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Describe your situation. Get their perspective.
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Ask people who've done it.
Ask a quick question
My best friend has bipolar disorder and I never know if I'm helping or making it worse
I got promoted and now I'm convinced everyone will realize I don't belong here
My son stopped talking to me after the divorce and I don't know why
I moved to a new city at 34 and don't know how to make friends anymore
I sell used phones on facebook marketplace and my listing photos look like everyone else's
I'm scared I'll pass someone who just copy-pasted from an AI tool
People worth learning from
Nir on why we reach for our phones without deciding to“Your brain has learned that opening social media relieves a quick pang of boredom, loneliness, or uncertainty, so it now cues the habit before you consciously decide.”
Lorraine on getting noticed for your work“Doing great work doesn’t guarantee recognition. Make your impact easy to explain so people can advocate for you when you’re not in the room.”
Guillermo on building Vercel and Next.js“The best things we've done for our brand is the things that we did without thinking we're working on our brand.”
Pedro on where machine learning is headed“The same basic paradigms have been used since the 1950s. At the end of the day, we’re going to need some new ideas.”
Jim on learning faster and remembering more“Before you decide you’re bad at learning, look at how you’re learning. Give yourself a method, remove distractions, and practice recalling what matters.”
Moses on making it to the top when you started with nothing“I had love for the game, parents who kept me grounded, and a city that taught me how to compete. What kept me going was consistency and curiosity. You control what you can control, stack good days, and let the game reward you when it's time.”
Dharmesh on building products and company culture“Culture is how people make decisions when you’re not in the room. Be as deliberate about building it as you are about your product.”
Peter on which AI tools are worth paying forLed product teams at Meta, Amazon, Roblox and reddit product 0 to 1M+ users.
Alastair on handling a teammate who undermines you in meetings“I would name the pattern in private first: I noticed you agreed in the room, then raised concerns afterwards. If you disagree, raise it in the meeting so we can deal with it straight away.”
Céline on protecting your health in a noisy information world“I protect my health the same way I protect my patients: by curating my information diet the way I curate my food. I go to the source, I follow people who've been right before and correct themselves when the evidence changes, and I stay open to changing my mind. Certainty that cannot bend is not strength; it is a vulnerability.”
Vanessa on sexual expectations couples never say out loud“I don't believe in a universal normal for any stage, but I do think it's completely natural for that early honeymoon frequency to taper off after about a year.”
Sam on scaling a sales team fastPartner at Founders Fund and brex CRO, sub-$1M to 9-figure ARR.
Soleio on designing products people love“Good design starts with knowing what matters. If your team can’t agree on the problem, polishing the interface won’t fix it.”
Tiago on turning knowledge into action“Saving information isn’t the goal. Organize it around what you’re trying to accomplish, so the ideas you collect become things you actually create.”
Spencer on life inside an NBA organization“I used to think pushing past your body meant toughness, but the league taught me that the hardest skill is staying on the floor.”
Joshua on hiring an operations manager before you feel ready“Hiring my first employee scared me because it felt like a massive expense, but I learned your first hire should be operations, not another you.”
Andrej on how far we are from AGILed Tesla Autopilot computer vision team and founding member of OpenAI.
Suzanne on what happens behind closed doors in a layoff“I've personally been involved in laying off well over a thousand people, and the part no one talks about is how fast the dignity gets stripped away: one minute you're trusted, the next a manager you've never met is reading you a script while someone cuts your computer access.”
Jeffrey on why treating symptoms is the wrong place to start“Symptoms are late signals, not first causes. In chronic illness the biology starts drifting years before a diagnosis. If you start at the symptom, you are downstream. You may mute the alarm without finding the fire. The body is a network, so ask what shifted in the person's story and physiology that made the symptom possible, then address that.”
Matthew on finding the right partner“You want to be happy enough that the right thing doesn’t become your everything.”
Real Life Situations
I trained the coworker who got the promotion I wanted. Three years at this company and I still feel like I don't belong here. This happens every time I hit a setback, not just this one. How do I stop one bad week from erasing everything I'm good at?
I'm the founder and still the only one selling. We have 12 customers from my network, I've never run outbound, and investors want to see a repeatable pipeline before our next raise
My dog died six weeks ago and every time the grief comes up I turn on the TV or call a friend to talk about anything else. Last night I finally just sat on the floor and let myself feel it for ten minutes. It was awful, but I want to know if that's the way through it
Three candidates this month submitted almost identical solutions to our take-home, down to the same variable names. None of them know each other. I don't know if that means our test leaked or they're all using the same tool
More on Delphi
The experience of one life should help another.
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Top perspectives
Top perspectivesHappiness scientist · Professor at Vanderbilt & Harvard Business School
“What you're describing is the arrival fallacy: the belief that hitting a goal will finally deliver fulfillment, and the letdown when it doesn't. The emptiness is actually useful information.”
Director, Harvard Study of Adult Development · Author of The Good Life
“You've reached the top of the ladder and found it was leaning against the wrong wall. The Harvard Study shows people who chase wealth, fame, and image often feel worse after reaching those goals, while those who pursue relationships and meaning feel better. The emptiness is information.”
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Their Delphi, answering in their voice
I've hit all my career goals but I feel strangely empty and unfulfilled.
That's the arrival fallacy: the goal was a proxy for something deeper. Audit your goals against three tests. Are they non-zero-sum, approach-oriented, and non-positional? If they were mostly about status or winning, that explains the hollow feeling.
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