
James O'Shaughnessy
American investor and venture capitalist
2
APPEARANCES
2
PODCASTS
012
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Feb 17, 2026
Jim O’Shaughnessy: Investing Lessons From a Lifelong Learner
20:36
20:56
21:11
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21:28
Christine BenzHOST
So when you think about the whole of your career, what factors do you think investors can kinda take to the bank in terms of how they might construct their portfolios, whether they're individual stock investors or using funds? Which do you think have some predictive power and could carry them forward to better results?

Jim O'ShaughnessyGUEST
So my advice in this regard tends to be really boring, um, because I think that the vast majority of investors would be well-served to think of their future selves.

Jim O'ShaughnessyGUEST
We really tend to be hyperbolic discounters, um, and that really skews our ability to think about, you know, when do I...

Jim O'ShaughnessyGUEST
Let's say you're 45 or you're 50, right? And you wanna retire from your job at the traditional age of 65.

Jim O'ShaughnessyGUEST
You've still got another 15 years, right? And when I see it happen with young people, that really kills me because young people are time billionaires, right? And so the simplest advice I think is also the best, and that is understand why you're investing in the first place.
20 MINS LATER
Sora 2 Launch Reactions, DoorDash CEO Live in The Ultradome | Tony Xu, Simon Eskildsen, Patrick O’Shaughnessy, Zach Abrams, Andrew Feldman, Brandon Millman, Stanley Tang, Alex Albert, Arthur Querou
J
13:28JordiHOST
Patrick, why don't you jump off? Uh, you shouldn't need an introduction at this point, but introduce yourself, and then we'll get into, uh, the news with DoorDash.
P
13:36I run a media business called Colossus and an investment business called Positive Sum.
P
13:41Uh, the, the shared DNA between the two of them is looking for the very best stories, to interview the people, profile the firms, invest in the businesses.
P
17:01And when I asked around amongst friends that cover the business, the common thing that you'd hear was that Tony's ability to get in- and the business's ability to get into, like, the fine-grain, tiny details that, like, all p- all tied together was unlike anybody else.
