Dru's Notes

40 Episodes
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By: Dru Riley

One mental model each day in a few minutes. Habits, business, building products and thinking clearly. From Dru Riley, founder of Trends.vc.

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You've Read Enough. It's Time to Start Using It. | Daily Essay
#203
Today at 4:28 PM

Calcium makes bones stronger only once they carry weight, and what you learn builds a skill only once you try to use it. Jim Koch had three Harvard degrees and had never sold anything until twenty bars a day taught him how to sell.

Featuring: Jim Koch, Johann Wolfgang von Goethe

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I Learned This the Hard Way: Write Down Your Rules | Daily Essay
#202
Yesterday at 12:07 PM

One of the rules I read each morning could have saved me three years: don't force it. In 1846 Peter Panum found the old people of the Faroe Islands stayed healthy through a measles outbreak, because their bodies kept a record of the last one. Your rules for living work the same way, but only when you remember them.

Featuring: Peter Panum, George Santayana

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The Compounding Trap: Why Selling a Winner Costs You | Daily Essay
#201
Last Friday at 6:26 PM

Grace Groner bought three shares of Abbott Laboratories for $180 in 1935. When she died at 100 they were worth more than $7 million. A business, a skill, a friendship and a habit compound the same way if you keep showing up for years.

Featuring: Grace Groner, Jeff Bezos

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I Read 1,000s of Founder Stories. Most Won by Copying… | Daily Essay
#200
Last Thursday at 6:06 PM

The first founder to build in a market tends to prove demand, then watches someone who came in later take it. Pebble, Snapchat and Ahrefs show how it plays out, and why marketplaces and networks are the exception.

Featuring: Eric Migicovsky, Dmitry Gerasimenko, Sam Walton

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How to Do 2.5 Hours of Deep Work (It's Easier Than You Think) | Daily Essay
#199
Last Wednesday at 3:24 PM

I just heard someone explain the biggest misconception about Transcendental Meditation: that you're supposed to stop thinking. In TM you silently repeat a word called a mantra, your mind wanders and you come back to it.

Featuring: Thomas Keating, Simone Weil, Swami Vivekananda

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Which Business Model Suits Your Personality? | Daily Essay
#198
Last Tuesday at 4:02 PM

Pieter Levels runs two apps alone on one server. April Dunford's fees stop the week she does. WeWork raised round after round until it filed for Chapter 11. Eleven plants map to eleven kinds of business. Pick the one your temperament will keep alive.

Featuring: Washington Irving, Pieter Levels, Markus Frind, Patrick McKenzie, April Dunford, Jim Buckmaster, Shaun Hill, Andy Yen, Thomas Frank, Dan Ni, Kenneth Lin, Sam Altman, Stéphane Bancel, Sridhar Vembu, Jim Goodnight, Nick Huber

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Same Habits, Different Days: My Daily Experiments | Daily Essay
#197
Last Monday at 1:33 PM

To prove my friend wrong about habits, I sent him a photo of Thai chilies. His meme said discipline makes each day look the same, and one of my habits is to run experiments each day.

Featuring: Ralph Waldo Emerson, Ferran Adrià

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Remind Yourself Who The F*ck You Are. | Daily Essay
#196
10/04/2026

Tim Ferriss kept a jar of awesome, slips of good moments he read when he felt down. I keep a highlight reel, a list of my wins, and read it each morning. Olympic diver Laura Wilkinson watched a video of her best dives before each meet and won gold months after breaking her foot.

Featuring: Tim Ferriss, Laura Wilkinson

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Every Type of Courage Explained | Which One Do You Have? | Daily Essay
#195
10/03/2026

You can run a marathon and still dodge a hard talk with your wife. Courage comes in three kinds: mental, social and physical. Bravery in one kind stays in that kind.

Featuring: Alex Hormozi, Jia Jiang

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The Power of Focus: What Early AI Models Taught Me | Daily Essay
#194
10/02/2026

In 2012 I gave a side project two hours of deep work each morning before my day job. It failed and I dropped the habit with it. METR grades AI models by the longest task they can finish, and a person with chopped-up attention is stuck where GPT-2 was.

Featuring: Ken Thompson, Llion Jones

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The 1 Rule That Stops Me Raising My Goals Too Soon | Daily Essay
#193
10/01/2026

A week of easy runs had me ready to make an hour my new floor. Then I remembered the run my rule asks for first. Seán Quinn's 35 years of wins ended in a €3 billion loss on one Irish bank.

Featuring: Seán Quinn, Carl Sagan

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What a Depression Drug Taught Me About Rich People's Habits | Daily Essay
#192
09/30/2026

I looked up dozens of people who got rich before 50 and what they did each day. When I went looking for people with the same habits who never got rich, I could barely find any.

Featuring: Ben Goldacre, Warren Buffett, John D. Rockefeller, Galeazzo Ciano

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If It Fits, It Sticks | Daily Essay
#191
09/29/2026

I love to bike, but I run instead, because on foot I feel safer. After cars killed more than 3,000 people in the Netherlands in 1971, the Dutch kept biking and changed their environment instead.

Featuring: Vic Langenhoff

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I Quit The ONE Thing Three Times Before I Got It Right | Daily Essay
#190
09/28/2026

Scored on the finish, my one thing shrank until it took a few minutes. The work I cared about barely moved, until I heard Gary Keller say he blocks four hours a day for his.

Featuring: Gary Keller, Raymond Chandler, Alex Hormozi, Cal Newport, Charles Darwin, Haruki Murakami

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A Day on the Moon. A Decade of Depression. | Daily Essay
#189
09/27/2026

Buzz Aldrin spent 21 hours on the moon and the next decade fighting depression and alcoholism. Some goals give you a high and fade. Others make each ordinary day better after you reach them.

Featuring: Buzz Aldrin, Fyodor Dostoevsky, Pete Adeney

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Why “Systems Not Goals” Is a Trap | Daily Essay
#188
09/26/2026

A goal needs a system to reach it. A system needs a goal to give it direction.

Featuring: Maurice Ashley, Bill Walsh, Seneca

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(00:00) Seneca's port
(00:06) Maurice Ashley works backward to grandmaster
(00:25) Goals and...


The Truth About Running Multiple Businesses at Once | Daily Essay
#187
09/25/2026

I spread one daily marketing block across 8 products and each one lost momentum while I tended to the other seven. With 8 products sharing that block, each one got marketing time once or twice a week.

Featuring: Serena Williams

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The 4 Anti-Habits That Make My Habits Possible | Daily Essay
#186
09/24/2026

Each day I reach out to 13 people, do 8 courage challenges and run 34 minutes. As my habits grew, I tightened my anti-habits. Haruki Murakami went to bed at 9pm to buy his 4am writing start. Formula 1 brakes let drivers stay at speed longer before each corner. The more aggressive your habits are, the more aggressive your anti-habits need to be.

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Featuring: Shonda Rhimes, Haruki Murakami

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I Use Evolution to Predict Which Markets Survive AI | Daily Essay
#185
09/23/2026

Chegg lost about 99% of its market value while electricians got busier. Markets take the same five routes species take through an ice age: gone, hurt, unchanged, thriving and new.

Featuring: Elizabeth Kolbert

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(00:00) Watching markets meet...


What Google's M&M Jars Taught Me About Willpower | Daily Essay
#184
09/22/2026

Ten years back, my interior designer wanted to put a bar cart in my house. Put liquor in plain sight and you're subconsciously primed. Move it out of sight and the thought doesn't form.

Featuring: Leonardo da Vinci

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What a 20-Mile Night Run Taught Me About Negative Returns | Daily Essay
#183
09/21/2026

Kiese Laymon ran at least six miles a day for 2,564 days straight until his body broke. With most good things, more does less each time. With a few, more starts producing the harm it was protecting you from.

Featuring: Kiese Laymon, Dongfang Shuo

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How I Play Aggressive But Safe | Daily Essay
#182
09/20/2026

Blue team defends a system. Red team breaks in. The defender needs to be perfect, while the attacker only has to find a single error.

Featuring: Biggie Smalls, Cory Doctorow, Phil Hellmuth

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(00:00) Blue Team vs...


Why I Turn My Phone Screen Red at 9pm | Daily Essay
#181
09/19/2026

Unlocking your phone by face is instant. A passcode adds a few seconds of friction where you decide whether to keep going.

Featuring: W. Clement Stone

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(00:00) The Passcode Friction
(00:27) Red Light Mode and Sleep<...


The 2,000-Day Experiment I Couldn't Shut Down | Daily Essay
#180
09/18/2026

I ran a daily standup for 2,000 days. Hundreds of founders joined and logged 44,110 standups, but ending it took years.

Featuring: Milton Friedman

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(00:00) Friedman on Temporary Programs
(00:06) The 44,110-Standup Streak
(00:40) Traction as an Accidental...


How I Quit My YouTube Addiction | Daily Essay
#179
09/17/2026

I was on a Trends.vc Masterminds call when the host asked what move had a payoff that wildly outran its cost. Curfew was my answer: an app that blocks YouTube on my laptop until 4pm.

Featuring: Gustave Flaubert, Jonathan Franzen

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I Thought Bigger Muscle Just Meant More Strength | Daily Essay
#178
09/16/2026

I thought bigger muscle just meant more strength. Then a health podcast on a run split capacity from firing. Two fishermen showed why waiting to feel ready is just not starting.

Featuring: Dickie Bush, Flannery O'Connor

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How I Learned Spanish While Running | Daily Essay
#177
09/15/2026

I tried to learn Spanish for years and never consistently found the time. Any hour I gave it came straight out of something else I needed to do.

Featuring: Kevin J. Anderson, Nilofer Merchant, Alice Walker

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I Did It Once, So I Can Do It Again | Daily Essay
#176
09/14/2026

Roger Bannister broke the four-minute mile and within two years dozens followed. Proving that a threshold is possible destroys the mental hurdle and ratchets belief forward.

Featuring: Roger Bannister, John Landy

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(00:00) The critical organ
(00:06...


How a Dark Mexico City Room Killed My Output | Daily Essay
#175
09/13/2026

I paid two to three times what the same condo cost outside the city. It was the tail end of a three-year mini-retirement.

Featuring: B. F. Skinner, Wilbur Wright, Lee Robins

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(00:00) Paying for the BeltLine<...


The Habit That (Quietly) Changed My Life | Daily Essay
#174
09/12/2026

My shirt rubbed my nipple raw when I moved my run from 55 minutes to 89. Dehydration arrived at the same time.

Featuring: Safi Bahcall, Emil Zátopek

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(00:00) Phase transitions in habit systems
(00:12) Moving a run f...


Why I Said No to Venture Capital for Trends.vc | Daily Essay
#173
09/11/2026

On the show Creator Lab, Bilal Zaidi asked me whether I would take investors for Trends.vc. I said no.

Featuring: Bilal Zaidi, Phillip Knowlton, Craig Newmark, Jim Buckmaster, Travis Kalanick, Fawzi Kamel

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(00:00) Stability at...


I Got Everything I Wanted at 23 and Stopped Growing | Daily Essay
#172
09/10/2026

I got the thing I'd wanted my whole life and then I stopped growing. Doing hard things when your back is against the wall is survival; courage is doing them when nothing is making you.

Featuring: Søren Kierkegaard, Jia Jiang, Tim Ferriss

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The 1 Area I Ignored Across 20 Businesses | Daily Essay
#171
09/09/2026

I tried more than 20 businesses before one of them worked. One or two made a little money, but none of them got big despite working hard on each one.

Featuring: Thomas Reid

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(00:00) The weakest link...


Plenty of Fish Sold for $575M. He Had 3 Employees.
#170
09/08/2026

Markus Frind built the largest dating site in the world by himself, ran it on about an hour a day and sold it for $575 million to a single shareholder. Then he bought more than 1,100 acres in the Okanagan and went back to farming.

Featuring: Markus Frind, Annie Frind, Kevin Burton, Frank Giustra, Lady Gaga

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The Estimation Trick I Use to Start Moving | Daily Essay
#169
09/08/2026

Each day I ask one question: what's the one thing I can do that makes everything else easier or unnecessary? Putting a time estimate beside the answer forces a mental simulation before you lift a finger.

Featuring: Sun Tzu

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The $1,000 Rule Behind My Trends.vc Reports | Daily Essay
#168
09/07/2026

When I wrote my first Trends.vc reports, I focused on density. Each good piece of content either makes you afraid to stop consuming or unable to stop consuming: the signal-to-noise contract or the escapism contract.

Featuring: Flannery O'Connor

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The Pattern Behind Every System Collapse | Daily Essay
#167
09/06/2026

Habit systems, airline networks and 17th-century warships all fail the same way: not from a catastrophic shock, but under the weight of too many reasonable additions.

Featuring: Hyman Minsky, Courtland Allen, Michael Santoro, Lyn Montgomery, Klas Fleming, Joseph Tainter

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I Chose to Be Worst at Replying | Daily Essay
#166
09/05/2026

Send me an email on Tuesday and you hear back the following Monday. That lag buys six days of unbroken focus, the same way Costco's 14% markup cap and Southwest's single aircraft type bought each company the thing it actually sells.

Featuring: Thomas Sowell

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How I Stop Procrastinating | The Single Page Method | Daily Essay
#165
09/04/2026

Avoiding the work does not mean you are lazy. It means the step in front of you is too steep.

Featuring: John Steinbeck

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(00:00) Resistance means the step is too steep
(00:25) John Steinbeck stalls before...


Why Poker Pros Fold What Investors Buy | Daily Essay
#164
09/03/2026

Erik Seidel folds king-nine because a weak side card leaves you drawing to second-best. Warren Buffett skipped that fold in 1962, spent 20 years buying looms for a dying textile mill and put the bill at over $200 billion in forgone compounding.

Featuring: Erik Seidel, Warren Buffett, Charlie Munger, Maria Konnikova, Doyle Brunson, Derek Sivers

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