Invest Like the Best with Patrick O'Shaughnessy
· Patrick O'Shaughnessy
[00:00:00] S0: Yeah, the joy of that sort of thing and that sort of leader, my favorite... you have all these great maxims. My favorite maxim, pretty much the only one we use in my business with my team, is "The reward for great work is more work." And I find that saying that maxim to the right person, like the kind of person I want to spend time with, their eyes go wide and they understand it immediately, that the reward for great work is not money, power, fame. It is the privilege to get to do more of this thing that I love doing. The problem with coming up with good terms for this stuff, we use this term "life's work," is that immediately everyone else just starts saying it, and it ceases to have any meaning, because, like, now every goddamn meeting I'm in is like, "I'm doing my life's work." And my experience is that almost nobody is doing their life's work. Even a lot of great founders, I would say, it's not their life's work. I love the fact that Thomas Jefferson, on his tombstone, has three things that describe his life, but one of them is not that he was the President of the United States. It was, you know, author of the Declaration of Independence, founder of the University of Virginia, not President. And I think that's so interesting. And so I think a lot about like, is this thing this person is doing going to be on their tombstone? And usually the answer is no. And the reason I like this concept of life's work so much, which I would define as a lifelong quest to build something for others that expresses who you are. All three parts are really important...
· David Senra
[00:00:00] S1: Say that one more time?
· Patrick O'Shaughnessy
[00:00:00] S0: A lifelong quest to build something for others that expresses who you are. And we have trained ourselves to see this in people. By the way, the best way to figure this out, my favorite question for founders is literally just give me two hours, tell me your whole life story up until the point you founded your company. We'll talk about your company later. Like, just tell me what got you to here. Back to best story wins. Originality, hardship, transformation. In the business context, it's, I want someone that's lived a very unique path. I find success in startups is the result of path dependency very often. Some unique set of lessons and experience led to you being the right person to do this thing. And then hardship, of course, you know, the harder the business is to build, the harder it will be to copy. I think that's really important. Transformation is about the customer. You know, if you build something crazy hard, the customer's life will get way better service. So, I think this powerful concept of life's work can be applied to ourselves, to make great investments. And it's really rare, but the leadership qualities of like, the reward for great work is more work. The reason I started talking about life's work and investing is these people come to realize you will not be rewarded with great work if you do not become a good leader. And a common pitfall that I certainly have fallen in before is, when there's someone really talented, they can do a lot themselves. They can get a lot done themselves. And I refer to this as, like, heroics. And that's always necessary. A founder always is the flame keeper of the spirit of the company. And I think founder-led companies are, of course, so much more interesting, preaching to the choir here, than professionally managed companies for the most part. But I do think that, like, becoming a great leader becomes the most important way to secure more right to do great work.
· David Senra, Patrick O'Shaughnessy
[00:00:00] S1: Is there anybody that you admire that was doing great work and then stopped? Whether they sold their company, they retired, whatever the case is? Is there anybody that you know that, like, you admire personally that stopped? [00:00:00] S0: There are tons of people I admire who change what they do a lot, or have changed what they do a lot, who stopped one thing and went to another thing. [00:00:00] S1: But they're doing something.
· David Senra, Patrick O'Shaughnessy
[00:00:00] S1: But they're doing something. [00:00:00] S0: Yeah. I don't... I’m just wired this way. You are, too. I just need to be doing something. I can't sit around. And so, I'm drawn to people that want to make stuff. And so, I have tons of examples of people who have tried lots of things and made lots of things and moved on from things and had chapters in their life, and then a new chapter with doing something totally different. There's one investor that comes to mind, whose name is John Pfeffer. And John has been wildly successful in like the... it's almost like he picks whatever he's doing, and as it gets to the tail end of it, he tries to find, like, the thing in the world that is the most different from what he's doing. He says with glee, that require him completely abandon his current network because they're irrelevant for it. Like, one time, he went from being one of the key guys at KKR, and then went to be, like, one of the most important guys in cryptocurrency, and then he went from that to building, like, a grocery store chain in the UK. And each time, he's like, "I literally had to start from scratch, and I love it. Like, I had to build a completely new network of people." And so, I know lots of people like John, who have successfully hopped around. You know, I know your focus is more on people that do a thing for a really, really long time. But I don't spend a lot of time with people that were prolific creators of things that just stopped.
· David Senra
[00:00:00] S1: I think they're the saddest people. Like, you're in this infinite game, and there's some set of circumstances that cause you to, like, make that decision and...