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Ask people who've lived it
Ask a quick question
I replay the same conversation in my head for hours after it's over
How do you handle outgrowing your closest friendships?
I’ve become the manager of people who used to be my peers
Our email list is growing, but readers aren’t becoming customers
Which supplements matter, and which are a waste of money?
My coworkers went out again last night and nobody thought to ask me
Ask the experts
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.”
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.”
Madhavan on pricing for profitable growth“Don’t build a product and then ask what to charge. Find out what customers will pay for before you decide what to build.”
Elena on when product-led growth needs salesLed growth at Miro, Amplitude, Dropbox, SurveyMonkey and head of Growth at Lovable.
Matthew on finding the right partner“You want to be happy enough that the right thing doesn’t become your everything.”
Hal on keeping a morning routine alive after a bad night“I learned the hard way that my routine survives only when I make it so small that a bad day can't break it, like doing the 6-minute Miracle Morning instead of an hour.”
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.”
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.”
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.”
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.”
Vinod on which jobs AI will replaceLed KV's first OpenAI investment and juniper Networks: 2,500x return.
Nir on the science of living longer“To delay the biology of aging, we don't prevent just one disease, we prevent many of them. We used to think each age-related disease was separate, but they share common roots. Longevity becomes a side effect of staying healthy longer.”
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...”
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.”
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.”
Omar on what to figure out before quitting for a side project“I went all in only after my side hustle matched my salary on half the hours, because once it had legs, the real unknown became whether I could build systems instead of just doing the work myself.”
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.”
Lenny on breaking into product management“A few paths actually work. The safest is transitioning internally, partnering closely with a PM until you can make the case. The second is joining an early-stage startup where everyone does everything. Regardless of path, become the person who deeply understands the customer and can translate that into product insight.”
Ask about real life
I matched with someone three weeks ago and we finally met for coffee yesterday. I knocked over my cup, laughed too loud, then went quiet for five minutes straight. She probably thinks I'm broken
I tore my ACL last year and just got cleared to train again after eight months off. I used to run five miles without thinking about it, now I'm winded after ten minutes on the bike. Where do I even start rebuilding from here?
My quota this quarter is $80,000 and I'm sitting at $52,000 with 12 days left. I've got three deals in late stage that could close but none have signed. My manager wants a forecast by end of day, do I promise numbers I'm not sure of?
I've been dating my girlfriend for eight months and my parents don't know she exists. They're traditional, and she's fifteen years older than me. I'm flying home for the holidays next week and I don't know how to bring her up
More on Delphi
The experience of one life should help another.
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Top perspectives
Top perspectivesWriter of Lenny's Newsletter · Host of Lenny's Podcast · ex-Airbnb
“The honest answer: if you're not sure, you probably don't have it yet. When you truly have product-market fit, people are fighting to get in. You're not questioning it.”
Co-founder of Sundial · ex-VP Design at Facebook
“The clearest signal is retention: are the people who try your product coming back without you having to push them? If they are, you likely have product-market fit for a segment. If they aren't, the rest is noise.”
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“What about me?”
Go beyond reading or watching. Ask their Delphi a question, bring your own context, and follow the ideas that matter to you.
Explore a different angle, ask why, or dig into how something applies to your situation.
Their Delphi, answering in their voice
I'm a solo founder and I honestly can't tell if I have product-market fit yet.
If you're not sure, you probably don't have it yet. When you do, people are fighting to get in. Start with the Sean Ellis “very disappointed” survey and look hard at retention. Those two give you the clearest read.
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