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Showing posts from May, 2026

The Thing About Starting Over — by Andrew Alpaugh

There's a story people tell about starting over that goes like this: you hit bottom, you get back up, you learn your lesson, and then you never have to do it again. I don't think that's how it works. The people I know who've done the hardest rebuilding — in careers, in relationships, in finances, in reputation — didn't just learn a lesson and check a box. They came out with something more durable than that. A different relationship with uncertainty. A clearer sense of what they actually cared about versus what they only thought they cared about. A kind of patience that people who haven't lost anything significant don't usually have. Starting over is expensive. It costs time and energy and often money. It costs the version of your identity that was built around whatever you're starting over from. That part is harder than most people admit in public. But here's what I've noticed about people who've been through it: They stop confusing...

What I Got Wrong About Success | Andrew Alpaugh

When I was younger, I had a very clear picture of what success looked like. It had a job title in it. A certain kind of car in the driveway. A house in the right neighborhood. It looked like confidence from the outside — moving fast, making decisions, knowing exactly where you were headed. I spent a lot of years chasing that picture. Some of it I caught. Most of what I caught didn't feel the way I thought it would. And eventually I had to sit down with the question I'd been avoiding: whose version of success was I actually running toward? The answer was uncomfortable. It was assembled from pieces I'd picked up along the way — from how my parents measured things, from what got respect in the environments I worked in, from the cultural shorthand of what "making it" was supposed to look like. Very little of it was actually mine. I don't think this is unusual. I think most people operate on a borrowed definition of success for a long time before they reali...