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The More You Improve, The Harder It Gets

I always love a good quest. While flying Southwest Airlines recently (it’s a long story) I happened to pick up the in-flight magazine and read about a guy who’s trying to become a professional golfer.

DanPlan3 The whole article is interesting but isn’t the easiest to read in online format. The short version is that Dan, an ordinary guy from my hometown of Portland, Oregon, is trying to become a professional golfer despite never having much of an aptitude for playing golf before.

Dan pursues the quest partly because he wants to see if it's possible. Does talent come about entirely through "putting in the hours"? Here's a real-life case study to find out.

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Warning Signs That Your Life Lacks a Consistent Vision


You don’t know what to do at the start of the day.

Someone else or some other external events determine how you schedule and spend your time. Sure, you eventually jump into something, but your priorities are not your own.

You are pre-occupied with tactics and short-term opportunities.

Instead of seeing the long-term goal, you see only 2-3 steps ahead. You are a tactician instead of a strategist, in other words.

You are disillusioned with the things that used to bring you joy.

What once made you happy is no longer sufficient. You do the same things you used to, but without the same feelings of anticipation and enjoyment.

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“What Have I Missed in My Life?” Notes on The Novels Mrs. Bridge and Mr. Bridge

"I think the message in the book is that we all have flaws we can’t resolve." -Amazon reviewer

I recently read Mrs. Bridge, a lesser-known novel from 1959 in which nothing really happens. A boring and largely unsympathetic character ambles though normal life events, rarely seeing her equally boring husband. Their three children have normal childhood problems, and eventually grow up.

Sounds thrilling, right? But underneath the surface, there’s a lot more going on. The novel is essentially about discontent and regret, or about encountering the panic and quiet desperation of an ordinary life.

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The Game Is Rigged, So Learn to Play the Game

You probably learned in kindergarten that life isn’t fair. You can’t always get what you want—and sometimes you might not even get what you need.

When something doesn’t work the way we want it to, we tend to dismiss the process as unfair, flawed, or even fraudulent. “That’s a scam,” you hear about any number of things.

Getting into college, for example, is unfair and flawed. Sure, you can study hard, join the service club, but “the game is rigged” in favor of people who invest in standardized test prep.

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The Best Time Management Strategy: Don’t Find the Time, Find the Why

3325745244_76c62bf2f6_zOver the past few months, I've been interviewing people for my upcoming book on dream jobs. Many of the people I’ve talked to are really busy—they've found or created their dream job, but they also tend to do a lot of other stuff as well. Some of them have side businesses or run ultramarathons on the weekends. Some of them have active family lives. Some of them do all those things... and more. I don't always ask the same questions of interviewees, but one tends to come up pretty often: "How do you find the time?"

I liked this answer I heard yesterday:

"It's less about how do I find time and more about why do I find time. You'll always find time for things that have a strong enough why."

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Lessons in Non-Conformity from Sesame Street

A reader sent me this fun video from a long-ago sketch on Sesame Street.

I love the turning point right at the halfway mark: Dan would do everything that Stan did, until one day he decides to make a change.

“Hi, I’m Dan. I decided I’m not going to do everything that Stan does anymore."

Isn’t this exactly how it works in life? You go along with the crowd, playing follow the leader and keeping your head down. The status quo is maintained—until it isn't.

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How Much Is Your Time Worth? This Free Tool Will Show You

How Much Is Your Time Worth? This Free Tool Will Show You Deciding how you value your time can help you make decisions. But how do you really know what your time is worth?

It’s partly a hypothetical question, because you don’t always get to choose how much money you'll make or how much free time you'll have.

And it’s partly a practical question, because sometimes you do get to choose. Life is all about making choices, some of which are exclusive and limit us from other opportunities.

A free tool guides you to your own answer of "How much is your time worth" in both hypothetical and practical scenarios.

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How to Change When Change Is Hard: Lessons from a Timid Mouse

496852946_4c9e3f6824_zI was coming back from a run up and down Mount Tabor in Southeast Portland. I know the route well. It’s about a 5-6 mile loop from my house, depending on which path I take. More often than not, when I’m home for a while I run it at least once a week.

As I neared my neighborhood toward the end of the run, I noticed a cat in a driveway. Being a cat person, I often say hi to felines when I see them out and about on my run. Cats being cats, sometimes they follow me for blocks, intent on being my friend for life, and other times they can’t be bothered to acknowledge my presence.

This cat, I noticed, was different. He was sitting on his hind legs in the driveway, staring intently at something. Maybe it’s because he was so intent on the object of his fascination, or maybe I was just tired toward the end of the run—but for whatever reason I decided to slow down and walk over to the driveway.

“Hey, what’s going on?” I said to the cat. (Yeah, I talk to cats the same way I talk to people. If you’ve ever had a cat, you understand.)

The cat gave no response. He was fully immersed in something, and as I got closer, I could see what it was. There was a mouse! A tiny one, shivering in an isolated section of grass near the driveway—and just a paw’s swipe away from the cat.

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You Don’t Have to Win at Everything


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I had coffee with an aspiring entrepreneur who was struggling with priorities.

“I worry I’m doing everything wrong!” he said.

Everywhere he went, people gave him free advice. They told him about email marketing ... and webinars ... and the latest new social network ... and all the things he had to do to keep up.

"I'm not sure I'll be able to do all these things," he continued. "I can hardly keep up with the list!"

Well, that’s the thing. First of all, it’s very hard to fully "keep up" these day. There’s always a new network to learn, a new tool to master. There’s always one more thing that can be done.

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Waking Up at Night with Big Ideas


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Long ago, right before I started this blog and began the full-time quest to "go everywhere," I went through a six-month period of thinking about it. When I say I was thinking about it, I mean it occupied my mental world approximately 80% of the time. I was still working and going to grad school during the day, but my attention lay elsewhere.

Then, at night, I'd go to bed with a notebook on my nightstand. I kept it there because almost every night, I'd wake up feeling excited. I'd have another idea or something new to add to the outline.

I loved this story of Benny Hsu making $100,000 from his t-shirt designs—a huge entrepreneurial success on his own, no doubt. But I also related to how the project took over his life and became all he thought about.

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Going to the Movies by Yourself

I’m a big fan of doing things alone. I eat in restaurants alone, I go to faraway places for my birthday alone, and I generally work alone more often than not.

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That’s why I’m naturally predisposed to like new research that shows that when you’re by yourself, you shouldn’t just stay at home and avoid activities that you might normally only do with someone else.

"People decide to not do things all the time just because they're alone," said Rebecca Ratner, a professor of marketing at the Robert H. Smith School of Business, who has spent almost half a decade studying why people are so reluctant to have fun on their own and how it may lead to, well, less fun overall. "But the thing is, they would probably be happier going out and doing something.”

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The Self-Addressed Envelope We Send to Ourselves

"Every day is like a self addressed envelope we post to ourself. Be careful what you post in it.”
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I went through a phase as a kid when I collected autographs from baseball players. It was a pretty short phase—I don’t care much for baseball now—but for a few moths, I spent all my allowance on baseball cards, then consulted a book that listed the addresses of retired players. I’d send off a card to five or ten of them a week, including a note asking for an autograph, along with a self-addressed stamped envelope, then wait to see what happened.

As I recall, the results were pretty good. It took a while, but on average about half of the players returned my envelope with an accompanying autograph. It was fun to get mail, and the response motivated me to send out more batches of requests so I could await the returns in future weeks.

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A Better Approach to “Never Check Email in the Morning”


226823992_0eb2580004_z You’ve heard the conventional wisdom: never check email in the morning.

That sounds great, unless your job involves communicating with people, or if you happen to care about what people have to say to you. In either of those cases, you very well might want (or need!) to see what's happened overnight just as you sit down to work.

It's also true, though, that it's easy to get sucked into replies and never end up creating or building or just working on something that requires long-term focus, all because you can't get your nose out of the inbox.

Years ago I found a better way that I still use most days of the week. Here's how it works.

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“Knowledge Is Not Understanding” — The Case of the Backwards Bicycle

I loved this video from Smarter Every Day, where host Destin Sandlin learns to ride a bicycle that has been custom welded to reverse the handlebars.

It sounds easy—all you have to do is think left when you normally think right, and vice versa. Can’t be too hard, right? But it is hard... very hard.

After he learns to ride the reverse bicycle, he then has another big problem: how to switch back to an ordinary bicycle. It turns out that's really tough, too.

Lesson: “Once you have a rigid way of thinking in your head, sometimes you cannot change it, even if you want to."

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Hate Paying Taxes? It Could Be a Lot Worse: You Might Not Have to Pay Them

I do wish it were simpler. I was surprised last year to learn that I agreed with Donald Rumsfeld on something.

Part of it is my own fault: I keep starting new businesses and entities. I have a tax return for my career as an author, another for my entrepreneurial work, another for WDS, another for the WDS Foundation (a separate organization), and now another for Pioneer Nation. Who knows what else I’ll have next year!

Why can’t Amazon or Zappos or Apple figure this out for the federal government? Imagine the possibilities.

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