Podcast

Interviews

• #016 — Dru Riley (Yo! Podcast)
• Behind the Success of Trends.vc (Indie Bites)
• Crypto Literacy, Daily Habits, and New Business Ideas (Indie Hackers)
• Dru Riley – 45,000+ email subscribers in less than 2 years (Creative Elements)
• Jamming with Dru Riley from Trends.vc (Startup to Last)
• Meta-Trends, Paid Newsletters + Crypto (Creator Lab)
• Persisting Through Failures to Find a Winning Trend (Indie Hackers)
• Product Trends with Dru Riley (UI Breakfast)
• Q&A with Dru Riley + Inbox Innovations (Not Boring)

Projects

Books

• 🔁 Habits 188
• 📈 Investing 133
• 🧪 Experiments 116
• 🔨 Building 95
• 🌀 Flywheels 91
• 🏆 Competition 69
• 🧬 Evolution 63
• 🦁 Courage 41
• 🧘 Mindfulness 41
• 🏃 Health 28
• 🤝 Relationships 17
• 📣 Marketing 16
• 💯 100 Rules to Live By

Writing

• 🔥 The Dark Side of Discipline
• 🎧 The Most Powerful Problem-Solving Model – Inversion
• 🏹 Stop Fearing Volatility. Start Hunting It.
• 🤖 AI Agents: The Most Valuable Customer You Can Sell To
• 🧩 I’m 15 Years In. These Are the 2 Habits You Need to Go Deeper
• 🧠 The 1 Habit That Changed How I Think
• 📚 Volume Is The Cheat Code To Becoming Good At Anything
• 🪞 1 Year of Life Lessons in Just 1 Hour
• ⚙️ Make Two Threats With One Move
• 🎯 The Real Reason Your #1 Problem Keeps Waiting
• 🔑 If I Started Trends.vc Over, This Is Exactly What I’d Ask
• 🪓 The Art of Planning Less and Doing More
• 🔥 Why I’ve Stopped Judging My Business by 1 Day
• 🎙️ 1 Writing Tip I Learned from Carnegie, Harari, Seinfeld and More
• 💎 Why Are Some Jobs Paid More Than Others?
• ♟️ Selling 10 Million Albums and Ending Up With Nothing
• 🚿 Motivation Wears Off. Here’s What I Do Each Morning.
• 💊 New Habits Feel Worse Before They Feel Better And Here Is Why
• 🃏 Stop Playing Chess. Start Playing Poker.
• 🌱 Minimum Effective Dose vs Maximum Tolerable Dose
• 🏁 The Economics of Losing Money on Purpose
• 🔋 Remove Choices to Save Your Willpower
• 📏 I Launched a Product a Day for 17 Days (Then Burned Out)
• 🔥 The Psychology of Getting Comedy From Failure | Trevor Noah
• 🔁 The Viral Trap: How Social Media Keeps What You Make
• 🌱 The 4 Habit Levels Where Results Get Insane
• ♟️ When You’re Winning… And Lose Everything
• 🤝 The Chinese Mastermind Group Behind Volvo
• 🦴 You’ve Read Enough. It’s Time to Start Using It.
• 🛡️ I Learned This the Hard Way: Write Down Your Rules
• 🏘️ The Compounding Trap: Why Selling a Winner Costs You
• 🗺️ I Read 1,000s of Founder Stories. Most Won by Copying…
• 🧘 How to Do 2.5 Hours of Deep Work
• 🌵 Which Business Model Suits Your Personality?
• 🌶️ Same Habits, Different Days: My Daily Experiments
• 🏆 Remind Yourself Who The F*ck You Are.
• 🦁 Every Type of Courage Explained | Which One Do You Have?
• 🧠 The Power of Focus: What Early AI Models Taught Me
• ⚓ The 1 Rule That Stops Me Raising My Goals Too Soon
• 🔍 What a Depression Drug Taught Me About Rich People’s Habits
• 🎶 If It Fits, It Sticks
• ⏱️ I Quit The ONE Thing Three Times Before I Got It Right
• 🌝 A Day on the Moon. A Decade of Depression.
• 🎯 Why “Systems Not Goals” Is a Trap
• 🔥 The Truth About Running Multiple Businesses at Once
• 🛑 The 4 Anti-Habits That Make My Habits Possible
• 🧬 I Use Evolution to Predict Which Markets Survive AI
• 🫙 What Google’s M&M Jars Taught Me About Willpower
• 🏃 What a 20-Mile Night Run Taught Me About Negative Returns
• ⚔️ How I Play Aggressive But Safe
• 🔴 Why I Turn My Phone Screen Red at 9pm
• 🧪 The 2,000-Day Experiment I Couldn’t Shut Down
• ⛔ How I Quit My YouTube Addiction
• 💪 I Thought Bigger Muscle Just Meant More Strength
• 🏃 How I Learned Spanish While Running
• 🔒 I Did It Once, So I Can Do It Again
• 🪟 How a Dark Mexico City Room Killed My Output
• 🧗 The Habit That (Quietly) Changed My Life
• 🗳️ Why I Said No to Venture Capital for Trends.vc
• 🧱 I Got Everything I Wanted at 23 and Stopped Growing
• 🛢️ The 1 Area I Ignored Across 20 Businesses
• ⏱️ The Estimation Trick I Use to Start Moving
• 📡 The $1,000 Rule Behind My Trends.vc Reports
• 🏛️ The Pattern Behind Every System Collapse
• 🐢 I Chose to Be Worst at Replying
• 📄 How I Stop Procrastinating | The Single Page Method
• ♠️ Why Poker Pros Fold What Investors Buy
• ✍️ I Quit Daily Writing in My 20s and Regretted It for Years
• ⚖️ Stop Wasting Your Off Days
• 🏦 Habit Banking: How to Keep a Streak Without the Panic
• ⚡ Software Engineers Were Modern Scribes
• 🧮 The Math of Inevitable Success
• 📏 Ron Hill’s 52-Year Daily Running Streak
• 🐻‍❄️ Why Polar Bears Pace and Rich Men Dive to the Titanic
• 🏺 From Clay to Code: What 24 Technologies Made Scarce
• 🔓 If You Ain’t Got Nothing, You Ain’t Got Nothing To Lose
• 🏎️ Force Yourself to Go Faster – Then Pay for It
• 🧊 Cold Water Beats a Pep Talk
• 🌊 Is Getting Rich Luck or Hard Work? | The Market vs. You
• 🛑 The Downward Spiral of Oscar Wilde
• ⚗️ What Everyone Gets Wrong About Continuous Improvement
• 🎛️ What a Poker Table Taught Me About Daily Habits
• 🛡️ I Set These 10 Anti-Habits: How I Finish Work by 4pm
• 📉 How to Stay Consistent (By Finding the Minimum Dose)
• 🧾 His Joke Was So Bad It Cost £500 Million
• 🏃 You’re Not Overthinking. You’re Under-Moving.
• 📄 How I Got My First Customer With 8 Notion Docs
• 📊 1 Metric for Life Progress: The Daily Tempo Score
• 📈 AI’s 7-Month Doubling Rule
• 🔓 Y Combinator’s 1,000-to-1 Bet
• 🔥 Why Rich People and Dying Spacecraft Follow the Same Rule
• 🎚️ You’re Not Undisciplined. Your Habit Is Too Big.
• 🌅 The 150-Year Art of Delayed Gratification
• ⛏️ The 10,000 Hour Rule Counts the Wrong Thing
• ♟️ Everything Feels Important? It’s a Ranking Problem
• 📝 Neil Gaiman’s Two-Draft Rule
• 🧭 Your Cold Shower Is an Exposure Therapy Rep
• 🗺️ Your Habit List Is a Single Point of Failure
• 🫥 You Stopped Feeling It. It Didn’t Stop Working.
• ♠️ Stop Raising Your Standards. Start Proving Them.
• 🔒 190,000 Taste Tests Said Yes. Customers Said No.
• 🟢 Madam C.J. Walker: $1.25 to 20,000 Agents
• 🪦 The 200-Million-Year Test for Any Habit
• 🌊 Revenge Bedtime Procrastination Isn’t About Sleep. Ask Hermès.
• 🧲 Proximity Is Power. Here’s the Math.
• 🏙️ The 100x Comparison: Big City vs Small Town
• 🪂 From $32 Billion to 25 Years: The Math He Skipped
• 🔁 The Same Loop That Killed Sears Runs Your Nights
• 🏃 Patagonia’s 5-Word Policy for Getting Work Done
• 🤿 How to Focus on One Thing All Day
• 🫖 One Small Promise, Kept 108 Mornings in a Row
• 😴 The 3% Mortgage Debate Is Really About Sleep
• 🔓 Chase Risk Before It Chases You
• 🪵 The Tater Tots Trick for Repurposing Content
• ♠️ Work-Life Balance Is a Myth. Choose Your Table.
• 🏷️ I Pay 34 Minutes a Day for My Business to Grow
• ⏳ Your Habits Have a Hurdle Rate
• ⚔️ You’re in a Status Game Whether You Entered or Not
• 🪝 The Con I Run on Myself to Start Working
• 🪡 Optimizing Your Life Is Killing Your Progress
• 🔦 The 10pm Rule I Failed for Two Years
• 🏀 The NBA Deleted a Shot. Your Habit Needs the Same.
• 🚪 Fifteen Years on One Wall. One Day Off the Business Week.
• 🕒 The 3am Binge Isn’t a Willpower Failure
• 🗺️ The Map Is Not the Territory (And Why That’s Fine)
• 🏦 Habit Banking: What You Can Bank and What You Can’t
• 🧱 Small Habits, Big Results: 47 Novels Before Work
• ⏳ The $4.6 Billion Lesson in Not Rushing
• 🪜 You’re Not Lazy. The Step Is Too Steep.
• ⏪ 4 Things I’d Tell My Younger Self. One Changed Everything.
• 🥋 Confidence Is a Trailing Indicator
• 🍋 The Navy Cured Scurvy. Then It Uncured It.
• 🪞 Why I Can’t Drink a Latte (and Billionaires Pay No Tax)
• 🔒 Stop Trading Your Habits Like Stocks
• 📿 Why Mormons Get Rich and Adventists Live to 100
• 📈 Your Habits Are Your Investment Portfolio
• 🚪 Anti-Habits: The Discipline of Saying No
• 🪡 I Optimized My Habits Until They Broke
• 🌧️ Your Habits Are Only as Strong as Your Worst Day
• 🚰 My Cold Shower Got Better. My Business Didn’t.
• 🌫️ An AI Named the One Trait That Predicts Success
• 🧠 Centralize or Decentralize: How to Actually Decide
• 🔓 How to Make Hard Decisions When You Already Know
• 🧲 How to Attract the Right Clients With Your Price
• 🧾 Customer Lifetime Value: What ConvertKit Got Wrong
• 🦎 How to Adapt to Change Fast Enough
• 🐢 Consistency Over Intensity: What Pushing Harder Costs
• 🔄 Think on Paper to Keep Your Principles Sharp
• ⏱️ Get More Done by Counting What You Finish
• 🧱 Analysis Paralysis Is a Bundling Problem
• 🧾 I Stopped Taking Rest Days. The Binges Started.
• 🪆 How to Get Startup Ideas: Build the “Dumb” One First
• 🦃 Why Comfort Will Ruin Your Life: The Turkey Problem
• 🧪 To Achieve Your Goals, Aim at Your Habits
• 🎯 Fail Fast, Fail Often: My 1-in-20 Hit Rate
• 🎢 Why Achieving Goals Doesn’t Make You Happy
• ♻️ Turning Failure Into Success: 7,000 Subs, Zero Sales
• 🪨 Don’t Hard-Code Trauma: How to Let Go of the Past
• 🧠 Not All Trade-Offs Are Real
• 💸 Why Smart People Stay Broke
• 🔁 Your Morning Habits Work. The Order Doesn’t.
• 🔓 Don’t Hate the Player, Hate the Niche
• 🧵 How to Get Good Ideas
• 🎮 Why Good Habits Get Boring
• ⏱️ The One Minute Rule for Habits That Stick
• 🎟️ Warren Buffett’s Ovarian Lottery: Are You Born Lucky?
• ⚖️ Consistent But No Progress? It’s the Hurdle Rate
• 📈 How to Make Habits Stick When Life Pushes Back
• 🎷 Substitute, Don’t Subtract: How to Break a Habit
• 🎣 Engineered Addiction: Why I Deleted the App
• 🔁 Habits of Great Writers, Founders and Investors
• 🌊 What a Mastermind Group Actually Does
• 🧠 Charlie Munger’s Learning Machine (In Plain English)
• 🧪 Don’t Believe Everything You Think. Test It.
• ♟️ 5 Things Chess Teaches Us About Life
• ⚙️ Build Systems So Your Work Runs on Easy Mode
• 🤝 We Are All Investors
• 🪨 The Optimization Trap That Broke My Meditation Habit
• 🚪 How to Get Out of Your Comfort Zone, Faster
• ✍️ Why I Rewrite My Principles by Hand
• 🪼 The Minimalist Philosophy of a Jellyfish
• 🐢 Why Some Habits Stick: 12 Tardigrade Traits
• 🔬 Buy the Red Ocean
• 🚫 When to Give Up on a Business: Force or Flow?
• 🍎 Ray Dalio’s 42-Year Daily Habit
• 🧘 How Meditation Eats Stress
• 🪨 Mental Toughness via Meditation
• 🧗 From Self Taught Programmer to Senior in Under 2 Years
• 🪫 Willpower Is Finite (How to Do Hard Things Anyway)
• 🗂️ The Morning Habits That Stick (Why Order Matters)
• 📡 Eat Your Own Cooking
• ♻️ Flywheel Explained: One Action, Many Wins
• 🔄 Manifesting Is Learned Helplessness in Reverse
• 🚀 Launch First, Name Later
• 🔥 I Deleted Social Media. Here’s What I Kept.
• 🪶 Do Less, Get More: The F1 Math
• 🧬 Warren Buffett vs Y Combinator: Two Strategies, One Rule
• 🐢 The Tardigrade Test: How to Build Habits That Last
• 💡 How I Get Business Ideas
• 🎭 Simulation Thinking: How to Make Hard Decisions
• 🪫 Why I Stopped Being a Digital Nomad After 5 Years
• 👁️ Time Is Not Your Most Valuable Asset
• 🎯 How to Prioritize When You Have Too Many Ideas
• 🛑 I Had Too Many Habits. Here’s What Saved Me.
• 🌡️ Most Habit Trackers Miss the Point
• 🏋️ How I Build Habits That Don’t Break
• 🕯️ How to Close a Chapter Without Regret
• 🕹️ What an AI Playing Breakout Taught Me About Reality
• 🪟 Why Smart People Underperform
• 💪 The Cure For Anxiety Is Doing More Of It
• 🔍 We Live in the Wild. Not the Zoo.
• 🗒️ How I Use a Paper To-Do List to Finish What Actually Matters
• 🔪 Long-Haul Luxuries: Why I Only Buy Things Built To Last
• 🌱 Why I Call Everything v0.1 Before I Launch
• 🔮 The Second-Time Rule: Turn Fixes Into Systems
• 🌅 What 2,000 Days of Building in Public Proved
• ➖ Do Less, Get Better: I Removed a Good Chapter
• ✂️ Why the Simplest Version Takes the Most Work
• ⚡ Ship Before It’s Ready
• ⚙️ Justified Complexity
• 🪂 I Left My Job in 2017. Here’s What 10 Years Proved.
• 🕳️ The Nobel Prize Got Loss Aversion Wrong
• 💪 Why Rest Days Made Everything Harder
• 💰 Prediction Markets Are Accurate (That’s the Problem)
• 🧮 The Trade You Make 100 Times a Day
• 🚦 I Run Every Business Idea Through These 11 Filters
• 🪆 Will AI Take Your Job? The Rebuttal Is Incomplete
• 🏋️ Why I Went to the Gym at Midnight (The Streak Method)
• 📕 The One-Morning Rule for Impossible Goals
• 📎 I Ran 150 Tests and Learned When to Quit
• 💣 I Got Lucky. That’s the Problem.
• 🔓 How to Get Lucky in Life
• ⏱️ How I Beat Perfectionism With a 3-Minute Clock
• 🌡️ What Soros Knew About Prediction Markets
• 🫀 Your Customers Aren’t Churning. You Are.
• 🔇 The Sound That Trained Me to Overwork
• 🃏 My Launch Got One Like
• ⚗️ Confidence Is a Side Effect
• 🧩 The Advice That Wrecked My Health
• 🔮 Build Assets Around Your AI, Not Conversations
• 🔬 Send from Your Name
• 🧭 The Middle Is Unknowable
• 🪞 Check If the Desire Is Yours
• 🔓 The Four Games
• ⚖️ Somebody Has to Absorb It
• 🚫 Use Your Rejections
• 🧫 Start With One Experiment
• 🔓 Fuck Around to Find Out
• 🔑 Change One Thing at a Time
• ✂️ The One-Hour Trap
• ⚡ The First Dollar
• 🛹 Skateboard to Space Station
• 🔧 Not Useful, Yet
• 🔗 Experiment Chains
• 🏁 Force Ranking
• 🎯 The Point Is to Try
• 🏔️ Climb to See the Next Peak
• 🔗 Composable Experiments
• 🏗️ How a Notion Doc Became a SaaS
• 🔁 Stop Prompting. Start Training.
• 🛠️ Be Your First Customer
• ⚠️ High-Output, Hidden Risk
• 👥 Twin-Driven Development
• 💤 Background Businesses
• 📅 How I Review a Year in One Hour
• 🦹‍♀️ From Decent to Dominant
• 🎨 More Examples Make It Easier
• 🔁 The Replay Protocol
• ☀️ The Experiment That Changed My Mornings
• ✈️ Micro-Failure vs Macro-Failure
• 🧬 Founder-Nature Fit
• 💜 Make Yourself the Moat
• 📨 Why I Check Email Once a Week
• 🔎 Easy Choices, Hard Life
• 🧪 How a Failed Pre-Sell Built My Business
• 🏋️‍♂️ Compound Lifts
• ♟️ Don’t Waste Pain
• 🔪 Is It Necessary?
• 🔓 If You Can’t Lose, You Aren’t Playing
• 🫵 Words Are Software
• 🩸 Pick Your Pain
• 🆔 How-I Beats How-To
• 🐸 Eat the Frog Last
• ⚓ The Resistance Rule
• 🤏 Start Laughably Small
• 🛡️ No One Owes You Sh*t
• ✍️ Friction is the Feature
• 🏚️ Why I Love When Things Break
• 🏃‍♂️ Why 1% Better Isn’t Enough
• 🧱 Not Perfect, But Better
• 💎 Simplicity Through Intensity
• 🚩 The Hidden Cost of Unreliability
• 🪴 Atomic Ivy Lee Method
• 📊 The Habit Range System
• 🌱 How I Built a Paid Community to 1,000+ Members in 10 Months
• ⏳ 3 Years. No Income.
• 📡 Signal-to-Noise
• ⚠️ Platform Risk
• 🚀 Venture Scale
• 💸 Million-Dollar No Code Businesses
• 📜 100 Rules — Personal Philosophy

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