Transcript
A (0:00)
Bill, you've had a prolific career working at the Stern family, which had roughly $10 billion. Say you're CIO of a multi billion dollar family office. Welcome to the how to Invest podcast.
B (0:09)
Thanks for having me, David. I'm really thrilled to be here.
A (0:12)
So you started working under Leonard Stern. Tell me about how Leonard Stern was as investor.
B (0:18)
The one that I would take from Leonard, and I think I had mentioned it to you, is don't confuse activity with progress. And so that's in a nutshell, what I learned from Leonard, the way Leonard operated was he didn't have a schedule. He kind of walked around the office day to day to day, and just would stop by and ask you, what are you working on? And then he would, you know, he had this thing where he drank coffee all day, and he would drink a third of a cup of coffee at a time, and. And he would keep asking his assistant, get me a third a cup of coffee. And that was sort of a barometer of how you were doing in that conversation. His assistant probably brewed dozens and dozens of third a cup of coffees a day. If you got to sort of three, one, three cups, you actually probably spoke for 45 minutes to an hour, and you were giving him what he wanted, which was the important part of the day, the important part of the task. If he didn't find it interesting, he just kind of moved on. So he was somebody who was very ruthlessly focused on what was important. And if he wasn't interested in what you were talking about, he would just sort of say, thank you very much and walk away like it was very cut and dried. And so if I had to learn something from Leonard, it was the way he scheduled himself and the way he just was maniacal about only spending time on things that matter. I'll add an adjacent one. If I had more time, I'd have written a shorter letter. That's another one of my favorites. And that's basically what Leonard was trying to make you do. He wanted you to focus, tell you what was important, and he just would move on. He wouldn't waste time on things that he didn't think were relevant or important, no matter how important you thought they were. He was very focused on that.
A (2:16)
And beyond being hyper efficient, Leonard was looking to get to make idiosyncratic bets on the best ideas.
B (2:23)
What he was trying to do is get a pull to the organization. And what he, you know, one thing you learn, you know, even in, say, investment banking, which was one of my other backgrounds, is some of the Best ideas come from the lowest levels or across the organization. And you don't want to be one of those CEOs that sort of sits maybe in like an ivory tower and doesn't, isn't in touch with what's going on. So if you were like in the military, the general walking the lines and talking to the troops and finding out what's going on and hearing firsthand, we'll talk about the Big Short trade in a little bit. To get him convinced to do that was no easy task. But because he, you know, had all these little reps, multiple conversations and debates, he was put on the journey, so to speak. And he wasn't just given that, you know, once at the end to make a decision.
