Founded the Victoria, British Columbia design agency MetaLab in 2006, at 19, then co-founded Tiny to buy, start and hold internet businesses.
127 articles · 251 books they recommend · 82 appearances
| Never Enough | From Barista to Billionaire | 2024 | – |
Source: Bookshelf
Source: Bookshelf
Also recommended by: Bill Gates
Carnegie's rise from a bobbin boy of thirteen to the richest man in the world.
Source: Bookshelf
Also recommended by: Abi Tyas Tunggal, Codie Sanchez, Paul Graham
“I picked this one up on a recommendation from a friend expecting a tell all autobiography. What I got instead was far more weird and wonderful. I don't think I could make it through more than a few pages without dying laughing.” — Andrew Wilkinson
Source: Newsletter
Franklin's life as printer, scientist, diplomat and founder.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Alfred Lin, Mohnish Pabrai, Brett Adcock and 6 others
A biography of Bill Gates covering his reinvention after Microsoft.
Source: Bookshelf
Also recommended by: Bill Gates, Aileen Lee, Barack Obama and 2 others
Buffett's life from Omaha and Graham's class to building Berkshire Hathaway.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Christopher Bloomstran, Guy Spier and 11 others
Two years shadowing Musk, across SpaceX, Tesla, Neuralink and the buying of Twitter.
Source: Bookshelf
Also recommended by: Terrance McArthur
Sam Bankman-Fried's rise through Jane Street, Alameda and FTX to its collapse.
Source: Bookshelf
“It's a memoir about the sudden death of a partner and what ripples out from there. Made me want to move to New York ASAP. I pounded through it in a few days while I was on vacation, highly recommend.” — Andrew Wilkinson
Source: Newsletter
“Ian Leslie's wonderful new book about the relationship between John Lennon and Paul McCartney. If you're into The Beatles, or even just interested in how creativity happens, it's a great read.” — Andrew Wilkinson
Source: Essay
Kissinger's life and years in power, where realism, secrecy and strategy met.
Source: Bookshelf
Also recommended by: Scott Belsky
“A window into the kind of person who does the same job obsessively, week after week, for 50 years. So many great anecdotes about Lorne and his crazy famous friends. I couldn't put this down.” — Andrew Wilkinson
Source: Newsletter
Dell's founder on the buyout, the Icahn fight and VMware
Also recommended by: Bill Gates, Eric Schmidt, Jamie Dimon and 5 others
How a running-shoe importer became Nike, surviving one cash crisis after another.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Bill Gates, Mohnish Pabrai, Warren Buffett and 24 others
A daughter's memoir of a California childhood between her mother and Steve Jobs.
Also recommended by: Vlad Tenev
Authorised; Ellison's rebuttals run in footnotes throughout.
Source: Bookshelf
Also recommended by: Aaron Levie
“It turns out it's ghost written by J.R. Moehringer, who has written some of my favourite biographies. Highly recommend.” — Andrew Wilkinson
Source: Newsletter
Steve Jobs's life and Apple's products, from forty interviews with him and many more.
Also recommended by: Mohnish Pabrai, Patrick Collison, Bill Gates and 15 others
Bill Gross and how he built PIMCO into the largest bond manager, until 2014.
Source: Bookshelf
Peter Thiel biography with substantial Palantir founding material.
Source: Bookshelf
Samuel Zemurray rose from selling ripe bananas to taking over United Fruit.
Also recommended by: Nat Eliason, Ryan Holiday, Eric Jorgenson and 2 others
A Hollywood producer's life behind The Godfather, Chinatown and Rosemary's Baby.
“Robert Evans went from 50's movie star to running Paramount Pictures during its Godfather heyday, only to fall flat on his face and go broke in the eighties. Pure Hollywood popcorn and full of fun (probably half-true) anecdotes about seemingly every…” — Andrew Wilkinson
Source: Newsletter
Also recommended by: David Cancel
“It's about Francis Ford Coppola, George Lucas, and Steven Spielberg going from unknown young filmmakers to completely remaking Hollywood. Pure Hollywood popcorn - lots of good stories.” — Andrew Wilkinson
Source: Essay
Buffett's life to 2008, written with full access to his files and his friends.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Guy Spier, Mohnish Pabrai and 5 others
How Rockefeller built Standard Oil, faced its breakup and gave his fortune away.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Charlie Munger, Christopher Bloomstran and 11 others
“A memoir by Graydon Carter, the longtime editor of Vanity Fair. It's a bit of a shock to read about just how incredible the magazine business used to be.” — Andrew Wilkinson
Source: Newsletter
Gladwell on underdogs and mistaken assumptions about advantage
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Mohnish Pabrai, Andrew Chen
Flow, the state of full absorption in a hard task, and how to find it more often.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Jim Collins, Mohnish Pabrai, Raoul Pal
Source: Essay
Also recommended by: Bill Gates
Six principles of compliance, from reciprocity to scarcity, and how sellers use them.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Charlie Munger, Christopher Begg and 28 others
“I love this line from Dr. James Hollis' incredible book (one of my favorites from the last few years)” — Andrew Wilkinson
Source: Essay
Depression and anxiety traced to lost connections to work, people and values.
Source: Bookshelf
Also recommended by: Arianna Huffington, Brad Feld, Nir Eyal
Also recommended by: Claire Diaz-Ortiz
Tavris and Aronson focus on what happens after a bias fires: the self-justification, narrative revision, and escalating commitment that follow. Cognitive dissonance, they argue, is not a personality flaw but a universal mechanism, and understanding it explains police misconduct, political tribalism, and therapy failures in a single framework.
Also recommended by: Mohnish Pabrai, Nat Eliason, Peter Attia
“There are many things that never change” — Andrew Wilkinson
Source: Newsletter
An engineer's approach to happiness: the illusions and brain flaws behind suffering.
Source: Bookshelf
Also recommended by: Peter Attia
Daniel Gilbert's accessible account of affective forecasting — our poor ability to predict what will make us happy. His research on immune neglect and focalism is less cited than Kahneman's work but equally well-evidenced.
Source: Bookshelf
Also recommended by: Mohnish Pabrai, Derek Sivers, Ev Williams and 1 other
Change made easier: direct the rational rider, motivate the emotional elephant.
Source: Bookshelf
Also recommended by: Mohnish Pabrai, Nir Eyal, Tony Hsieh
Source: Bookshelf
Also recommended by: Bill Gates, The Barefoot Investor
The 'Upper Limit Problem': how people sabotage themselves when good things happen.
Source: Bookshelf
Also recommended by: Noah Kagan
Alfred Adler's psychology taught through five nights of dialogue.
“This book is oddly written (it's translated from Japanese), but it changed my life.” — Andrew Wilkinson
Source: Newsletter
Also recommended by: Ali Abdaal, Tim Ferriss, Anthony Pompliano and 10 others
“a new book by Robert Waldinger, the study's current director, and it drove this home.” — Andrew Wilkinson
Source: Essay
Ancient wisdom on happiness tested against modern psychology and brain research.
Source: Bookshelf
Also recommended by: Tony Hsieh
Eighteen patterns of human behaviour, from irrationality on, and how to handle them.
“If you've ever been curious about psychology or human behavior, it is by far the most comprehensive and memorable book I've found.” — Andrew Wilkinson
Source: Newsletter
Also recommended by: Library Mindset
Michael Lewis's account of the Kahneman-Tversky collaboration works as intellectual biography and as a second path through the research for readers who find academic writing slow. The friendship and its eventual fracture clarifies how two very different minds produced work that neither could have done alone.
Source: Bookshelf
Also recommended by: Mohnish Pabrai, Ray Dalio, Alfred Lin and 5 others
Kahneman's synthesis of behavioral economics is the cognitive science underpinning every negotiation tactic. Anchoring, loss aversion, framing effects, and the planning fallacy — understanding why these biases operate, not just that they exist, makes you harder to exploit and more honest about your own irrationality.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Charles de Vaulx, Frank Martin and 31 others
Source: Bookshelf
Also recommended by: David Kadavy
Rene Girard's theory that people imitate each other's desires, applied to business.
Also recommended by: Chamath Palihapitiya, Garry Tan and 2 others
Seven patterns, such as the adjacent possible, in the settings that produce ideas.
Source: Bookshelf
Also recommended by: Bill Gates, Mohnish Pabrai, Tony Hsieh and 2 others
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Bill Gates, Thomas Gayner
Source: Bookshelf
Also recommended by: Mohnish Pabrai, Nat Eliason
Fake documents giving made-up "true stories" of Dylan, the Stones and other bands.
“the book he wrote about it is hilarious” — Andrew Wilkinson
Source: Essay
In 1979 a prosperous car dealer, co-owner of the lot, is haunted by regrets.
Source: Bookshelf
In 1989 an overweight car dealer with a failing heart copes with a son on cocaine.
“I finally made it through the entire Rabbit series. This book was by far the weakest of the four, and it still makes my top 5 list. Updike is, in my opinion, the best fiction writer of the last century.” — Andrew Wilkinson
Source: Newsletter
A novel of a teenager hunting 1980s-themed puzzles in a virtual world for a fortune.
Also recommended by: Astro Teller, Austen Allred, Brian Armstrong and 5 others
Also recommended by: Vinod Khosla, Chris Dixon, Mark Zuckerberg
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Bill Gates, Thomas Gayner
A novel of nine people whose lives are bound up with trees and their defence.
Source: Bookshelf
Also recommended by: Bill Gates, Tim Ferriss, George Hatzis and 1 other
Source: Bookshelf
Also recommended by: Ryan Holiday
Steven Pinker's 500-page empirical survey of progress across 15 dimensions: health, wealth, equality, safety, knowledge, quality of life. Explicitly frames market economies and Enlightenment liberalism as the institutional sources of that progress. Has been criticized for cherry-picking metrics and underweighting catastrophic risks; the data itself is worth engaging with regardless.
Also recommended by: Bill Gates, Daniel Petre, Michael Mauboussin and 1 other
Harari's concern — that humans may cede decision-making to opaque systems through preference rather than coercion — reframes the alignment problem as a cultural and political challenge, not only a technical one. Less rigorous than Bostrom or Russell, but more widely read, making it a useful lens for understanding public discourse.
Source: Bookshelf
Also recommended by: Bill Gates, Nat Eliason, Richard Branson and 6 others
America in the summer of 1927: a booming stock market, a great flood and more.
Source: Bookshelf
How shared fictions such as money, nations and gods let humans cooperate at scale.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Bill Gates, Mohnish Pabrai, Nat Eliason and 37 others
Recurring patterns drawn from world history: biology, morals, religion, economics.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Balaji S. Srinivasan, Nat Eliason and 11 others
Churchill's first year as prime minister, from Dunkirk through the Blitz.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Bill Gates, Joel Greenblatt, Daniel Petre and 2 others
Every Berkshire annual letter since 1965, in order, as the company grew.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Arnold Van Den Berg, Francois Rochon and 4 others
Synthesis of his mental-models framework, not a life.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Christopher Bloomstran, Mohnish Pabrai and 6 others
Bill Ackman's six-year campaign against bond insurer MBIA, from 2002 to 2008.
Also recommended by: Bill Ackman
Speeches making the case for a latticework of mental models from many fields.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Charlie Munger, Christopher Bloomstran and 25 others
The explicit argument for cloning rather than originating ideas.
“It is, without a doubt, my most recommended book on investing” — Andrew Wilkinson
Source: @awilkinson on X, 22 May 2024
Also recommended by: Guy Spier, Terrance McArthur
Spier on the psychology and habits behind durable value investing.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Christopher Bloomstran, Mohnish Pabrai
How Jim Simons's Renaissance used maths and data to earn the best returns on record.
Second-level thinking on risk and cycles, with notes by Klarman and Greenblatt.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Mohnish Pabrai, Nat Eliason, Peter Attia and 1 other
Quotation collection with commentary; thin, but the quotes are sourced.
Also recommended by: Chris Powers, David Cancel
Twelve rules for living, each drawn from clinical practice, biology and myth.
Also recommended by: Nat Eliason, Alex and Books, Ana Fabrega and 6 others
Modern Stoicism; desire management and negative visualisation
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Austen Allred, David Heinemeier Hansson and 6 others
Source: Bookshelf
Also recommended by: David Cancel, Nat Eliason, Jan Losert and 3 others
“a book that historian Will Durant wrote in his 90s, a summation of his thoughts on the meaning of life at the end of his” — Andrew Wilkinson
Source: Newsletter
Also recommended by: Matt Mullenweg, Naval Ravikant
Montaigne's life and essays, read as answers to the question of how to live.
“I also recommend Derek's other books (How To Live is especially good).” — Andrew Wilkinson
Source: Newsletter
Also recommended by: Patrick Collison, Marc Andreessen and 1 other
“I also recommend Derek's other books (How To Live is especially good).” — Andrew Wilkinson
Source: Newsletter
Where the worry about others' judgement of us comes from, and how people overcome it.
Also recommended by: Garry Tan
Source: Bookshelf
Also recommended by: Nat Eliason, Naval Ravikant
“Derek is one of my favorite writers, and his latest book is focused on a simple idea: our beliefs are often not necessarily true, but simply useful to us. That beliefs are tools, not truths.” — Andrew Wilkinson
Source: Newsletter
MacAskill's longtermist argument, grounded in effective altruism, is the most rigorous philosophical case for prioritizing future people. His core claim — that if the future contains vast numbers of people, influencing its trajectory matters more than almost anything we might do for the present — is informed by Derek Parfit's work on personal identity and is the most demanding version of the long-term thinking argument.
Source: Bookshelf
Also recommended by: Ali Abdaal
Amazon from 2010 to 2020: Alexa, AWS, logistics and its rise to the top.
Source: Bookshelf
How Theranos reached a $9 billion value with blood tests that never worked.
Also recommended by: Alfred Lin, Bill Gates, Andrew Chen and 6 others
Simplicity as Apple's operating principle, from the adman who worked with Jobs.
Source: Bookshelf
Also recommended by: Austen Allred, Keith Rabois
How Uber grew on subsidies and aggression until its founder was pushed out in 2017.
Also recommended by: Alexis Ohanian, Anna Cheng, Changpeng Zhao and 2 others
Amazon's first two decades, from an online bookshop to selling nearly everything.
Source: Bookshelf
Also recommended by: Mohnish Pabrai, David Cancel, Doug McMillon and 5 others
How Enron used mark-to-market accounting and hidden deals until its 2001 bankruptcy.
Source: Bookshelf
Also recommended by: Mohnish Pabrai, Warren Buffett
Source: Bookshelf
Also recommended by: Nat Eliason, Jack Dorsey
Step-by-step rules for hosting short, structured parties that build relationships.
Also recommended by: Austin Rief
How to make sense of the daily torrent of news, and what it does to our minds.
Source: Bookshelf
Also recommended by: Antonio García Martínez
Short pieces of advice on living, goals, generosity, careers, family and money.
Source: Bookshelf
Also recommended by: Matt Mullenweg
Burkeman's book on finitude is the necessary counterweight to grandiose civilizational thinking. Four thousand weeks is approximately an 80-year life, and Burkeman's argument — that productivity systems typically function as denial mechanisms against this fact — forces the question of how a mortal agent ought to orient toward long-term causes. The tension between personal finitude and multigenerational obligation is never fully resolved here, which is exactly right.
Source: Bookshelf
Also recommended by: The Barefoot Investor, Sahil Bloom
Get commitments out of your head into a trusted system, and decide next actions.
Source: Bookshelf
Also recommended by: Tony Hsieh, Ali Abdaal, Arianna Huffington and 4 others
Tim Ferriss's book belongs on a personal-finance list not for its investment advice but for its income argument: the fastest way to reach financial independence may be redesigning how and where you work rather than cutting spending to the bone. The 'new rich' framework is deliberately provocative, and the specific tactics age poorly, but the income-side case remains underweighted in most FIRE writing.
Source: Bookshelf
Also recommended by: Ev Williams, Mohnish Pabrai, Nat Eliason and 18 others
Seven habits, from being proactive to win-win, that build personal effectiveness.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Jim Collins, Mohnish Pabrai, Ran Segall and 8 others
“One of the most important books I've read in the past 10 years. Here's the gist: take action on an idea as soon as you think of it so that you don't forget about it or let your inaction torture you.” — Andrew Wilkinson
Source: Essay
Six traits of memorable ideas, from simple and unexpected to emotional stories.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Mohnish Pabrai, Nat Eliason, Tony Hsieh and 8 others
“he breaks it all down in his new book on using stories in a business context. It's called Stories Sell, and you should go check it out.” — Andrew Wilkinson
Source: Newsletter
How to find and tell personal stories, and how telling them well helps careers.
Source: Bookshelf
Also recommended by: Ali Abdaal
The key elements of literary memoir: memory, identity and reflecting on the past.
Source: Bookshelf
Also recommended by: Tim Ferriss
Why AI must be redesigned from the ground up to keep superhuman machines in check.
Source: Bookshelf
Also recommended by: Elon Musk, Sam Altman
How AI could change crime, war, justice, jobs and what it means to be human.
Source: Bookshelf
Also recommended by: Bill Gates, Elon Musk, Keith Rabois and 1 other
Agrawal, Gans, and Goldfarb apply economic logic to AI's real contribution: cheap prediction. The framework — AI as prediction machine that changes the relative value of judgment and data — is more useful for understanding where AI creates and destroys value than any amount of case studies.
Source: Bookshelf
Why AI and synthetic biology will spread fast and cheaply, and how to contain them.
“Everything is about to be changed by AI in a radical, scary way” — Andrew Wilkinson
Source: Newsletter
Also recommended by: Bill Gates, The Barefoot Investor
How a college dropout with no family money made himself a fortune.
Also recommended by: Derek Sivers, Sam Parr and 1 other
Small firms fail when technicians run them; build systems that run the business.
Also recommended by: Alex Lieberman, Ali Abdaal, Derek Sivers and 5 others
Subtitled 'Building a Business When There Are No Easy Answers'
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Balaji S. Srinivasan, Nat Eliason and 33 others
Venture capital from Arthur Rock to SoftBank, and why a few big bets pay for all.
Source: Bookshelf
Also recommended by: Anthony Pompliano, Josh Wolfe and 3 others
“my friend Nick Huber's excellent new book on how to get rich by starting blue collar businesses” — Andrew Wilkinson
Source: Newsletter
“there's a wonderful book on this topic called Sacred Cows: The Truth About Divorce and Marriage. I recommend checking it out if you find yourself thinking about this.” — Andrew Wilkinson
Source: Essay
Source: Bookshelf
Also recommended by: Paul Graham
Source: Bookshelf
How Ross Ulbricht built Silk Road, the online drug market, until the FBI caught him.
Source: Bookshelf
Also recommended by: Alexis Ohanian, Casey Neistat, Chris Dixon and 2 others
“When I first started MetaLab, Dan Cederholm was my hero. Bulletproof Web Design was the first book I read when I was learning the ropes.” — Andrew Wilkinson
Source: Essay
The evidence for a diet that can prevent and treat the leading causes of death.
Also recommended by: Jordan Hughes, Karlene Markham and 1 other
Source: Bookshelf
Also recommended by: The Barefoot Investor, Bill Ackman
A diet drawn from 25 years of research on ageing and nutrition, for a longer life.
Also recommended by: Kevin Rose
How sleep, diet and social media feed ADHD-like traits, with Trump as a case study.
Source: Bookshelf
A tour of the human body: how it works, how it heals itself and how it fails.
Source: Bookshelf
Also recommended by: Morgan Housel
Shackleton's men survive after the ice crushes their ship Endurance in Antarctica.
Source: Bookshelf
Also recommended by: Morgan Housel, Nat Eliason, Bryan Johnson and 6 others
Source: Bookshelf
Also recommended by: Brian Chesky
Source: Bookshelf
Also recommended by: Bill Gates
Eight CEOs who beat the market by allocating capital, not by running operations.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Dan Loeb, Francois Rochon, Mohnish Pabrai and 11 others
A six-week programme to automate banking, credit, saving and investing.
Also recommended by: Mohnish Pabrai, Nat Eliason and 2 others
Interviews with 50 investors, from Dalio to Bogle, turned into money advice.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Nat Eliason, Ray Dalio, Ryan Peterson
Twenty short essays on why behaviour matters more than knowledge with money.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Nat Eliason, Ali Abdaal, Ana Fabrega and 9 others
Masayoshi Son's rise from Kyushu to SoftBank, Yahoo Japan and the Vision Fund.
Source: Bookshelf
How Chuck Feeney made a fortune from Duty Free Shoppers and gave it away in secret.
“I just finished it and it's incredibly inspiring. He died last year, giving away over $8 billion in his lifetime.” — Andrew Wilkinson
Source: Newsletter
Also recommended by: Mohnish Pabrai
Sam Altman's life, including his November 2023 firing and return at OpenAI.
Source: Bookshelf
From the Harvard Negotiation Project, this examines the negotiations we avoid: performance reviews, relationship ruptures, disagreements about fault. The three-conversation model (what happened, feelings, identity) explains why these go wrong and provides a structure for having them anyway.
Source: Bookshelf
Also recommended by: Ryan Hoover
Four steps to speak without blame: observations, feelings, needs and requests.
Source: Bookshelf
Also recommended by: Dustin Moskovitz, Emmett Shear and 2 others
Source: Bookshelf
Also recommended by: Ran Segall, Tim Ferriss
Why America lost the ability to build housing, energy and infrastructure.
Source: Bookshelf
Also recommended by: Bill Gates
Why the US-guarded trading order is ending, and what that means for supply chains.
Source: Bookshelf
“I'd been gifted this book like three times but had zero interest in reading it. I don't care about surfing. God was I wrong. Beautiful stuff.” — Andrew Wilkinson
Source: Newsletter
Also recommended by: Paul Graham, Sahil Bloom
A tennis champion's life story, built around the fact that he hated tennis.
Source: Bookshelf
Also recommended by: Mohnish Pabrai, Bill Gates, Joe Gebbia and 3 others
His America's Cup campaign; the only book covering the later Ellison.
Source: Bookshelf
Source: Bookshelf
Also recommended by: Jordan Hughes
Seven practices, steadiness to timelessness, joining brain science and meditation.
Source: Bookshelf
“I've been really enjoying Anthony de Mello's book Stop Fixing Yourself on this topic. It's a serious bucket of cold water over the head for anyone who's an obsessive striver.” — Andrew Wilkinson
Source: Newsletter
Why tech products stall between early adopters and the mainstream, and how to cross.
Source: Bookshelf
Also recommended by: Mohnish Pabrai, Aaron Levie, Andrew Chen and 11 others
A marketing adviser's ideas for growing a business or a career.
Also recommended by: Nat Eliason, Ramit Sethi, Tony Robbins
Explains an action by tracing its causes back from neurons to hormones to evolution.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Bill Gates, Bryan Johnson, Jackie Vullinghs and 4 others
How GE fell from the world's most valuable company to a conglomerate split in three.
Also recommended by: Bill Gates
Four traps that ruin decisions, such as narrow framing, and a process to beat each.
Source: Bookshelf
Also recommended by: Mohnish Pabrai, Nat Eliason, Tony Hsieh and 2 others
Builds out Munger's latticework idea from primary sources.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Nat Eliason, Warren Buffett, Charlie Munger and 6 others
Prosperity grows as trade and specialisation let ideas meet and combine.
“…books I've recommended, highlighted to death, or forced on friends.” — Andrew Wilkinson
Source: Andrew Wilkinson's Bookshelf, neverenough.com
Also recommended by: Bill Gates, Frank Martin, Mohnish Pabrai and 9 others
David Ogilvy's life and the making of his famous advertising campaigns.
Source: Bookshelf
Also recommended by: Mohnish Pabrai
Source: Bookshelf
Also recommended by: Jason Fried, Jeff Bezos, John Maeda and 5 others
How BlackBerry maker Research In Motion rose to dominance and fell after the iPhone.
Source: Bookshelf
Also recommended by: Mohnish Pabrai
Founder's account of building Firestone; business sense from the tyre trade
Source: Bookshelf
Also recommended by: Charlie Munger, Mohnish Pabrai
A scenario of a nuclear strike on the United States, built on expert interviews.
Source: Bookshelf
| I ended my relationship with energy vampires | neverenough.com | Blog post | 2026-10-12 |
| I lied to my kids... | neverenough.com | Newsletter issue | 2026-09-08 |
| What do people say behind your back? | neverenough.com | Blog post | 2026-08-19 |
| Are you guys hanging out without me? | neverenough.com | Blog post | 2026-08-19 |
| Are you guys hanging out without me? | neverenough.com | Newsletter issue | 2026-08-19 |
| Have babies with the wrong person | neverenough.com | Blog post | 2026-05-27 |
| Have babies with the wrong person… | neverenough.com | Newsletter issue | 2026-05-27 |
| I gave $16 million dollars away | neverenough.com | Blog post | 2026-04-29 |
| Rewriting fear | neverenough.com | Blog post | 2026-04-29 |
| I spent 25 years treating the wrong thing | neverenough.com | Blog post | 2026-04-29 |
| I wasted my twenties... | neverenough.com | Newsletter issue | 2026-04-29 |
| Fight with a pulse oximeter | neverenough.com | Blog post | 2026-04-09 |
| Three cans before noon | neverenough.com | Blog post | 2026-04-09 |
| I invited 150 people to an island… | neverenough.com | Newsletter issue | 2026-04-09 |
| The misunderstood platypus | neverenough.com | Blog post | 2026-03-28 |
| The buyer I wished existed | neverenough.com | Blog post | 2026-03-27 |
| Start with the buyer | neverenough.com | Blog post | 2026-03-26 |
| Own the noun | neverenough.com | Blog post | 2026-03-25 |
| Sixty percent of everything I touched failed | neverenough.com | Blog post | 2026-03-24 |
| I don't need help burying a body… | neverenough.com | Newsletter issue | 2026-03-03 |
| I accidentally bought a concrete company? | neverenough.com | Blog post | 2026-02-11 |
| I asked ChatGPT to be my relationship coach | neverenough.com | Blog post | 2026-02-11 |
| My name was in the Epstein files… | neverenough.com | Newsletter issue | 2026-02-11 |
| Divorce is awesome | neverenough.com | Blog post | 2026-01-08 |
| From an 8 to a 1 | neverenough.com | Blog post | 2026-01-08 |
| The house is the patient | neverenough.com | Blog post | 2026-01-08 |
| Divorce is awesome… | neverenough.com | Newsletter issue | 2026-01-08 |
| Oh, to be 86 again | neverenough.com | Blog post | 2025-12-04 |
| I own a misunderstood platypus… | neverenough.com | Newsletter issue | 2025-12-04 |
| I lit ten million dollars on fire trying to compete with Asana | neverenough.com | Blog post | 2025-11-06 |
| Start a group thread | neverenough.com | Blog post | 2025-11-06 |
| Where are the protest songs | neverenough.com | Blog post | 2025-11-06 |
| I lost ten million dollars doing something stupid. | neverenough.com | Newsletter issue | 2025-11-06 |
| Lonely Conglomerateurs in Maui | neverenough.com | Newsletter issue | 2025-10-27 |
| Letting people down | neverenough.com | Blog post | 2025-10-23 |
| How to succeed by failing (over and over again) | neverenough.com | Blog post | 2025-10-23 |
| How I succeed by starting companies that (mostly) fail. | neverenough.com | Newsletter issue | 2025-10-23 |
| Your business shouldn't do good | neverenough.com | Blog post | 2025-10-09 |
| Pascal's wager for AI | neverenough.com | Blog post | 2025-10-09 |
| Your business shouldn't do good. | neverenough.com | Newsletter issue | 2025-10-09 |
| Do you want people to like you? | neverenough.com | Blog post | 2025-09-04 |
| The snoring score | neverenough.com | Blog post | 2025-09-04 |
| I want you to hate me | neverenough.com | Blog post | 2025-09-04 |
| I want you to hate me | neverenough.com | Newsletter issue | 2025-09-04 |
| She pushed the needle into my arm | neverenough.com | Blog post | 2025-07-10 |
| 30,000 views for a paper store | neverenough.com | Blog post | 2025-07-10 |
| The Starbucks floor mopper | neverenough.com | Blog post | 2025-07-10 |
| She pushed the needle into my arm… | neverenough.com | Newsletter issue | 2025-07-10 |
| Humans can't sort email | neverenough.com | Blog post | 2025-05-22 |
| A crafty Dutchman pinned me down. | neverenough.com | Newsletter issue | 2025-05-22 |
| Are you an Interesting Person? | neverenough.com | Newsletter issue | 2025-04-30 |
| 2,800 years of the kids aren't okay | neverenough.com | Blog post | 2025-04-25 |
| I made $20,303 power washing driveways | neverenough.com | Newsletter issue | 2025-04-25 |
| I solve every business problem by firing myself | neverenough.com | Blog post | 2025-04-04 |
| A $3,600 keyboard and a $66 million dollar investment | neverenough.com | Newsletter issue | 2025-04-04 |
| I got diagnosed with a brain disorder | neverenough.com | Blog post | 2025-03-12 |
| Men: no offense, but you dress like shit | neverenough.com | Blog post | 2025-03-12 |
| I got diagnosed with a brain disorder. | neverenough.com | Newsletter issue | 2025-03-12 |
| Never call a restaurant again | neverenough.com | Blog post | 2025-01-22 |
| I committed email suicide. | neverenough.com | Newsletter issue | 2025-01-22 |
| Sleep like Dracula | neverenough.com | Blog post | 2024-12-31 |
| Are you insane? | neverenough.com | Newsletter issue | 2024-12-31 |
| The tail end | neverenough.com | Blog post | 2024-12-09 |
| Your parents put you down and never picked you back up. | neverenough.com | Newsletter issue | 2024-12-09 |
| I hate wealth managers | neverenough.com | Blog post | 2024-10-29 |
| Parent lazier, not harder | neverenough.com | Blog post | 2024-10-29 |
| You should ignore your kids. | neverenough.com | Newsletter issue | 2024-10-29 |
| Therapy for nerds | neverenough.com | Blog post | 2024-10-08 |
| How business made me twenty best friends | neverenough.com | Blog post | 2024-10-08 |
| My new favorite possession: a shotgun. | neverenough.com | Newsletter issue | 2024-10-08 |
| Are you a rat or a frog? | neverenough.com | Newsletter issue | 2024-09-10 |
| Magic becomes Tuesday | neverenough.com | Blog post | 2024-08-30 |
| An innovative use for rectal thermometers. | neverenough.com | Newsletter issue | 2024-08-30 |
| Six Porsches worth of SaaS savings | neverenough.com | Blog post | 2024-08-16 |
| Never tell, always storytell. | neverenough.com | Newsletter issue | 2024-08-16 |
| Slow down time | neverenough.com | Blog post | 2024-07-05 |
| I'm going to be a douche. | neverenough.com | Newsletter issue | 2024-07-05 |
| I couldn't burp... | neverenough.com | Newsletter issue | 2024-06-18 |
| Delete 95% of your email. | neverenough.com | Newsletter issue | 2024-06-05 |
| I started wearing makeup. | neverenough.com | Newsletter issue | 2024-05-27 |
| Miss kicking the ball | neverenough.com | Blog post | 2024-05-18 |
| What was that like for you? | neverenough.com | Newsletter issue | 2024-05-18 |
| Alone in my living room | neverenough.com | Blog post | 2024-05-05 |
| I used to dress terribly. | neverenough.com | Newsletter issue | 2024-05-05 |
| Sell to people who don't care what it costs | neverenough.com | Blog post | 2024-04-27 |
| I don’t respond to long emails. | neverenough.com | Newsletter issue | 2024-04-27 |
| Getting fucked over can pay off… | neverenough.com | Newsletter issue | 2024-04-21 |
| I hired a shrink to 360-review my life | neverenough.com | Blog post | 2024-04-12 |
| I treat myself like a drug addict | neverenough.com | Blog post | 2024-04-12 |
| You are probably a jerk in some way. | neverenough.com | Newsletter issue | 2024-04-12 |
| When you die, your stories die with you. | neverenough.com | Newsletter issue | 2024-04-06 |
| Your new house is gassing you | neverenough.com | Blog post | 2024-04-01 |
| Why I stopped hiring myself | neverenough.com | Blog post | 2024-04-01 |
| My hairline is receding and I’m going gray. | neverenough.com | Newsletter issue | 2024-04-01 |
| After years, I finally took the pill... | neverenough.com | Newsletter issue | 2024-03-25 |
| If you got poo on your arm, would you wipe it? | neverenough.com | Newsletter issue | 2024-03-18 |
| Never Enough - March 8th, 2024 | neverenough.com | Newsletter issue | 2024-03-08 |
| Never Enough - March 1, 2024 | neverenough.com | Newsletter issue | 2024-03-01 |
| Never Enough - February 23, 2024 | neverenough.com | Newsletter issue | 2024-02-23 |
| Never Enough - February 16, 2024 | neverenough.com | Newsletter issue | 2024-02-16 |
| Why I'm Starting a Newsletter | neverenough.com | Newsletter issue | 2024-02-09 |
| The Psychology of Human Misjudgement | neverenough.com | Blog post | 2021-03-16 |
| Joe Rogan Got Ripped Off by Spotify | neverenough.com | Blog post | 2020-06-02 |
| The Power of Anti-Goals | neverenough.com | Blog post | 2020-02-27 |
| The Daily Podcast Revolution | neverenough.com | Blog post | 2019-12-09 |
| Howard Stern is Getting Ripped Off | neverenough.com | Blog post | 2019-09-10 |
| Slack’s $2.8 Billion Dollar Secret Sauce | neverenough.com | Blog post | 2019-06-20 |
| Fire in a Crowded Forest | neverenough.com | Blog post | 2018-12-30 |
| Growth Shouldn’t Hurt | neverenough.com | Blog post | 2017-11-09 |
| The Berkshire Hathaway of The Internet | neverenough.com | Blog post | 2017-05-30 |
| Dribbble 2.0 | neverenough.com | Blog post | 2017-01-17 |
| Skateboard, Bike, Car | neverenough.com | Blog post | 2016-10-23 |
| Just Start | neverenough.com | Blog post | 2016-06-23 |
| Geoff Bozos | neverenough.com | Blog post | 2016-05-14 |
| Business Kryptonite | neverenough.com | Blog post | 2016-04-04 |
| We need to talk about startups… | neverenough.com | Blog post | 2015-06-30 |
| Designer News 2.0 | neverenough.com | Blog post | 2015-05-22 |
| The Rockstar Myth | neverenough.com | Blog post | 2015-05-02 |
| Unicorns vs. Horses | neverenough.com | Blog post | 2015-03-19 |
| Ballpark Has a New Home | neverenough.com | Blog post | 2015-02-17 |
| Getting Zapped | neverenough.com | Blog post | 2015-01-21 |
| Build The Rocket First | neverenough.com | Blog post | 2014-08-19 |
| The Fallacy of Hoop Jumping | neverenough.com | Blog post | 2014-08-19 |
| Introducing Flow | neverenough.com | Blog post | 2014-08-19 |
| The Little Things | neverenough.com | Blog post | 2014-03-21 |
| We’re Selling Ballpark | neverenough.com | Blog post | 2014-02-28 |
| I ghosted an army of narcissists... | neverenough.com | Newsletter issue |
TAndrew Wilkinson: AI Agents Do My JobThe Startup Ideas Podcast · 2026-05-04B#136 Decoding Success with Andrew Wilkinson Part 1Bread and Butter Collective Podcast · 2026-04-30
MFrom Espresso Shots to a Billionaire Empire: Andrew Wilkinson's Quiet BlueprintMake It Click · 2026-04-29
AOpus 4.5 Changed How Andrew Wilkinson Works and LivesAI & I · 2026-01-21
MI Ranked the Best & Worst Businesses to Start Before 2026My First Million · 2025-11-06
LI've Run 75+ Businesses. Here's Why You're Chasing the Wrong Idea.Lenny's Podcast · 2025-07-02
GWhy We Hate Agencies – Andrew Wilkinson on Burnout, Delegation & Building TinyGiulio Michelon · 2025-06-08
SThe AI Automation Blueprint: From Barista to BillionaireSuperhuman AI · 2025-05-14
HHow I Bought 35+ Businesses and Built a $240M HoldCo At 38HoldCo Builders · 2024-12-03
EAndrew Wilkinson: Never Enough? Barista → 40+ Businesses & TinyEscape 9 to 5 · 2024-08-15
MTiny Ltd (TINY.V) – The IPO of Andrew WilkinsonMicroCapClub · 2024-08-12
BAckman-Backed Tech Founder Tries to Fulfill His Berkshire 2.0 PromiseBloomberg · 2024-07-29
MHow I Made My First $1M - The Andrew Wilkinson StoryMy First Million · 2024-07-04
DThe Pursuit of Wealth: Barista to BillionaireDeep Dive with Ali Abdaal · 2024-07-03
TAndrew Wilkinson On Going From A Barista To A BillionaireThe Julia La Roche Show · 2024-07-01
IBehind the Brand with Andrew WilkinsonInc. Magazine · 2024-06-30
MA Masterclass On Hiring A CEO To Run Your CompanyMy First Million · 2024-05-19FHow I Lost $10,000,000Founder's Journal · 2024-03-14
DDTC Archive: Tiny's Andrew Wilkinson: Hero's Journey from Barista to Empire BuilderDTC Podcast · 2023-12-26
MAndrew Wilkinson's $20,000 to $260,000,000 StoryMy First Million · 2023-11-21VVTJ Live with Sahil Bloom and Andrew Wilkinson at the Vancouver PlayhouseVancouver Tech Journal Live · 2023-11-03TLetterboxd, Online Haven for Film Nerds, Gets a New OwnerThe New York Times · 2023-09-29
MAndrew Wilkinson: $100M Yacht Party, Recent Investments & More Billionaire Sh*tMy First Million · 2023-08-24
MWhy Is Andrew Wilkinson Monetizing His Twitter Followers?My First Million · 2023-08-24DAndrew Wilkinson - Co-Founder, TinyDocuCast · 2023-06-30
MMy First Million Live Event With Andrew Wilkinson (Austin Part 1)My First Million · 2023-05-11
MLive Q&A With My First Million + Andrew Wilkinson (Austin Part 2)My First Million · 2023-05-11
WLessons in Life and Business from a Self-Made BillionaireWe Study Billionaires · 2023-04-01
MThe Hardest And Easiest Businesses To StartMy First Million · 2022-11-16
MHow To Prepare For The Economic CollapseMy First Million · 2022-09-30
TBuilding an EmpireThe Knowledge Project with Shane Parrish · 2022-07-24
CTiny Goes Public & How to Structure a HoldCoColin Keeley · 2021-09-15
SAndrew Wilkinson: Investing vs. Operating, De-risking Leverage, and The Best Part About BusinessSmart Friends · 2021-08-17
JAndrew Wilkinson (founder of Tiny Inc. and co-founder of WeCommerce) - The Worst Job in the WorldJames haigh · 2021-07-15TTiny Office Hours - Episode #3 with Shane ParrishTiny Office Hours · 2021-06-15
MThe Secretive Billionaire Who Acquired Burger KingMy First Million · 2021-05-24YBuying Wonderful Internet Businesses with Andrew Wilkinson, Founder of TinyYet Another Value Podcast · 2021-04-15
MHow One Man Started 5 Billion Dollar CompaniesMy First Million · 2021-03-31TCo-Founder of Tiny CapitalThe Fort with Chris Powers · 2021-03-17
PAndrew Wilkinson - Tiny CapitalPenderFund Podcast · 2021-02-25
AAndrew Wilkinson - Buying Profitable Tech Businesses, Crypto's Future, Losing $10MApplico · 2021-02-18
TAndrew Wilkinson on Bringing the Buffett Approach to Startups, WeCommerce, Slack & MoreThis Week in Startups · 2021-02-17
NThe Next Warren BuffettNoah Kagan Presents · 2021-01-27MTiny Capital: Building the Internet's Berkshire HathawayMOI Global · 2021-01-25
CBuilding The Internet's Berkshire Hathaway, Going Public & Munger's Mental ModelsCreator Lab · 2021-01-12IAndrew Wilkinson's Tiny Tech EmpireInvesting for Beginners 101 · 2020-12-31
BWarren Buffett of Tiny Tech Makes Market Debut With a SPACBloomberg · 2020-12-13
TCould Joe Rogan Make More Money Without Spotify? Andrew Wilkinson on Subscriptions vs AdsThe Pomp Podcast · 2020-06-04
THow the No Code Movement Helps Ideas Grow into Profitable BusinessesThe Pomp Podcast · 2020-06-04
TTiny Capital Co-Founder Describes the Venture Capital Graveyard and How the VC Industry is ChangingThe Pomp Podcast · 2020-06-04
TBerkshire.com: How Tiny Is Building The Berkshire Of The InternetThe Acquirers Podcast · 2020-04-19
VAndrew Wilkinson's Lessons Learned From Building TinyVillage Global's Venture Stories · 2019-09-15
LDesigning a New Way To Do BusinessLife Profitability Podcast · 2018-12-31
THow Andrew Wilkinson Bootstrapped a Multi-Million Dollar Design Agency (Part 1)The SaaS Podcast · 2015-05-31
THow a Guy in Canada Built 3 Multi-Million Dollar Businesses by Age 30 (Part 2)The SaaS Podcast · 2015-05-31