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Describe your situation. Get their perspective.
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Ask people who've done it.
Ask a quick question
I replay the same conversation in my head for hours after it's over
My son stopped talking to me after the divorce and I don't know why
My shoulder's been aching for a week but I don't want to lose my lifting streak
I've wanted to start a podcast for a year but I don't know if anyone would listen
I sell used phones on facebook marketplace and my listing photos look like everyone else's
I'm ending a six year client relationship and I don't know what to say
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.”
Stanley on finding initial traction“Your first customers don’t need a scalable solution. They need their problem solved. Do it manually until you understand what’s worth building...”
Peter on which AI tools are worth paying forLed product teams at Meta, Amazon, Roblox and publishes Behind the Craft episodes.
Michael on building for the long term“You can’t build your future around protecting your past. Stay close to customers, keep learning, and be willing to reinvent the business.”
Kyle on what revenue leaders look for when they hireHead of Revenue, Shopify Canada and grew Owner.com $3M to $21M ARR.
Kathryn on negotiating higher pay and getting it“I watched my own mom retire dramatically underpaid after 30 years, so I teach women to frame the ask around what they’ve already delivered and what they’ll deliver next, not just what they need.”
Nick on metabolic health, nutrition, and brain healthCarnivore IBD case series, Frontiers in Nutrition and harvard MD, Oxford PhD, Dartmouth valedictorian.
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.”
Julian on using a system to curb phone distractions“I don't try to restart at full speed; I drop back to the mínimo viable version of each habit until the momentum returns, because a 20-minute workout and one focused block on the side project beats another day of zero.”
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.”
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.”
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.”
Vinod on which jobs AI will replaceLed KV's first OpenAI investment and juniper Networks: 2,500x return.
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.”
Alina on turning inbound interest into sales meetingsChili Piper valued near $1B and serves Gong, Airbnb, Rippling.
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.”
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.”
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.”
Real Life Situations
Our biggest client, 30% of our revenue, wants us to take on a project outside what we do well. I know we'd botch it and the relationship would suffer either way. I don't know how to say no without losing the account
I've had the same job, same apartment, same weekend routine for four years. Nothing's wrong exactly, but I realized last week I couldn't remember the last time I tried something new. Is this what being stuck feels like?
I'm 34, make $68,000, and just started putting money away for the first time. My company matches 4% on my 401k but I also want to save for a house in three years. I don't know how to split what's left between the two
Three engineers disagree about whether to split up our monolith, and we’ve spent two sprints debating architecture without shipping the feature that prompted the discussion
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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