Which brings me to my next point: the incentive should always be meeting in real life. Matching, exchanging numbers, texting is great, but the end goal of the app should push the meet. It’s strange that apps haven’t done this.

Be more explicit than you think you need to be. You are always clearer in your own mind vs others’ experience of listening to you. This is why every leader feels like they have to repeat themselves, and I’ve come to believe there’s no way around this. You should treat it as a constraint so you won’t be as frustrated when it happens. And you should ... See more

You have the capacity to change. Unless you are a pickle, which thankfully, you’re not. As George Eliot wrote, “It is never too late to be what you might have been.”

. Is it good to have a schtick? Am I just a little story dispenser, dispassionately using the same bits ad nauseam?

Almost everything that is meaningful, beautiful, life-affirming, empowering, transformational, true—it can’t be reached by shortcuts. But what we can do is make the longcuts walkable, put out footbridges and stairs, and a table where the ocean comes into view.

If AI chatbots and AI-powered search results are summarizing everything for you, why would you go to a website? And if we all stop going to websites, what’s the incentive to put new content on the web? What’s going to stop shady characters from flooding the web with AI-generated spam to try and game these systems? And if we succeed in choking the w... See more

“The seat in front of you will likely recline. Prepare accordingly”