I know you’re thinking that the workplace is dead between Thanksgiving and Christmas, but actually, December is a great time for careers. Here are five reasons why:

1. Job hunting is great in December.
January is the biggest month for hiring, but December is the second-best month for a job hunt. This is because people have budget allocated for jobs on a yearly basis. And if they don’t fill those jobs, they lose the position in the new budget. So all those hard-to-fill positions have to get filled no matter what this month. Also, people have money they did not spend in other areas that they can put toward a new hire. But they don’t know if they have that money until the end of the year. This all makes for a hiring frenzy in December, and since most candidates don’t realize this, the candidate pool is not as full in December either. Read more

I get an incredible amount of email from people with Asperger Syndrome. It’s all really similar. Here’s a sample:

“I’m 45 and a lawyer and I have Asperger’s. I don’t know what is appropriate, and not appropriate some of the time, such as talking too much about very personal info, or saying something that offends someone.

“I’ve gone through many friends in life. Most can’t deal with me, I’ve never been married, relationships get complicated, but luckily I’ve had a few who hung on regardless of my flaws.

“How do you feel and deal with the fallout when you say things that cause more problems than you would have had if you just kept your mouth shut? I want to take the attitude that if I say something inappropriate and it’s held against me, screw ’em, I’m not going to worry about it, life is short.

“Do you think there a way of saying inappropriate, blunt things into an asset even though others don’t approve of your behavior?”

I respond to everyone. I don’t even know why I’m writing this in a post—that I respond to all my emails. Because it just means I’ll get more. But I think, even though I know it’s terrible time management to respond to all emails, I must like it because look: I launched the Mailbag section. The emails are probably human contact that I need. Read more

This post is sponsored by the American Cancer Society.

Take a look at Steve Martin’s business card. I love it because it brings to light the lack of meaning we often feel during the daily routine of work life.

When I was new to the workforce, I saw two ends of a spectrum. On one end, risking one’s life to save dying children, and on the other end, hedge-fund banking to make millions.

If you see the work world that way, then you feel compelled to choose between making good money or doing good deeds. But at this point, I don’t think the world breaks down like that. I think all jobs are meaningful. Read more

My homeschool blog is mentioned in the New York Times. It’s a small mention, but it’s a big deal for me, because lately I’ve been obsessed with how people learn, and what makes a successful adult. It’s appropriate that the Times would link the day I wrote about what my day is like trying to homeschool and work full-time. It’s a colossal mess, really. But it’s a work in progress.

When things got really bad — me trying to do everything, and me having marriage trouble — Melissa said, “You need a vacation.” So the boys and Melissa and I went to Hermosa Beach. We stayed at a hotel called The Beach House. It’s right on the ocean, and it’s in front of volleyball courts I used to play on when I was on the pro circuit and too poor to stay in hotels as nice as this one.

I thought the best part of the vacation would be the hotel. It’s dreamy – with a perfect balcony and a fireplace, and soft thick towels that I never had to wash.

But it turned out that the best part was watching the kids learn. The hotel was the facilitator.

The first thing the kids did was line up their Pokemon everywhere so the place felt like home.

Read more

Last week I announced that I’m doing a week-long series on how to blog.

Then I received an onslaught of emails reminding me of how I have always said that it’s stupid to try to earn money blogging. Here’s the post where I outline the rationale for this. But the bottom line is that making money from blogging based on getting tons of traffic is a terrible goal because so few people can do it.

So most advice about blogging is stupid, because making money from ads on your blog is a lost cause. But you know what you can do really well with a blog? Create a stable, engaging, career – that is not blogging – that accommodates your personal life. Because a blog is a career tool, like a resume. It’s the magic pill for your career.

Here’s a photo of what I did last week. I went to galleries, in New York City, with my kids.

Read more

I’m doing a series of webinars about how to blog.

I will teach you how to set goals for blogging and meet them, continuously. I’ll also show you how to develop an approach to blogging that will get you noticed by people you care about very quickly. The bootcamp takes place November 14-18. You can sign up here.

Here’s more about what we’ll cover:

1. Use blogging to jumpstart your career and your earnings.
Blogging will transform your work life. Here are things you can do with a blog:

  • Double your earning potential
  • Switch careers with flair
  • Win a more flexible work schedule
  • Create a reliable revenue stream
  • Build a large, useful network very quickly

Blogging is something you should do to meet a specific goal. I’ll show you how you can meet almost any goal with a smart approach to blogging. Read more

Melissa and I had a fight yesterday. We have this fight once or twice a month. Someone who neither of us knows well will ask Melissa something about me just out of an odd curiosity about my life. Something stupid, like, What’s Penelope doing for Thanksgiving?

It’s stupid, yes, but I think it’s even more stupid that Melissa answers. So I tell her don’t talk to anyone about me. I don’t want her to be a source of Penelope information. I just want her to be a friend.

You will notice this is very hypocritical of me. But I don’t care. I make the rule anyway: No talking about me. Ever.

Then she thinks everything is an exception. Like, telling her co-worker what it’s like sitting across from me while I make up dialogue that she is not saying.

So I say, “I’m not talking to you anymore. You’re a terrible friend.”

She says, “I am not a terrible friend. I have really good intentions.”

“Okay. You’re a retarded friend. You don’t understand boundaries.”

“I’m trying. And you see everything black and white and it’s not.” Read more

Sometimes people ask me how I get ideas for blog posts. Really, the question is how do I find enough time to let everyone know about everything that bugs me?

For example, here are photos I’ve been holding onto for a while. It’s a series of the dumbest engagement photos ever. But wait. Before you click I’m going to tell you that they are actually someone’s real engagement photos. And if you thought it was too mean to call out David Dellifield for being an asshole to me, then you are probably not going to like that I’m linking to real-life photos to dis them. So if you feel high and mighty, don’t click.

Really, though, I encourage you to click. Because first of all, these people liked their photos enough to let their photographer put them on her blog. But also, these photos are part of a trend where people do completely stupid, out-of-the-ordinary things for their engagement photos, so they feel that they will have a special, extraordinary life.

But newsflash to all you newlyweds spending too much money on engagement photos: You will not have even an ordinary life. But you will wish you did. You will dream of an easy family life, and easy marriage, and a dog that is housetrained even when you’re gone the whole day. You will not get that. No one does. And everyone wants it.

So the engagement photo trend is terrible. Horrible. And the corollary to that trend is the tablescape trend. Read more

Brazen Careerist is my third startup. People ask me all the time why I gave up my position as CEO. If you knew what startup life was really like, you would ask me why I was CEO for as long as I was.

When I started building the brand of Brazen Careerist around the year 2000, I talked about ideas like job hopping as a way to build a solid career, and I warned that generation Y’s entry into the workforce would be a total shock to employers. I was labeled a heretic and a moron.

But pretty quickly, people started thinking I was right. And I started making $15,000 a speech to discuss these ideas.

The intoxication of being on a trend, and knowing how to monetize it and being excited about being right, that’s what makes someone do a startup. So I picked up two partners, I launched Brazen Careerist, and quickly, Mashable called us the number-one social networking site for Gen Y. We were on a roll.

We raised money. We launched products, we pivoted 20 times. We were due to raise more money right after the markets crashed. So of course we couldn’t raise money. And of course I did what all startup founders do when they run out of money: I had a shit fit. And then I had a nervous breakdown.

But the thing is, in a startup, everything moves at warp speed, even a nervous breakdown. So I recovered fast, convinced investors to put in more money. And we kept going. Read more

This is probably what you think self-employed looks like:

I’m at an amusement park with my kids, in the middle of the week, and I’m on a conference call while I watch my son try to get on a ride.

Being self-employed looks so nice at an amusement park. The self-employed are always free to go on a vacation. They pick up their friends at the airport in the middle of the day, they show up for poker night because they can stay out late, and they can plan their wedding without having to pretend they are working.

Close up, though, most self-employed people are completely stressed about money.

That money part is what I hate about being self-employed. Anyone who says they don’t love a steady paycheck is lying. A paycheck is so nice. It’s reliable like a friend, it makes you safe, it gives you a way to organize your life.

Here’s how I deal with the worrying: Read more

© 2023 Penelope Trunk