Relationships
For $5,000 worth of Claude Code credits, I vibe coded something that replaces tens of thousands of dollars of psychological evaluations. Let me explain... Last month, my girlfriend and I sat in our den with our jaws on the floor… We were in front of my laptop, taking turns reading a report out loud, line by line. The document read like a CIA dossier—incisively breaking down each of our repeated fights and nailing our relationship dynamics. We had to laugh. We couldn’t believe it. A few days earlier, I’d asked ChatGPT a simple but loaded question: “What information would you need in order to become the ultimate personalized relationship coach?” It replied with a long list of personality tests—the same ones psychologists use to evaluate mental health, personality, and relationship satisfaction. The tests were all available online, but scattered across annoying PDFs and awkward, old-school forms. For someone with ADHD, like me, the idea of doing them one by one was pure torture. I just wanted to pound through them as one big test. So I asked Claude Code to build a simple app that combined them. I listed all the tests I wanted and asked it to build a web app that would. I’d done some vibe coding last year with tools like Replit and Lovable, but nothing prepared me for how good Claude Code has become. Within a few hours, I had a beautiful web app that combined all of these tests into one. When I say beautiful, I mean it looked like I employed a $50,000-a-month payroll of talented designers and engineers who’d spent two months working on it. Except I didn’t have a $50,000-a-month payroll. I’d paid Claude around $500 in AI credits — and what would normally take months had taken hours. Crazier yet, I’d just talked to it like it was a human employee. Once a beta version was ready, we completed our tests and exported our results into ChatGPT—no names, no context—and asked: “Based on this couple’s psychological test results, tell me as much as you can about their relationship.” That’s how we ended up in our kitchen, in shock, as ChatGPT broke down our relationship patterns with eerie precision. How my ADHD makes me want quick resolution, while Zoe needs to talk things through. How her high openness craves novelty, while I’m a stick-in-the-mud who craves routine. How my avoidance causes me to pull away and shut down when I’m stressed. It felt like a report written by a world-class therapist who’d spent dozens of multi-hour sessions carefully dissecting our dynamic and suggesting remedies. It told us where we were most compatible, and where we’d struggle if we didn’t put in the work. It even wrote personal deep dives on each of us, our personalities, and our individual gifts and challenges. And it knew all of this from 45 minutes of multiple-choice questions. I started thinking about friends who’d never been to therapy, or couldn’t afford anything like this, and how much it could help them. That’s when I realized this was a business. Something that would solve a valuable problem for a lot of people. So I got to work. For the last month, I’ve been jolting out of bed at 5:30 a.m., too excited to sleep, obsessively building this product. And today, I’m excited to launch Deep Personality. I think it’s one of the most comprehensive mental-health screening tools on the internet. It’s not a replacement for professional help, but a roadmap to it. Most people stumble blindly into a random therapist or doctor’s office without knowing what type of treatment they are even trained in or its efficacy for their specific problems. Deep Personality will screen you across 30+ mental health conditions and provide you with a detailed roadmap of how to get the help you need. In under an hour, it gives you a high-signal snapshot of your mental health across dozens of dimensions: Big Five Personality The gold standard for understanding why you do what you do. Attachment Styles The hidden patterns behind pushing people away, clinging too tightly, or choosing unavailable partners. Anxiety & Depression Screens for what you might be dismissing as “just stress.” Relationship Satisfaction Measures the real health of your relationship — often surfacing problems you’ve been avoiding. Sensory Processing Why crowded rooms drain you — or why you need things just so to focus. Neurodivergence Flags potential ADHD and autism-spectrum traits that often go undiagnosed into adulthood. Trauma Maps early experiences shaping your triggers and stress responses. Values & Career Fit Shows what actually motivates you, and why some work quietly drains your soul. You can do this individually, or compare yourself to anyone in your life. This is where it gets really interesting… Have your partner, coworker, friend, or family member take the assessment, upload their profile, and wait while the app analyzes your personalities and how they interact with one another. For romantic relationships, it analyzes attachment compatibility, conflict styles, emotional regulation, and values alignment — telling you exactly where you’ll clash and what to do about it. For work relationships, it focuses on communication, motivation, and how you’ll collaborate — or blow up under pressure. For friendships, it looks at shared values, social energy, and the dynamics that help relationships thrive (or quietly fade). For Zoe and me, having our relationship laid out with this kind of clarity — patterns we’d felt but never articulated — was deeply meaningful. Once you complete the assessment, you get a 50+ page deep dive on your personality. It felt like finally getting the owner’s manual for myself. You also get a custom AI prompt pre-loaded with your psychological data. Drop it into ChatGPT, Claude, or any AI assistant — and you have a therapist who already knows your attachment style, anxiety patterns, values, trauma history, and emotional regulation tendencies. No more spending six therapy sessions explaining who you are. The AI already gets it. And if you’re in therapy, or going to start with a new therapist, you can also export a clinical PDF designed for practitioners—raw scores, thresholds, severity flags, discussion points, and citations. Or… it can help you attract your perfect romantic partner. This one’s just fun. Deep Personality can generate dating bios based on your actual personality data — tailored to Hinge, Bumble, or Tinder — in tones like witty, sincere, adventurous, or intellectual. The AI turns what makes you unique into something that attracts compatible people. Once it knows you, it helps you get the help you need. Based on your results, it recommends books, podcasts, and treatment options backed by peer-reviewed research. The full assessment covers 30+ psychological screens and 300+ questions, and it costs a fraction of a single therapy session (free for the basic analysis, $19 for the full report, $29 for a couples comparison). It’s really crazy and I think it's going to help a lot of people. Who is this for? • High achievers who want to understand their edge • People who feel stuck and don’t know why • Curious minds who want real data • Pattern repeaters, same story — different chapter • Anyone who wants better relationships I’d love it if you’d try it and send me your thoughts! 👉 Click here to check it out:
Last night I was feeling discontented because the last part of the essay I'm writing felt off. Jessica said "You'll worry about it and then you'll wake up in the morning and fix it." This seemed rather facile at the time. But that seems to be what happened.
the new sources of scarcity: clarity of thought, ambition, distribution, relationships
thanksgiving is my favorite holiday despite not having much, my grandmother always said "what's one more?" there was always room at the table. strangers became family. when you invite someone to the table, you invite their story. their dreams. their ideas. grateful to be alive right now. to be in the arena trying to play a small part in whatever this AI moment becomes. to meet and work alongside people way smarter than me who inspire me daily. working towards enabling people to pursue their dreams. towards using technology to make life more human. grateful
Immortality is attained by having children, leaving the world in a better place than you found it, and pushing the human frontier. Not by drinking “longevity mix powder”.
I struck up a conversation with the woman sitting next to me at lunch. She turned out to be 93. It's not often you can compliment someone by saying they look 80.
Anish Acharya's request for a startup: an AI companion that plays Minecraft with his son. "One of the products that I would love to exist... is what I call a contextual companion for my son who plays Minecraft." "You know, the other kids playing Minecraft may or may not be the best influence—often not the best influence." "There's this context in which they interact and, I don't know, just sort of models pro-social behaviors and is still cool and chill." "I think there's a lot of room for teaching through these types of relationships and technology can help provide that." Source: @illscience on 20VC with @HarryStebbings
Finally got to meet @levelsio 20m since landing in Portugal and he was already inviting us for eggs and bread. Literally "omgggg please come to our hosue to chill. Your wife needs to be safe cuz pregnant. We will take care of u!! Come with ur stuff. We'll make u eggs and bread" Well, my wife and I weren't exactly in the street but in a super nice restaurant with views, but we totally said: "yessss, see you after lunch!" So @anacoding and I went there a bit later and he opened the door like this infinitely more friendly, relaxed, and chatty guy than I imagined Pieter would be. We also met his gorgeous girlfriend and AI muse, but since I think he's never said her name in public I'll keep it to myself :) His house was amazing, but more than the jacuzzi/sauna, what got me excited was seeing how well he's set it up: Pieter has this magnet vibe where he's pulled in a bunch of his old nomad friends from years of running around the world, so instead of being isolated he's built an incredible people hub Every week (even when Pieter travels, because he leaves them the keys) they meet in his cave to cowork and lift weights. Following day went to one of this coworks. Honestly I think I've never worked so little in my life as that day, but I had a blast His place felt like a Friends set (I swear Pieter would make even more money than he already does if he did a reality show) and a bunch of his friends kept passing through. He introduced me to @rameerez and his girlfriend, and we clicked so well they ended up coming on vacation with us later on another trip. In fact, all of his friends were super cool: good vibes, info exchange and learning, the banter roasting each other... it was a brutal "ab chamber" My main achievement of the day? Convincing Pieter to fly Flight Simulator over Murcia (my city in Spain, the best city in the world, worldwide) Pieter: "but wtf with this city dude? you always talking about it!" We also remembered some past flames we had at X (aka "turnip" lol, when I took forever to ship the Magnific API and all that, grrr he totally pushed a competitor buuuuut, help us a lot too. Come one! I even copied the texts / prices of his pricing landing lol and he took it well!) The funniest part was the whole sitcom kitchen vibe: everyone would go up to the kitchen while he treated us to these massive beef steaks made in an air fryer ("he made me bring that shit in my luggage on a trip because they wouldn't ship it to Portugal", one of his friends confessed). And around the table they'd start arguing in a totally straight line until you hit the marrow about things like the custom home automation system he built, or the latest open source model he's thinking of using on his site Then everyone into the jacuzzi, into the sauna, and back again Pieter is probably the most intense (he talks like he's on 2x speed), chillest, and most fun famous person I've met. Which proves that surrounding yourself with people who care about you + lifting weights can stop you from becoming a social network neurotic and instead give you a healthy mind that just makes you a warm and nice person
2026 pro tip: cultivate the relationships that will carry your ideas forward when algorithms won't
My conversation with Patrick O'Shaughnessy (@patrick_oshag), founder and CEO of Colossus & Positive Sum. 0:00 The Joy of Championing Undiscovered Talent 2:21 How One Tweet Changed David's Life 5:07 The Upanishads Passage That Shaped Patrick's Worldview 8:34 Growth Without Goals Philosophy 10:40 Why Media and Investing Are the Same Thing 28:41 The Search for True Understanding Through Biography 31:04 The Daniel Ek Dinner That Launched This Podcast 34:28 Making Your Own Recipe From the Ingredients of Great Lives 39:11 The Privilege of a Lifetime Is Being Who You Are 48:25 Bruce Springsteen's Battle With Depression and Self-Worth 53:21 Clean Fuel vs Dirty Fuel: The Source of Your Ambition 57:03 Professional Learners: The Unfair Advantage of Podcasting 1:00:18 Relationships Run the World 1:06:30 The Origin Story of Invest Like the Best 1:08:05 Building Colossus: Why Start a Magazine in 2025 1:14:01 People Are More Interested in People Than Anything Else 1:17:32 Finding Jeremy Stern and Hiring Through Output 1:23:40 Learn, Build, Share, Repeat 1:30:07 The Daisy Chain: How Reading Books Led to Everything 1:30:32 Red on the Color Wheel: Sam Hinkie's Observation 1:37:13 Finding Your Superpower and Becoming More Yourself 1:42:57 Repetition Doesn't Spoil the Prayer: Teaching as Leadership 1:46:02 Life's Work: A Lifelong Quest to Build Something for Others 1:49:51 The Ten Roles Game and What Matters Most 1:57:03 Husband, Father, Grandfather: The Roles That Endure 1:59:48 The Kindest Thing: Tim O'Shaughnessy and Meeting Lauren 2:05:11 Conclusion Includes paid partnerships.
The dog likes it so much when I spill food on the floor when I'm cooking that I usually spill a little on purpose. So now I can't cook without constantly tripping over the dog.
