Ideas

Ideas for ambitious people asking inconvenient questions.

I spent years learning how to succeed. I’m more interested these days in what happens after you’ve gotten good at it.

These are some of the ideas I keep returning to in my writing, speaking, and forthcoming memoir, Insecure Overachiever: the psychology of achievement, the strange relationship between self-doubt and ambition, burnout, career identity, intuition, and the difficult work of figuring out what you actually want.

Think of this as a small library of recurring themes rather than a feed. For essays and newer pieces, head to Writing.

  1. Hero Syndrome

    Why some high achievers don’t fear being inadequate—they fear no longer being exceptional.

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  2. Successful, but Unfulfilled

    What happens when the life you’ve worked very hard to build starts feeling strangely disconnected from the person living it.

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  3. Burnout & Meaning

    Why burnout isn’t always about working too much. Sometimes it’s about no longer knowing why you’re working so hard.

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  4. Achievement & Self-Worth

    How success can slowly become less about what we accomplish and more about what accomplishment seems to prove about us.

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  5. Career Reinvention

    The emotional difficulty of changing course when the current course is objectively going well.

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  6. How to Know What You Want

    Why high achievers can become exceptionally good at pursuing goals without ever learning how to identify which goals are actually theirs.

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A letter, occasionally

How do you feed a soul, anyway?