Life

7 Questions to Ask When You’re Feeling Stuck

Do you ever feel stuck? I'm pretty sure we all do at some point. Feeling stuck is like feeling afraid: it happens to everyone, but not everyone gets past it. You win by getting unstuck, not by skipping the process entirely.

When you feel stuck, asking why is often helpful. But just asking "Why am I stuck?" doesn't always work, because feeling stuck can be more of a general sensation than a specific ailment.

So here are a few other questions that might help you figure things out. Ask them to yourself and see what your self has to say.

Work

Pandering Never Builds a Legacy

I’m as guilty as anyone else who says that to build a business, or a blog, it’s good to ask people what they want and then give it to them. It works!

But there’s another side to this thinking, and I heard the counterpoint presented beautifully last week by Paula Pant.

For years, she's published a popular blog about personal finance. But as she shared in a talk, after starting down the familiar path of "Hey everyone, what should I write for you?" she realized that maybe it was better to ask herself what she wanted to do.

Life

For All the Things You Can’t Control, Remember “This Too Shall Pass”

Just as there are some things that can’t be fixed, there are also some things you can’t control. This fact can be hard to accept for those of us who like to both fix and control things.

You might have a lot of influence, all the autonomy you could wish for, and independence for days—but when it comes to things you can’t control, none of that matters.

I was reading a thread on Quora recently and noticed a recurring theme in what people mentioned as being outside the realm of control.

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Et Cetera

SIDE HUSTLE: From Idea to Income in 27 Days (The Book Is Out!)

Hey everyone, the SIDE HUSTLE book is out!

Buy it now: Amazon | Barnes & Noble | iBooks| Your local bookstore

Support your local bookstore

Join me on my 100-city tour.

Life

Going Back to a Hard Place

Imagine revisiting a place you’d been long ago during a hard time in your life. Maybe that time was long, long ago, and the place far, far away. Or maybe it was last week, and the place is the coffee shop down the street.

Whatever the story, you walk in and experience an unpleasant flashback. You remember what happened when you received bad news, that thing that someone said, or whatever the hard time was about. But it’s not just about the memories. You can feel it. The anxiety tightens, and maybe you’re short of breath.

There's no doubt about it: that thing was hard! Not just a little hard, but hard in a life-changing way. Back then, during the time of the hard thing, you had no idea how you'd recover. You couldn't fathom ever being "okay" or normal again.

But maybe there’s also something good about this experience, the one that feels so unpleasant at first.

Life

Evening Rituals

I have one or two drinks with dinner, rarely any more.

Before bed I make a cup of herbal tea and take magnesium. Sometimes I have a square of dark chocolate.

I sit with my thoughts and my calendar. I look at my tasks. I do this in digital and analogue form. There is pen and paper and phone and MacBook Air.

I determine the priorities for the next day, with the knowledge that there can only be so many. There may be thirty things to do, but only two to three are truly critical.

In fact, it’s hard to do three. Often it’s just a maximum of two. Choosing more is a recipe for procrastination, if not outright failure.

Life

The Movie of Your Life, Part II

A while back I wrote about the idea of your life as a movie, with you as the director. When you go through your archives in post-production, you might stumble on a scene that feels particularly surreal.

In those times, you may want to ask yourself, “Why did I put this scene in my movie?"

With the benefit of perspective, I realize that some of the scenes in my movie are a little surreal. Looking back on those scenes, it's easy to wonder, “Did that really happen?”

Life

”If You Can Invest in Someone Else’s Company, You Can Invest in Yourself”

On an upcoming episode of Side Hustle School, I tell the story of someone who obtained a patent for a special kind of mittens for runners. Unlike a $100 Startup, getting a patent is not an easy or cheap process. It look several years and more than $5,000.

Still, she stuck with it because she believed in the idea and was convinced of its value. When she asked one friend where she was going to get the money, he said, “Do you own any stocks?” She said yes.

“If you can invest in someone else’s company,” he told her, "you can invest in yourself. Sell the stocks!”

Et Cetera

Final Round of WDS 2017 Tickets Goes on Sale Today

Link: Final Round of WDS 2017 Tickets

For seven years now, our volunteer team has produced a global adventure that takes place every year in Portland. This year will be our best year ever—and you should be there!

Life

“We Run Away from Desperation:” Thoughts on Pursuing a Creative Idea

I recently recorded a Side Hustle School episode about Michelle D’Avella, a designer who spent several years building a blog before turning it into a full-time income.

The first year she started her blog, she made $0. Last year, after experimenting with a series of virtual workshops and mentoring sessions, she made $50,000. The success isn’t just about making money, it’s also (maybe even more importantly) about finding work she believes in.

Her advice to others is to create from a place of joy.

"Don’t put so much pressure on figuring it all out, but make sure what you’re doing is something you can feel good about. When we create from joy, people feel it. When we create from lack, people feel it too. We run away from desperation."

Work

How Do You Know If Your Idea Is Worth Pursuing?

Creative people usually have no shortage of ideas of things they'd like to do. The greater challenge is: how do you know which ideas are worth pursuing, and which should be abandoned or just put on hold for now?

Here’s one way: consider the amount of time you spend thinking about the idea, even as you go on to other things.

I don’t just mean when you have an idea and you think about it a lot the same day. I mean when you have an idea, and you think about it for a while before putting it aside... and then it comes back to you the next day. Then a week goes by, and you realize you’ve thought about it almost every day.

Life

It’s Not My Birthday

Despite what Google or Wikipedia tells you, today (April 4th) is not my birthday. Last year on this day I got a flurry of messages from people all wishing me a joyous celebration.

“Thanks,” I’d reply, “but it’s not my birthday."

I finally developed a working theory of what happened. I’m not positive it’s true, but it’s something that feels comforting, so I’m going with it.

Life

“Everything Is Figoureoutable:” Notes from Paris to Doha

On a recent trip, I had to get back to Doha from Paris, a 5 1/2 hour flight. I was transferring via an initial connection from Zurich, and I booked the Zurich flight to arrive less than an hour before the Qatar Airways flight departed.

You might think that’s cutting it close, and it was. In the worst of times, Charles de Gaulle airport can be an absolute nightmare to navigate for transit. It’s not unreasonable to walk more than a kilometer between terminals, and some terminals are reachable only by an extended bus ride. Add long security lines (no PreCheck!) to that equation, and it’s not unreasonable to allow 2-3 hours for a connection.

Life

Even When You Aren’t Sure What to Say, Don’t Be Silent

I recently had the honor of introducing Emily McDowell and facilitating a Q&A session with her at Powell’s for her new book, There Is No Good Card for This.

You probably know Emily’s work even if you don’t know her yourself. She’s the creator, designer, and entrepreneur behind a line of greeting cards and related products, all with the goal of serving “the relationships we really have.”

Here are a few of her popular cards (order yours online or from one of 2,000 stores around the world):

Life

Afternoon Rituals

If I’ve done my job well and managed my time properly, most of the crunch time work has happened in the morning. I work every morning, afternoon, and most evenings, but in different ways.

The afternoon is a slower form of work. I have at least 40 minutes for lunch, which I usually read with the New Yorker or Economist or (when in my hometown) the Willamette Week. Afterwards, if the weather’s nice, I might walk for a while. I run an errand or two. Eventually, I end up at a coffee shop, or I pick up a pastry and head home.

The 2pm-4pm work period is nice and easy. I might have deadlines but I usually avoid calls or interviews. I plan ahead and do some editing, a bit of writing, maybe some business work. But it’s thoughtful. I’ve already read all the news in the morning, but I might read more analysis or an article on Longreads with my coffee.