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Ask a quick question
I got promoted and now I'm convinced everyone will realize I don't belong here
I start a new project every month and have dropped all of them by week three
My boyfriend wants us to move in together but I'm not sure a year is long enough to know
Our board just added two outside members and I'm scared they're building a case to replace me as CEO
I want to break into a friend group at work but I don't know how to start
How do I build a culture of engineering excellence?
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.”
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.”
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.”
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.”
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...”
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.”
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.”
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.”
Dharmesh on where AI meets enterpriseCo-founder and CTO, HubSpot and bought chat.com for $15.5M, sold to OpenAI.
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.”
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.”
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.”
Matthew on finding the right partner“You want to be happy enough that the right thing doesn’t become your everything.”
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...”
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.”
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.”
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.”
Michael on which technology bets to make earlyPledged $6.25B for 25M children and $113.5B FY26 revenue record.
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.”
Ask about real life
I missed the game-winning free throw in the district final last week. My teammates said it's fine but I can still hear the crowd groan. I have a bigger game in ten days and I can't shake the feeling that I'll choke again
We have 8 months of runway left and I'm about to start raising our seed round with zero investor relationships built up. Everyone tells me to start pitching six months before I need the money, but I'm already behind that. I don't know if I should raise now while we're weak or wait until we have better numbers
Three people told me before 9 a.m. that their request can't wait. I have time for one. How do I choose who gets it without looking like I dropped the others?
My college roommate and I used to talk every day. Now it's been four months since she answered a text. I keep replaying our last conversation looking for what I said wrong
More on Delphi
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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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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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