Patrick O'Shaughnessy

22 statements across 1 episodes · 10 bullish · 4 bearish · 2 people on the record · first statement Dec 21, 2025 by Patrick O'Shaughnessy · said 13 times in 8 episodes since 2025 · across every show →

On the record as a speaker too: Patrick O'Shaughnessy's record, appearances and statements → this page counts the times other people say the name.

Mentions by year

brought up most by David Senra (10), Jason Fried (2), Strauss Zelnick (1)

tap a year for its mentions
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0012.52520252026episodesmentions per episode
2026 7 mentions in 5 episodes 1 per episode
2025 6 mentions in 3 episodes 2 per episode

every mention, scene by scene, with the transcript →

Everything said about Patrick O'Shaughnessy, oldest first

Dec 21, 2025 bullish
Prediction Not checkable as stated
O'Shaughnessy: Jesse Beyroutey will be one of history's greatest investors
“A gentleman I spend a ton of time with now named Jesse Beirutti, who I am with basically every day, who also I think has no interest in fame or accolades or recognition, but I think is one of the great, will go down, I would predict as one of the great investo…”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 1:02:28 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025
Insight
O'Shaughnessy: Success typically pulls creators into branching into multiple businesses
“Most people that have achieved a level of success in their field or in their job that you have begin to The world, when that happens, pulls you into this branching exercise where you end up doing lots of different stuff. And that, you know, you end up monetizi…”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 24:35 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025 positive
Insight
O'Shaughnessy: The best story wins, defined by originality, hardship, and transformation
“The best story always wins. And I actually spent the last couple of months, like, really trying to figure out what do I think best story means? And the best principles for a great story that I could come up with were originality, hardship, and transformation.”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 20:20 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025 neutral
Disclosure
O'Shaughnessy: I dropped intense introspection after discovering my life's direction
“Once I have clicked into, I think, understanding what I want to do, I don't think about it at all. And now I have very little introspection left in my life. I used to be so obsessed with all of these personality tests and what they mean and psychology and seek…”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 22:51 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025 positive
Insight
O'Shaughnessy: Creating one truly amazing thing unlocks outsized opportunities via the internet
“If you create a single thing, not, it'll be 10 things, just one thing that people are amazed by. Put it, pour a year of your life into making one amazing thing that people are amazed by, and amazing things will happen, I promise you. Like the internet is amazi…”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 1:23:33 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025
Disclosure
O'Shaughnessy: Personal principle is fostering unrealized potential into existence
“It is trying to see enormous, like, not yet realized potential. And my principle is that is, when I do, it is my obligation. With nothing, maybe I invest, maybe, maybe I end up benefiting, but that's not the point. That it's my obligation to tell people about …”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 24:05 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025 negative
Insight
O'Shaughnessy: Dirty fuel generates success but consumes people from within
“Dirty fuel works really well, but it consumes the person in a way that I would far rather die, you know, nobody knowing who I am with no worldly, you know, success, but having people that Could count on me, rely on me. I was faithful to, that I was loyal to.”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 54:05 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025 negative
Insight
O'Shaughnessy: Setting explicit goals blinds talented people to unexpected opportunities
“One of the reasons I don't like goals is I think very talented people, when they set a goal, they tend to do it. And that's why goals are interesting to lots of people is it's a great way to make progress. But I find it unexciting because the second you set so…”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 11:56 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025 neutral
Assertion Contradicted
Two-thirds of podcast guests say early bets were ultimate kindness
“Some person on Twitter or something went and compiled every answer, there's 500 answers or whatever, and categorized them and like made a pie chart of like what people say, and something like two-thirds of the answer to this question were the same, which was t…”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 5:56 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025 negative
Disclosure
O'Shaughnessy: Personal career accolades bring zero emotional gratification
“If I look back on my life, The sort of like wins that I've had, the things that if you were to write like a Wikipedia article about me would be like the accolades or the accomplishments. I don't care about those things. I don't think about them. When they happ…”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 1:05 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025
Insight
O'Shaughnessy: New ventures should be differentiated and exceptionally hard to execute
“I would add on to that, like it should be different and really hard, like really hard to do.”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 1:14:10 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025 positive
Insight
O'Shaughnessy: Compounding career success stems from building on naturally high repetition counts
“What is the thing where you naturally have a lot of reps because you just like it? And find some, build off that, because there's this learning by doing concept, like, you get better at something just through being prolific in the thing, and most people have a…”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 1:26:50 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025 negative
Opinion
O'Shaughnessy: Online content is junk food and audiences crave crafted work
“The world is so sick of this crap just all day, every day. It's just crap. And it's, everyone makes the junk food comparison because it's a perfect comparison. Like junk food got to where it was because it's been optimized for us to want the most of it possibl…”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 1:15:48 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025 neutral
Assertion Not checkable as stated
O'Shaughnessy: I Was Rejected by Every College I First Applied To
“I actually got, I got rejected from every college I applied to. The first time I applied to colleges, and I got all the rejection letters on the same day.”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 2:00:56 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025 positive
Opinion
Senra: Invest Like the Best has the world's most valuable audience
“It's just like insanely, one of the most insanely valuable audiences in the world. If you could like sketch out the average net worth of listeners to this, it's just like mind boggling.”
David Senra Dec 21, 2025 ▶ 4:44 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025 positive
Insight
O'Shaughnessy: Devotion to a small circle rivals Elon Musk's business success
“And that is every bit as successful in my mind and in my book as Elon Musk or Jeff Bezos or, you know, pick the people that we all worship. In the business world, I'm amazed by them too, but there are flavors of success, and to me, that sort of devotion, even …”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 1:54:18 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025
Disclosure
O'Shaughnessy: I cannot visualize mental images in my mind's eye
“If you close your eyes and try to visualize something, a red cardinal or something, there's a degree of how spec, how visually sharp that thing looks in your mind's eye when you close your eyes. For me, it's just black. I can't visualize anything. I can't see …”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 1:34:37 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025 positive
Assertion Not checkable as stated
O'Shaughnessy: Brett Victor's instant feedback principle drove asset management software growth
“I took his principle, not my own, but his principle of instant feedback and applied it as the primary design principle to software that I built in my last business, which worked really well. The software itself worked really well. The business grew a lot becau…”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 17:36 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025 positive
Insight
Senra: Read late-life autobiographies because elderly subjects have no incentive to lie
“And this is why I like autobiographies and biographies so much, because in many cases, the person's, like, long past dead, or they're older, and they're just like, I'm writing this book when I'm 80, like, I have no, I'm not incentivized to lie, and, like, here…”
David Senra Dec 21, 2025 ▶ 29:04 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025
Insight
O'Shaughnessy: Hire talent by searching publicly for the absolute best work sample
“If you want to hire someone for a thing, just go consume as much of the thing made by a million people as possible. Whoever made the best one, go for them.”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 1:17:43 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025 positive
Insight
O'Shaughnessy: Magazine covers are the ultimate spotlight people cannot refuse
“Like, people can't say no to a cover. And so I tested that theory out and it was true. And I think what that means is it's like the ultimate form of spotlight and attention that you can give to somebody.”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 1:17:15 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
Dec 21, 2025 positive
Disclosure
O'Shaughnessy: Architecting life around picking and championing specific people
“I also kind of like picking sides. I like saying I like this person and by extension, I like them more than the other available options in this field or this industry or whatever. And I just get tremendous joy out of that. So now I'm architecting my life to ju…”
Patrick O'Shaughnessy Dec 21, 2025 ▶ 1:59 My Conversation With Patrick O'Shaughnessy, Founder of Colossus & Positive Sum | David Senra
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