Hi, it’s Sarah – this is what we’re covering today:
Notes on failure, joy, and creating a sustained life
Round-up of my information diet this week
How to show your agent what your taste actually looks like
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💌 You don’t have to earn every good thing
Every year around this time, I start having the same argument with myself.
The weather gets perfect, the sun stays out longer, and in California everything somehow becomes even more offensively beautiful than it already is. The swim dock goes back in the water, people linger outside after lunch, and summer starts to feel close enough to touch. And every year, instead of just enjoying it, I catch myself asking the same question: did I earn this?

If you grew up in high-performance environments, you probably understand that instinct immediately. I was a collegiate athlete, and even now, years later, some part of me still believes enjoyment is something you unlock through achievement. Rest has conditions. Relaxation has prerequisites. Fun is earned.
Lately I’ve been thinking about how expensive that mindset becomes when it surreptitiously turns every imperfect outcome into failure. The issue isn’t ambition. The issue is when ambition starts acting like a moral test for whether you’re allowed to be a person.
I recently learned that bubble wrap was originally invented as textured wallpaper. The wallpaper failed, completely. But the thing they accidentally created became more valuable than the original plan ever was!!!!! It made me wonder how many things I’ve mislabeled as failure simply because they didn’t arrive in the form I expected.

I think a lot of us move through adulthood assuming success only counts if it looks exactly like the original blueprint. So when I want to take a longer lunch on the porch, go for a run while it’s still sunny, or leave a little early on Friday to meet friends at a beer garden, there’s still a voice in my head asking for proof: was the week productive enough, did I move the needle enough, did I execute the plan??
My therapist, who is probably exhausted by this line of thinking, would immediately say yes, because rest and enjoyment are part of being a person, not something you have to justify with output. But athlete brain still wants the scoreboard, because athletes are trained to believe discipline creates control. Follow the plan closely enough, work hard enough, optimize enough, and the outcome should follow.
I call this the Earned Joy Trap: when we treat restoration like a prize instead of part of the process.
The problem is that adult life is rarely that linear. Projects drift, energy fluctuates, timelines slip, and opportunities mutate into versions you didn’t originally design for. Sometimes the plan happens to you instead of you happening to the plan. That doesn’t automatically mean failure. Sometimes it means you’re in the middle of a different kind of success than the one you initially named.

This is the trap I keep noticing in myself: treating restoration like a prize for performance instead of an input to performance. If you perform for a living, recovery is not indulgence, it is infrastructure. The same brain you use to make decisions, lead teams, and create value is the brain you are starving when every form of joy must be pre-approved by a productivity scorecard.
What bubble wrap reminds me is that outcomes can still be valuable even when they violate the original plan. The first idea may fail and still be the doorway to a better one. I think that’s true for projects, careers, and people. Progress is not always perfect execution; sometimes it’s staying open long enough to recognize what something is actually becoming.

So this summer, I’m trying to practice a different standard. When I hear myself asking, “Did I earn this?”, I want to ask a better question: “Will this help me sustain the life and work I say I care about?” Not because ambition disappears, but because life cannot only be experienced as a reward for productivity.
Sometimes the weather is just beautiful. Sometimes the dock is back in the water. Sometimes your people are already at the beer garden. And sometimes a failed wallpaper idea becomes bubble wrap.

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