Jim O’Shaughnessy

Jim O’Shaughnessy

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OSV (O’Shaughnessy Ventures) founder; factor/index and market structure commentary; books/podcasts verify.

Deep Dive Into Tinkered Thinking with Jameson Olsen
SocialApr 27, 2026

Deep Dive Into Tinkered Thinking with Jameson Olsen

A Knight of the Seven Kingdoms: Going Deep with Tinkered Thinking and Jameson Olsen ⚔️🥚🛡️🏰🐴, by @LibertyRPF https://t.co/wFk0JSyReq

By Jim O’Shaughnessy
Mirrors, Windows, and the Power of Attentive Focus
SocialApr 27, 2026

Mirrors, Windows, and the Power of Attentive Focus

Two thoughts from Fritz Perls “We live in a house of mirrors and think we are looking out the windows.” “If you are bored, you are not paying attention.”

By Jim O’Shaughnessy
Don’t Scale Until You Find Product‑Market Fit
SocialApr 25, 2026

Don’t Scale Until You Find Product‑Market Fit

“You don’t want to scale up your operations before you’ve hit product-market fit, because you don’t really know what it is you’re supposed to be building.” ~@_brianpotter

By Jim O’Shaughnessy
Explore Multiple Solutions; Great Problems Appear in Clusters
SocialApr 25, 2026

Explore Multiple Solutions; Great Problems Appear in Clusters

Two thoughts from George Pólya “It is better to solve one problem five different ways, than to solve five problems one way.” “Good problems and mushrooms of certain kinds have something in common; they grow in clusters.”

By Jim O’Shaughnessy
Laughter Is Light; Go Seek the World.
SocialApr 24, 2026

Laughter Is Light; Go Seek the World.

Two thoughts from Donna Tartt “I had the epiphany that laughter was light, and light was laughter, and that this was the secret of the universe.” “The world won’t come to me… so I must go to it.”

By Jim O’Shaughnessy
Revolutionary Ideas Rarely Deliver as Promised
SocialApr 23, 2026

Revolutionary Ideas Rarely Deliver as Promised

“Every 10 to 20 years someone comes along and says, ‘Oh, I have a brilliant idea. I will revolutionize the industry with these factory-built methods that nobody has ever thought of before.’ And then they...don’t work out the way that...

By Jim O’Shaughnessy
A Mother's Raw Journey Through Unthinkable Grief
SocialApr 22, 2026

A Mother's Raw Journey Through Unthinkable Grief

An excerpt from the forthcoming "Dispatches from Grief: A Mother's Journey Through the Unthinkable" by @DCrittenden1 Available next month from @infinitebooks https://t.co/NhwdLlzFOe

By Jim O’Shaughnessy
Staggering, Beautiful Portrait of Grief and Lost Daughter
SocialApr 21, 2026

Staggering, Beautiful Portrait of Grief and Lost Daughter

My colleague Dylan says it perfectly—@DCrittenden1’s book is a staggering portrayal of grief, but also a beautiful portrayal of the daughter she lost. Proud that @infinitebooks is publishing it.

By Jim O’Shaughnessy
Fiction Reveals Universal Truths Better Than History
SocialApr 21, 2026

Fiction Reveals Universal Truths Better Than History

“Aristotle calls fiction more philosophical than history, because it allows you to see the universals.” ~@costofglory

By Jim O’Shaughnessy
Zeal Fuels Growth; Envy Drags Others Down
SocialApr 18, 2026

Zeal Fuels Growth; Envy Drags Others Down

“Zeal is what spurs you to achieve more, to excellence. Envy is about destroying other people to bring them down to your level.” ~@costofglory

By Jim O’Shaughnessy
Act Decisively; Tenacity Beats Fear and Doubters
SocialApr 17, 2026

Act Decisively; Tenacity Beats Fear and Doubters

Two thoughts from Amelia Earhart “The most difficult thing is the decision to act, the rest is merely tenacity. The fears are paper tigers. You can do anything you decide to do.” “Never interrupt someone doing what you said couldn't be done.”

By Jim O’Shaughnessy
A Modern Classic Rivals Alcott, Dickens, and Defoe
SocialApr 14, 2026

A Modern Classic Rivals Alcott, Dickens, and Defoe

"It's rare to read a book that merits comparison with Alcott, Dickens, and Defoe, but he has done it. This book deserves a place on the shelf alongside those classics. It's one of the year's best books." https://t.co/hghel2VJl2

By Jim O’Shaughnessy
True Love Reveals Eternal Beauty; Wisdom Cultivates Contemplation
SocialApr 14, 2026

True Love Reveals Eternal Beauty; Wisdom Cultivates Contemplation

Two thoughts from Gabriel Marcel “You know you have loved someone when you have glimpsed in them that which is too beautiful to die.” "The wise man knows how to run his life so that contemplation is possible."

By Jim O’Shaughnessy
Know Yourself, Chase Happiness, Play Life on the Field
SocialApr 12, 2026

Know Yourself, Chase Happiness, Play Life on the Field

Two thoughts from Wendy Mass “The trick is that as long as you know who you are and what makes you happy, it doesn’t matter how others see you.” “The sidelines may be safer but life is played on the field.”

By Jim O’Shaughnessy
Hear Your Mind, Choose What Truly Matters
SocialApr 11, 2026

Hear Your Mind, Choose What Truly Matters

Two thoughts from Michael A. Singer “There is nothing more important to true growth than realizing that you are not the voice of the mind, you are the one who hears it.” “It doesn’t matter what others do, unless you decide that...

By Jim O’Shaughnessy
Iterate, Experiment, and Slowly Build a Better World
SocialApr 11, 2026

Iterate, Experiment, and Slowly Build a Better World

“Do things, run experiments, try to improve things bit by bit, see what works, see when things bite back, and make a better world slowly but surely.” ~@arbesman

By Jim O’Shaughnessy
Open‑mindedness Matters More than Being Smart
SocialApr 10, 2026

Open‑mindedness Matters More than Being Smart

“It’s less about smart versus not smart, and more about having an open mind versus not having an open mind.” ~@arbesman

By Jim O’Shaughnessy
Surrender to Reality; Control Is an Illusion
SocialApr 10, 2026

Surrender to Reality; Control Is an Illusion

Two thoughts from Byron Katie “When I argue with reality, I lose, but only 100% of the time.” “If you want real control, drop the illusion of control; let life have you. It does anyway. You’re just telling yourself the story of...

By Jim O’Shaughnessy
True Leadership Shines in Storms; Pleasing All Ensures Failure
SocialApr 9, 2026

True Leadership Shines in Storms; Pleasing All Ensures Failure

Two thoughts from Publilius Syrus “Anyone can hold the helm when the sea is calm.” “Seek to please many, and you seek a failure.”

By Jim O’Shaughnessy
Let Go of Fear, Embrace Imperfect Humanity
SocialApr 8, 2026

Let Go of Fear, Embrace Imperfect Humanity

Two thoughts from Donald Miller “Fear is a manipulative emotion that can trick us into living a boring life.” “When you stop expecting people to be perfect, you can like them for who they are.”

By Jim O’Shaughnessy
Brain May Filter, Not Create, Consciousness, Says Bi
SocialApr 7, 2026

Brain May Filter, Not Create, Consciousness, Says Bi

My guest @JohnathanBi suggests that scientific materialism isn’t wrong—it’s just incomplete. “Materialism assumes the brain creates the mind. But there are strong reasons to think the brain might be filtering consciousness instead.” ~Johnathan Bi

By Jim O’Shaughnessy
Self‑mastery and Unbowed Resilience in the Face of Adversity
SocialApr 7, 2026

Self‑mastery and Unbowed Resilience in the Face of Adversity

Two thoughts from William Ernest Henley “It matters not how strait the gate, How charged with punishments the scroll, I am the master of my fate: I am the captain of my soul.” “Under the bludgeonings of chance, My head is bloody, but unbowed.”

By Jim O’Shaughnessy
Life's Flow: Never the Same River, Never Same Self
SocialApr 6, 2026

Life's Flow: Never the Same River, Never Same Self

“No man ever steps in the same river twice; it is not the same river, and he is not the same man.” ~Heraclitus

By Jim O’Shaughnessy
Pain Happens, Choose How You Respond; Embrace Others' Differences
SocialApr 6, 2026

Pain Happens, Choose How You Respond; Embrace Others' Differences

Two thoughts from Haruki Murakami “Pain is inevitable. Suffering is optional.” “You don’t have to judge the whole world by your own standards. Not everybody is like you, you know.”

By Jim O’Shaughnessy
Self‑suffering Dwarfs External Humiliation; True Interests Fuel Endurance
SocialApr 5, 2026

Self‑suffering Dwarfs External Humiliation; True Interests Fuel Endurance

Two thoughts from Heimito von Doderer “In comparison to what I've suffered from myself, the humiliation and suffering inflicted on me by others vanishes into insignificance.” “The exhaustibility of a person is in inverse proportion to their real interests.”

By Jim O’Shaughnessy
Doubt Fuels Faith; Conformity Breeds Boredom
SocialApr 3, 2026

Doubt Fuels Faith; Conformity Breeds Boredom

Two thoughts from Elias Canetti “No faith that is not surrounded by doubt can survive.” "The first effect of adjusting to other people is that one becomes boring."

By Jim O’Shaughnessy
Discovering Molly's Unique Method for Selecting Founders
SocialApr 2, 2026

Discovering Molly's Unique Method for Selecting Founders

Had a wonderful lunch today with @mollyfmielke where I learned about her unique approach to finding the right founders she wants to work with and fun. She has a very intriguing approach. https://t.co/inLJ3UvoRl

By Jim O’Shaughnessy
Embrace Impermanence; Treat Imagination as Real Action
SocialApr 1, 2026

Embrace Impermanence; Treat Imagination as Real Action

Two thoughts from Gaston Bachelard “It is better to live in a state of impermanence than in one of finality.” "Why should the actions of the imagination not be as real as those of perception?"

By Jim O’Shaughnessy
Character Shows on Later Attempts; Embrace Life’s Hand
SocialMar 29, 2026

Character Shows on Later Attempts; Embrace Life’s Hand

Two thoughts from James Michener “Character consists of what you do on the third and fourth tries.” “All I can do is play the game the way the cards fall.”

By Jim O’Shaughnessy
Thought Shapes Reality; We Live Under Suggestion
SocialMar 28, 2026

Thought Shapes Reality; We Live Under Suggestion

Two thoughts from Émile Coué "The power of thought, of idea, is incommensurable, is immeasurable. The world is dominated by thought." "From our birth to our death we are all the slaves of suggestion."

By Jim O’Shaughnessy
Success Comes From Challenging Ideas, Not People
SocialMar 26, 2026

Success Comes From Challenging Ideas, Not People

“Some of the most successful people in the world are able to attack ideas instead of attacking people.” ~@polinapompliano

By Jim O’Shaughnessy
Memory Shapes Identity; Forgiveness Prevents Loneliness
SocialMar 26, 2026

Memory Shapes Identity; Forgiveness Prevents Loneliness

Two thoughts from Stephen Elliott "What we remember, and how we order and interpret what we believe to be true, are what shapes who we are." "If you never forgive you'll always be alone."

By Jim O’Shaughnessy
Memory Anchors the Past; Consciousness Embraces Playful Possibilities
SocialMar 24, 2026

Memory Anchors the Past; Consciousness Embraces Playful Possibilities

Two thoughts from Julian Jaynes “Memory is the medium of the must-have-been.” "Consciousness is always open to many possibilities because it involves play. It is always an adventure."

By Jim O’Shaughnessy
Screens Might Not Improve Sleep, Could Even Harm It
SocialMar 21, 2026

Screens Might Not Improve Sleep, Could Even Harm It

What if we discover at the end of the experiment that screens had NO affect on his sleep? Or, since the funniest result is often the case, what if a year after no screens, his sleep got worse?

By Jim O’Shaughnessy
Reject Monotony, Chase Risk; Mortality Underscores Fleeting Effort
SocialMar 21, 2026

Reject Monotony, Chase Risk; Mortality Underscores Fleeting Effort

Two thoughts from Peter O’Toole “I will not be a common man. I will stir the smooth sands of monotony. I do not crave security. I wish to hazard my soul to opportunity.” “The only exercise I take is walking behind the...

By Jim O’Shaughnessy
Testing Complaints: Turning Trends Into Real Numbers
SocialMar 19, 2026

Testing Complaints: Turning Trends Into Real Numbers

“One of my favorite things to do is take a trend that everybody’s complaining about and then see if we can actually see it in the numbers.” ~@a_m_mastroianni

By Jim O’Shaughnessy
Your Distraction Urge Reveals Hidden Priorities
SocialMar 18, 2026

Your Distraction Urge Reveals Hidden Priorities

“Whenever I feel that I want to spend a few more minutes on Reddit… or… watch some YouTube… and I really clearly want to get distracted… I train my brain to treat those signals as a red flag.” ~Arkady Kulik

By Jim O’Shaughnessy
Learning Fails when Beliefs Block Evidence
SocialMar 16, 2026

Learning Fails when Beliefs Block Evidence

Two thoughts from Annie Duke “Experience can be an effective teacher. But, clearly, only some students listen to their teachers.” “Fake news works because people who already hold beliefs consistent with the story generally won’t question the evidence.”

By Jim O’Shaughnessy
Journalism's Laziness Eclipses Competence; History Challenges Beliefs
SocialMar 15, 2026

Journalism's Laziness Eclipses Competence; History Challenges Beliefs

Two thoughts from Kingsley Amis "Laziness has become the chief characteristic of journalism, displacing incompetence." "It's never pleasant to have one's unquestioning beliefs put in their historical context, as I know from experience, I can assure you."

By Jim O’Shaughnessy
Resilience Beats Absurdity: Rise More Than You Fall
SocialMar 14, 2026

Resilience Beats Absurdity: Rise More Than You Fall

Two thoughts from Oliver Goldsmith "Success consists of getting up just one more time than you fall." “Every absurdity has a champion to defend it.”

By Jim O’Shaughnessy
Exploring NYC Streets Through My Wife's Lens
SocialMar 13, 2026

Exploring NYC Streets Through My Wife's Lens

If you're a lover of photography, you may enjoy this interview with my wife, @mwoshaughnessy, about her street photography work in NYC https://t.co/UEwzSXd7Jd

By Jim O’Shaughnessy
Embrace Change and Diverse Minds for a Vibrant Life
SocialMar 13, 2026

Embrace Change and Diverse Minds for a Vibrant Life

Two thoughts from Evelyn Waugh “[Change is] the only evidence of life.” “It would be a dull world if we all thought alike.”

By Jim O’Shaughnessy
Demand Specific Madness, Turn Impossible Into Must‑Do
SocialMar 10, 2026

Demand Specific Madness, Turn Impossible Into Must‑Do

Two thoughts from Natasha Pulley “Being mad isn’t an excuse for being vague. Can we at least have specific madness?” “Stop looking at it as an impossible thing and start looking at it as a thing that must be done.”

By Jim O’Shaughnessy
Time Is Wealth; Stop Waiting for “Someday”
SocialMar 9, 2026

Time Is Wealth; Stop Waiting for “Someday”

Two thoughts from Rolf Potts "Time is the truest form of wealth. And the beauty is, we are all born equally rich in time." “Someday” (“someday I’ll do this, someday I’ll do that”) is a disease that will take your dreams to...

By Jim O’Shaughnessy