The New Unemployment

I live in a bubble. Most people I know are gainfully employed, or running a company they started. Statistically, most people my age (25) aren’t doing as well. Youth unemployment is about 13%. Further, most of the unemployed aren’t employable — nearly a million lack even a high school diploma, and another 1.8 million are out of work with only a diploma or its equivalent. Some would…

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8 Questions to Create an Interesting Conversation

I love questions that make conversations, life more interesting. After reading this article last week, I’ve been thinking a lot about questions I like that make for fascinating conversation. Here’s a short list: What do you believe is true that almost nobody agrees with? (The Peter Thiel question) What’s the last thing that made you laugh out loud? If you could call yourself five years…

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How to Build Confidence in 5 Minutes a Day

This summer I developed a morning routine. I’ve read several books about how great men and women worked, and a common thread in almost each individual’s story was a routine they followed each and every morning. Maya Angelou rented a hotel room where she’d start writing every morning at 6:30. Ben Franklin used to sit naked in his chamber for 30 minutes reading and writing,…

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We are all (almost) millionaires

Never before have expectations been so high about what human beings can achieve with their lifespan. We’re told, from many sources, that anyone can achieve anything. We’ve done away with the caste system. We are now in a system where anyone can rise to any position they please. And it’s a beautiful idea. Along with that is a kind of spirit of equality. We’re all…

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Fight Through the Suck

There’s something I’ve been noticing lately as I’ve started to try and develop several new habits. It’s not just me – I’ve had this conversation with several of my friends who’ve also felt or noticed the same thing. The phenomenon is this: when trying to improve at something, prepare to actively get worse while you try to get better. This can be maddening when you’re working hard at something,…

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On Becoming

You’ve decided you want to do something in this world. You’ve internalized the fact that you can do anything you want. How do you succeed? Let’s say your goal is to be a millionaire by age 30. What do you do? Focus on becoming the type of person that can become a millionaire at 30. Why? Because focusing on the process – rather than the outcome – increases your chances of…

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Want to do something? Do It.

There are certain moments in life I remember like they happened yesterday. The time on the digital clock (9:52) I stared at, eyes wide open, during my first kiss. My Dad giving me a pep talk before my first high school hockey game about how the worst that could happen was I give up 10 goals… and then getting scored on 10 times. My first…

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The Fallacy of the Well-Rounded Person

“I haven’t read your last 5 emails. Shorten your emails or stop emailing me these book-length updates.” The message flashed across my laptop screen at midnight. That’s not the response I wanted to get from one of my advisors – someone who’d been nothing but helpful as I stumbled through the process of trying to start a company in college. I’d sent him a six-paragraph…

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