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Ask people who've lived it
Ask a quick question
I’m hiring our first senior engineer and can’t tell who can own the architecture
My shoulder's been aching for a week but I don't want to lose my lifting streak
Should we redesign the experience or fix the rough parts one at a time?
I'm taking my first solo trip and want it to change something in me
What do you wish you knew before having your first child?
I sell used phones on facebook marketplace and my listing photos look like everyone else's
Ask the experts
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.”
Jim on enjoying competition when teammates are more intense“I stopped enjoying baseball when I was chasing what everyone else valued, and I found my game again only when I started competing to raise my own level, not to beat theirs.”
Nick on metabolic health, nutrition, and brain healthHarvard MD, Oxford PhD, Dartmouth valedictorian and #2 Science Bestseller on Substack.
Kit on cutting a huge to-do list to three big things“I used to write forty-item lists and call it ambition, but it was just avoidance dressed as hard work.”
Roelof on what separates enduring companies from others“The enduring ones are willing to have what I call multiple founding moments. We have a wall at Sequoia that says, 'We're only as good as our next investment.' You have to stay paranoid. Never get crater-lazy.”
Kirsten on understanding what consumers want“Before you ask whether the market is big enough, ask what’s changing in people’s lives. The best opportunities start there...”
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.”
Guillermo on building Vercel and Next.js“I want people to write these verification loops because it's gonna give me conviction in the product that it'll deliver to my customer.”
Peter on which AI tools are worth paying forLed product teams at Meta, Amazon, Roblox and reddit product 0 to 1M+ users.
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.”
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.”
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.”
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.”
Stanley on turning a scrappy experiment into a public company“We saw a macaroon shop in Palo Alto with orders they couldn't fulfill, so we built a static HTML site with a phone number and took orders by hand. The scrappy part isn't a phase you graduate from; it's a discipline. You automate after you understand the problem deeply, not before. Change everything except the mission if the data says so.”
Grant on growing an AI startup“When growth stalls, doing more of the same won’t save you. Sometimes your small team needs to make one bigger bet.”
Matthew on finding the right partner“You want to be happy enough that the right thing doesn’t become your everything.”
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.”
Dharmesh on where AI meets enterpriseCo-founder and CTO, HubSpot and bought chat.com for $15.5M, sold to OpenAI.
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.”
Ask about real life
My two boys are 7 and 9, three years apart, and they've fought over the same toys since the younger one could walk. Now it's grades, who mom likes more, who got the bigger slice. I referee every dinner and I'm out of ideas
My mother-in-law shows up unannounced most weekends and rearranges our kitchen while she's there. We've asked her twice to call first and she laughs it off both times. I don't want a fight at every holiday for the next 20 years. How do I hold a boundary with someone who won't take it seriously?
The new job pays $50k extra but it's a 2 hour commute each way, twice a week. I sleep closer to the office in the middle of the week. Is more money worth the life it costs?
My ex texts me about our son's schedule and within seconds I'm furious and typing back something sharp. I've sent messages I regretted an hour later more times than I can count. I want a second between the trigger and my reply, not just my temper doing the talking
More on Delphi
The experience of one life should help another.
A Delphi is an interactive digital mind, built from a real person's knowledge, content, and experience.
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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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Go beyond reading or watching. Ask their Delphi a question, bring your own context, and follow the ideas that matter to you.
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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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