Learning
Videos, talks & thinkers, decoded.
- A Cheeky Pint with Intercom Cofounder Des Traynor Sep 2025

- A people leader's job isn't to make you happy | Katie Burke (COO, Harvey) Apr 2026

- Advice from the CEO of Shopify, Tobias Lütke Dec 2023

- Alison Wood Brooks Apr 2026
Alison Wood Brooks is a behavioral scientist and associate professor at Harvard Business School, where she teaches the top-rated and perpetually waitlisted course on conversatio…
- Andrej Karpathy Apr 2026
One of the most influential AI researchers and educators of the deep learning era. PhD under Fei-Fei Li at Stanford, co-founded OpenAI, then led Autopilot at Tesla for five year…
- Ben Horowitz Apr 2026
Co-founder of Andreessen Horowitz and former CEO of Opsware (sold to HP for $1.6B). Horowitz's book The Hard Thing About Hard Things (2014) is one of the most-cited founder book…
- Ben Horowitz: Quit being a coward and do the hard thing | Big Think+ Mar 2025

- Brian Chesky Apr 2026
Co-founder and CEO of Airbnb. Industrial designer by training (RISD). Known for popularizing the concept of Founder Mode — the idea that founders should stay deeply involved in…
- Brian Niccol Apr 2026
Turnaround CEO who took Chipotle from post-E.-coli crisis (joined 2018) to a $100B market cap, then was recruited to Starbucks in September 2024 to fix a brand that had drifted…
- Building WhatsApp with Jean Lee Mar 2026

- Des Traynor Apr 2026
Co-founder of Intercom and one of the clearest writers in SaaS on product strategy, positioning, and pricing. Traynor's essays and talks — especially on the "jobs to be done" fr…
- Founder Mode: Brian Chesky, Founder & CEO, Airbnb Aug 2025

- Gokul Rajaram Apr 2026
Widely known as "the godfather of Google AdSense," Gokul has had one of the most distinctive operator careers in Silicon Valley — leading product at AdSense, Facebook Ads, Squar…
- Gokul Rajaram on the 8 Moats Companies Need & Why Dropouts are 'AI Maxing' the World Mar 2026

- He Built The Revenue Engines for Google, Facebook & Square Jan 2026

- How I Organize My Entire Life Using Just One Notebook Mar 2026

- How to bet on yourself (without venture capital) Mar 2026

- How to Communicate With Confidence & Ease (From Harvard Business School's #1 Professor) Oct 2025

- Jean Lee Apr 2026
Jean Lee was an early and long-tenured employee at WhatsApp, joining during the period when the team scaled to billions of users with a handful of engineers. Featured on The Pra…
- Katie Burke Apr 2026
COO of Harvey, the AI legal tech company founded by Winston Weinberg. Previously spent 11 years at HubSpot as Chief People Officer, where she built one of tech's most recognized…
- Making What Matters: A Conversation with MAD Designer in Residence Tony Fadell and Paola Antonelli Jan 2026

- Parker Conrad Apr 2026
Founder and CEO of Rippling, the compound HR/IT/finance platform currently valued around $13B. Previously founded Zenefits, where he was forced out in 2016 — a public crucible h…
- Parker Conrad’s Revenge Fantasy Nov 2025

- Reflections Apr 2026
- Brooks says 10% of people prep for conversations. Am I in the 10%? Before a customer call, do I prep 3-5 topics and questions — or do I show up and pitch?
- Reflections Apr 2026
- Karpathy went from 80/20 to 0/100 on writing code vs. delegating to agents. I'm using AI heavily — Claude Code, skills, agents — but for my own workflow, not for my customers.…
- Reflections Apr 2026
- I asked my team for CEO feedback. That took guts. But asking is the easy part — acting on the uncomfortable answers is the part that matters, and I don't know if I've done that.
- Reflections Apr 2026
- I run a 5-8 person team. I'm in founder mode by default — not by choice.
- Reflections Apr 2026
- Niccol walked into Starbucks and asked: "What is the core experience?" Then he stripped everything that wasn't it. Outlets on. Sharpies back. Comfortable seating. I haven't do…
- Reflections Apr 2026
- Intercom reinvented itself twice and bet the company on AI the day after ChatGPT launched. Fin now does 1M resolutions/week with 27+ subsystems. SupportWire is entering this m…
- Reflections Apr 2026
- FeatureOS moat score on the 8 Moats: Data (maybe 0.5 — feedback data could compound but doesn't yet), Workflow (0.5 — embedded but replaceable), Regulatory (0), Distribution (…
- Reflections Apr 2026
- WhatsApp: 30 engineers, 450M users. FeatureOS: small team, $15K MRR, unclear how many active users. The ratio tells the story — WhatsApp achieved absurd leverage by saying no…
- Reflections Apr 2026
- With 5-8 people, every person is 12-20% of the company. Have I given each one specific, actionable feedback in the last month? Not "great job" — feedback that names what to ch…
- Reflections Apr 2026
- Parker built 30+ products on a single platform with shared data and identity. I have two disconnected products — FeatureOS and SupportWire — with no compound story connecting…
- Reflections Apr 2026
- Ryder's core insight: "The less friction there is to capturing your to-dos, the more you add. The more you add, the less you do." I have a 500+ note Obsidian vault, a /summari…
- Reflections Apr 2026
- Tobi spent 20 years going deep on ONE domain: internet commerce. I'm across FeatureOS, SupportWire, blog, vault, skills, analytics dashboards, and knowledge management. That's…
- Reflections Apr 2026
- Fadell says start with pain, not cool. What is the specific pain FeatureOS solves? "Managing product feedback" is a category, not a pain. The pain needs to be sharper.
- Reflections Apr 2026
- Hockey reads 20,000 pages about banking. He flies to Kinshasa to watch how people actually use money. How deep have I gone into the product feedback and customer support indus…
- Ryder Carroll Apr 2026
Brooklyn-based digital product designer who created the Bullet Journal method — an analog productivity system that went viral globally. Author of "The Bullet Journal Method," wh…
- Skill Issue: Andrej Karpathy on Code Agents, AutoResearch, and the Loopy Era of AI Mar 2026

- Starbucks CEO Brian Niccol on Leading Through Turnarounds | The CEO Signal Mar 2026

- Tobi Lütke Apr 2026
German-Canadian founder and CEO of Shopify, which he started in 2006 after trying to sell snowboards online and finding no software good enough. A programmer-first CEO who still…
- Tobi Lütke is still captivated by internet commerce, 20 years later Oct 2025

- Tobi Lütke x Vanessa Lee: From metafields to markets Nov 2025

- Tony Fadell Apr 2026
Tony Fadell is the hardware product mind behind the iPod, iPhone, and Nest thermostat. He led the team that shipped 18 generations of iPod and the first three iPhones at Apple,…
- Why The Laws of Startup Physics Have Changed | Ben Horowitz Interview Feb 2026

- William Hockey Apr 2026
Co-founder of Plaid (2013) alongside Zach Perret, Hockey built the fintech API plumbing that connects bank accounts to most US apps. Plaid agreed to sell to Visa in 2020 for $5.…
- YouTube Index
Videos watched, analyzed, and filed for future reference.