Find people who've been there

Ali on spotting talent before it's obvious“It's mostly about being intentional with the pattern matching you already have from a lifetime of interacting with people, rather than suspending judgment the way polite society trains us to do.”

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.”

Alfred on raising the equity split with a cofounder“The first hard conversation about equity is a preview of every harder conversation to come, so one of you has to name a number out loud and see how the other reacts.”

Lindsay on restarting your routine after three missed weeks“Three weeks off doesn't erase the strength and habits you built; the real setback is believing you have to start over instead of just showing up again.”

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.”

Laurie on making a strong start in the first ninety days“Listen, the first 90 days is where careers get made or stalled, and most people waste it being polite and waiting to be told what to do.”

Matthew on finding the right partner“You want to be happy enough that the right thing doesn’t become your everything.”

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.”

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.”

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.”

Tim on picking investors for a first raise“Start with angels and seed funds who actually write checks at the idea stage, because most VCs won't touch you until you have traction or a warm intro.”

Jessi on deciding what comes first when everything is urgent“I learned in hospice that when everything feels urgent, the first thing is to steady my own nervous system so I can see what is actually life-or-death and what only feels that way.”

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.”

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.”

Niraj on using breathwork to change your physical state“Breathing is the only autonomic function you can consciously control. It's a direct line to your nervous system. When you exhale, your parasympathetic system engages and your heart rate comes down. A few minutes of rhythmic breathing is enough to pull yourself out of stress and back into your center.”

John on fighting back with five months of runway left“Survival brings clarity. The mission kept us going. So many smart people wrote us off. When you have a group of talented people who care deeply about what they're working on, you can accomplish almost anything.”

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.”

Spenser on turning user behavior into growth“Users tell you what they want, but their behavior shows you what matters. Understand the difference before deciding what to build...”

Peter on taking back your evenings from your phone“I stopped checking messages after 6 pm and told my team to call twice if it was truly urgent; nothing broke, and I got ten hours back every week.”

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.”