPoint. She has bullet points, charts, and graphs. How can you not admire a woman who can graph her sex life?

Owen’s sex life is a workplace issue. For one thing, it was the third most searched topic on Google yesterday, which means a large percentage of people were reading her slideshow while at work. But more importantly, Owen’s slides capture the shift in women’s empowerment, which is happening at the workplace and having the ripple effect of empowering women in sex. Owen’s slides make me excited about the new generation of women and how much they take their own power for granted. I’m excited to see what they will do with it.

Here are some things to think about when you read her slides:

1. She used PowerPoint in a revolutionary way.
Is there a more male tool than PowerPoint? First of all, the software is lecture-y and unconversational, which is typical for men at work. Second of all, it's been the tool of choice for the notoriously boys club career: venture capitalists and the people who pitch to them. That Owen used this male tool to talk about what men are really like in bed turns our workplace preconceptions on their head. Read more

This was originally posted on TechCrunch. My company, Brazen Careerist, is moving from Madison, WI, to Washington, DC, where our new CEO lives. Running the company has been absolute hell. Not that I didn’t know it would be hell. It’s my third startup. Read more

One of the hardest things about being unemployed is worrying that you will not end up in a good job. People want to be picky, but that’s a mistake. You should take any job. It really doesn’t matter. You’re better off taking any job and then start trading up.

Here’s why: Read more

Here’s an idea for what women should do if they’re unemployed: Have a baby. Your first reaction is probably that this is a throwback to the 1950s. But it’s not. This is the most up-to-date career advice you’re going to get for dealing with a down-in-the-dumps job market.

Here’s why a stint of unemployment is a great time to have a baby: Read more

It is harder to know who you are than it is to be who you are. Everyone says, “The important thing is to be yourself!” I say that when I give them career advice. People like you better when you are being authentic. Gay people do better in their careers when they are out of the closet. Women do better at work if they are feminine at work instead of trying to be like the guys.

But there is very little advice on HOW to be yourself.

1. Don't be boring.

On the way to our board meeting today, it was me, and Ryan Paugh, and Ryan Healy, in a car, running late. Ryan Healy told me not to write about him on the blog anymore, but I think only because I used to write about him like he was my little brother or something. At this point, Ryan Healy is COO of the company, so I think I can write about him because really, how can I undermine him when I'm agreeing to report to him?

So I'm riding in the car with Ryan and Ryan and I finished my needlepoint and I didn't have anything left to occupy my hands during the board meeting. I know that as a board member, and the majority shareholder in the company, I'm supposed to be enthralled at these meetings, but honestly I find them largely very slow and repetitive. (I know I am not the only one who feels this way because another board member went to the bathroom and when he came back and found out that we waited for him, he was disappointed.)

Anyway, I was in the car with them and I was panicking that I didn't have anything to do in the board meeting except listen to the board meeting. Then I said, “I think I'll pop a Xanax.”

And no one said anything. Ryan and Ryan are largely bored with my antics. Read more

I am going to be a better person at self-promotion because I don't brag enough. Ryan Paugh, who was basically my intern when I met him, and now he’s almost my boss and definitely my social-skills mentor, tells me that I am popular because I’m interesting but that I suck at self-promotion. (He uses, as an example, the day I promoted an event on my blog a few hours after it actually happened.)

I do not tell Ryan to shut up because he has taught me a ton about myself since the day I started working with him. And in fact, he makes me feel qualified to tell you how you can fire up your career by paying close attention to the people with the least work experience.

1. Recognize interns are gatekeepers to the good stuff.

When it was time to promote my second book, I went to Keith Ferrazzi, author of one of my favorite career advice books. I needed a quotation from Keith that said something like, “I am The Great Keith Ferazzi and I can tell you for sure that your career will be crap and you will die drowning in the blood of a rabid coyote if you do not buy Penelope Trunk's book.”

Just so you don't get confused, I'm going to start calling my first book my first book and my second book my second book. At this point, I have written enough about oral sex and family atrocities that you will not be shocked to hear that my first book is really a memoir that my publisher – out of the University of Colorado — decided was too disturbing to be sold as a memoir, so it was published as a novel. Read more

Hi there. You are probably here because you read the article about me having Asperger’s syndrome. I have never seen the Mail on Sunday, but it must be a big publication because thousands of readers are coming to the blog from London today.

(For readers who did not see the article, I like it. Here’s a link. And, sidenote, the author, Louette Harding, was so good at interviewing – so patient and so insightful and I wish I could talk with her every day. But maybe that’s just because we talked about me and this is just evidence that I am really hard to be friends with.)

If you are here for the first time, here are some shortcuts to posts I’ve written about having Asperger’s syndrome:

Why I need a sick day to register my car

Five ways to be less annoying

5 Ways to make telecommuting better

Why I’m difficult at meetings

How I deal with sensory integration dysfunction

Really, though, almost all of this blog is about having Asperger’s syndrome because most of my writing is me trying to figure out the rules for succeeding in the workplace. I know that people say I have an odd take on the rules, but I think I’m usually right, I’m just more literal and more blunt than most people.

Here are some examples: Read more

You don’t need to be a basketball fan to know that LeBron James has been deciding if he should stay with his current team, the Cleveland Cavaliers, or move to another, more winning team. ESPN set aside an hour-long special episode for James to announce that he’s going to the Miami Heat.

James is extremely talented and has been called the next Michael Jordan. He is a free agent this year which is the genesis of the hoop-la surrounding his decision, and he has been madly courted by multiple teams.

Many sportswriters have said that the widespread obsession with James’ decision is totally over the top. The New York Times called the ESPN segment an ego-a-thon, which it may well be. But there’s more to our fascination with the decision than just our natural tendency to be drawn to celebrities. James encapsulates the issues each of us faces when we decide if we should relocate.

It’s friends and family vs. opportunity. James grew up in Akron, OH without a father. His basketball coaches played father figure roles to him. The Cavaliers picked him up when he was only 18, and he’s been there for the last seven years. This is his home, his support system, and his roots. Read more