Author, Investor, Speaker, Mentor
On my flight from Riyadh to Muscat, I watched the first part of Brian Chesky’s interview on The Diary of a CEO. Brian discusses how, as Airbnb grew and became more successful, and as he became wealthier and more famouse, he become less happy. As they discussed how chasing status, even when successful, only leads … Continue reading The Secrets of Happiness
I am probably one of the happiest people in the world, but even I feel melancholy every once in a while. While I’m lucky enough that these feelings are both rare and invariably transitory, I’m struck by the fact that I feel like I shouldn’t write about them. It’s not because I’m afraid that revealing … Continue reading The Melancholy of the Happy
Leo Widrich at Buffer recently wrote about how he has been reflecting on the dangers of ambition: “[Ambition] gets in the way of doing the great work of our lives, of living out what we’re already naturally gravitating towards. It also blinds my awareness especially of accepting things how they truly are—instead of making them … Continue reading Ambition vs. Meaningful Goals
One of the big dangers that entrepreneurs (and everyone else) face in Silicon Valley is the temptation to conflate money and self-worth. I was reminded of this by an entrepreneur that I’m coaching, who has been dealing with the whipsaw effect of fluctuating net worth and income. Making money and/or getting a big payday through … Continue reading The Dangerous Conflation of Money and Self-Worth
As a happily married man, I can confirm what the latest research indicates: The secret to a happy marriage is kindness and generosity. When I was a kid, I was mystified by altruism; I couldn’t understand why my parents would always let me have the best share. At the time, I just figured that they … Continue reading What Entrepreneurs and Leaders Can Learn From Happy Marriages
I have a lot of admiration for people who are willing to say unpopular things. Experience has taught me that popularity is only weakly correlated with correctness, and that a willingness to say unpopular things may often be the only way to say true things. Penelope Trunk is one of several friends who have made … Continue reading You Can’t Avoid Putting In The Time
My good friend and fellow writer Ben Casnocha asked the question recently, “Do You Want a Happy Career or a Meaningful One?” http://linkd.in/1kPS9RQ To Ben, there is a fundamental conflict between the two: “The things that make you happy (low stress, good health, sex) are not the same things that make your life seem meaningful … Continue reading You Don’t Have To Choose Between Meaning And Happiness
John Lilly at Greylock recently wrote an excellent post about how entrepreneurs often fall victim to survivorship bias. Because we tend to hear about positive outliers, we end up feeling inadequate: http://bit.ly/1bxzwcH “The companies and people we all compare ourselves to are the ones who won, and who are winning. The Googles of the world. … Continue reading Motivate yourself from within, not with comparisons
Entrepreneurs are frequently admonished to “stay hungry.” These words are almost like scripture, having been cited by Steve Jobs himself in his legendary 2005 Stanford commencement speech. Intuitively, these words seem to be true across a host of domains. Starving artists of all types feel the curse of the sophomore slump; going from hungry unknown … Continue reading Don’t Stay Hungry
When you’re a writer, one of the effects on your life is that you’re always processing the events around you on two levels: Your gut reactions, and your writer’s eye for the bigger story. For some writers, this metacognition brings misery. Think of all the tortured artists throughout history, whose sensitivity made the experience of … Continue reading Always Be Crafting