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What.
Interviewer
Does it take to affect a significant career change? How do you shift from a fairly safe but perhaps somewhat unsatisfying job into something that you really love? A major career change does require some skill, some hard work, and a little bit of luck. Today we're speaking with Cass Sunstein. He is a professor at Harvard Law School. Previously he clerked for Supreme Court Justice Thurgood Marshall. He was an attorney advisor in the US Department of Justice. He spent over two decades teaching at the University of Chicago Law School before joining Harvard. But he has also become an author and a student of behavioral economics. So, Cass, let's just jump into this. What was your original career plan? Was the thinking, I'm going to go be an attorney and practice law?
Cass Sunstein
Yeah, that's what I thought. So I went to law school. I got to clerk for the Supreme Court, and then after that I worked for the Justice Department. And at that point I thought I'd probably work for the Justice Department a good long time.
Interviewer
And so what was the moment where you said, you know, I'm going to play with teaching law and see where that goes? Which is. I don't know if I would call that a career change, but Certainly a pivot from the practice of law.
Cass Sunstein
It was relatively early. The law schools come to the Supreme Court to interview the clerks to see if they might be teaching material. And the University of Chicago Law School knocked my sock box off. And the way they did that was their energy and engagement with problems that really are intellectually super interesting and are also practically important. So I thought they were all firecrackers there. And then when I was in the Justice Department, after a year, I thought, maybe I'll go into teaching. I'll kind of explore Chicago. And I thought this would be not a way of retiring, but a way of doing something that was continuous with my law practice, but had a little more theory in it.
Interviewer
So you spend 20 years teaching at the University of Chicago, which is known for really fostering the entire field of behavioral economics. You have Dick Thaler there, and you very famously have Eugene Fama teaching there talking about market efficiency. Tell us a little bit about how the University of Chicago Law School affected how you thought about the practice of law.
Cass Sunstein
When I got to Chicago, I was surrounded by economists or economics adjacent lawyers who said, almost like it was a prayer, that human beings are rational, they are responsive to incentives. Amen. And this was Ronald Coase, who got a Nobel Prize. Gary Becker, who got a Nobel Prize. George Stigler, who got a Nobel Prize. I knew all of them before they got Nobel Prizes. They seemed to me like giants. And I felt like I was 2 inches tall looking up at these 8 foot tall people who were amazing, but though I was only tiny and they were so big, I felt they were wrong. And I was a literature major in college and I knew Shakespeare and Charles Dickens and Thomas Hardy. And I also knew how economists play tennis and it isn't fully rational. I would see them and they'd be hitting these forehands they had no reason to try to hit and it would go into the net. And I thought, this rationality stuff isn't right. So I started writing papers actually on departures from perfect rationality. And during the writing of one of them, an economist who was a rational choice economist said to me, the paper you're writing is terrible and you shouldn't publish it. It's so awful you'll ruin your career. But he added, there's someone who's almost as bad and idiotic as you are at Cornell named Richard Thaler. So he's a young economist who's. And your paper sounds like his. You should read him and then you should stop writing your paper. And I did read him, but Then I got more excited about writing my paper. That's how it started.
Interviewer
So because of criticism of your work from the orthodoxy, you were directed to somebody who was a little less heterodox, a little more out on the fringe. What happened next? Did you reach out to the young Dick Thaler or how did you guys connect?
Cass Sunstein
I did. I wrote a paper or two, maybe three, that were kind of informed by behavioral economics about law. I did write Thaler a kind of fan letter, like writing a rock star. It felt like saying, you know, you're great, you're amazing, you're incredible. And if you know Thaler, you won't be surprised to hear he never responded to my letter. But he did come to the University of Chicago and I think he reached out to me and said, do you want to have lunch?
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And.
Cass Sunstein
And we hit it off immediately and then started being great friends and, and collaborators.
Interviewer
And one of those collaborations was the book you two co authored, Nudge Improving Decisions About Health, wealth and Happiness. Tell us a little bit about what that process was like co authoring a book with Dick Thaler and what has been the. The fallout of this really terrible career ending decision you made.
Cass Sunstein
When at one of our first lunches, he said he was writing a paper with an economist lawyer named Christine Joel's on behavioral economics and law. And I was very excited about that. And as the weeks went by and then months, they hadn't produced a draft and I said, dick, you better do this paper or else I'm going to do it instead and it won't be as good because it's just me. And he said, why don't you join us and we'll be a threesome. So we wrote the paper together and we had a concluding section called Anti Anti Paternalism, in which we said we weren't pro paternalism, but knowing how human beings blunder we are anti. Anti paternalism. Now that's very clunky. And then a few years later, we did a paper, an academic paper on libertarian paternalism. One was a law paper and one was an economics paper. And that was just the two of us. And we were very excited about that. That and it turned out a lot of people were interested in libertarian paternalism as a concept. Think gps, a GPS device or a disclosure requirement or maybe automatic enrollment in some kind of plan. All that preserves freedom of choice. But it's kind of paternalistic. So we wrote these papers and the interest in the papers motivated us to think maybe we should do a book. And originally it was going to be called Libertarian paternalism. I don't know if anyone would have bought that book. An editor suggested the name Nudge and that's what went with. Dick is, you know, I think the most creative and important force behind the rise of behavioral economics. He's not really mathy, which is good for me because I'm not that good at math. I brought law and policy focus to the book. So we had lunch like all the time about what the chapters would look like and we planned out the chapters and one would write one chapter, the other would write another chapter and then we go back and forth like a lot. And on the editing, I think I was faster at chapter production than Dick was. I think he was better at chapter production production than I was. Meaning mine would be quicker, his would be more amazing and complete. And we were and are very good editors of each other. And we had a rule that we kind of adopted implicitly early on and explicitly later, which is if we both didn't find the chapter fun, we wouldn't put it in the book. So we both had to find it really fun. That was our rule of inclusion.
Interviewer
Really, really interesting. So I'm kind of fascinated by the difference that you identified between on an individual basis, especially with all the unforced errors you were describing amongst the rational economists playing tennis. Literally a book Charlie Ellis wrote, winning the losers game. Hey, if you want to win a tennis and you're not a professional tennis player, well just make fewer unforced error. Just, just hit the ball back over the net. Stop trying to kill it. You're not that good. Which is a sort of individual, dare I say nudge versus libertarian paternalism where you're setting up a society wide systematic structure where the default is nudging people into the right choice. So hey, you have to check on the organ donor box on your license, yes or no. And if you don't check anything, it's going to be yes. You have to put your 401k money, it could be in whatever you want, cash, bond, stocks. But if you don't check the box, well, here's a target date fund, that's 70, 30, 60, 40, whatever. How do you think about both the individual behavioral options versus system wide nudges?
Cass Sunstein
Okay, so it might be a good idea to tell people you're automatically going to be in a savings plan. And if you don't want to opt out. Now note that that's not more paternalistic than saying you're not automatically in a savings plan. And if you want to, you have to opt in Both have a default which require action and both are completely freedom preserving. In lots of domains, individuals benefit from, let's say, a choice architecture which has a paternalistic feature but also maintains freedom. So I leased a new car recently. If I start to go like towards somebody that I'm about to hit is going to go beep, beep, beep and various unhappy noises or property, or if I switch lanes, there are various things that the car will signal to me which are nudges to be more careful or drive more safely. And those are at the individual, individual level. At the system level, we can imagine a grocery store and this isn't going to be very imaginative at all on my part, a grocery store that is full of nudges in the sense that it might have healthy foods at places that are super visible for people, or it might have medicines that, let's say, the relevant population benefits from that are extremely easily accessed by people who are there. And it might have, let's say, the less healthy stuff there, but you're going to have to do a little work to get there. Or it might be that the less healthy stuff is going to be right there because the grocery store knows that people really like that. And website design is the same way. Investment offerings have the same characteristic. If you go to a financial advisor, there might be some libertarian paternalism. My financial advisor certainly engages in that. It's implicit. You can do what you want, but if you're going to sell everything because the President said something about tariffs, I think you're going to regret it and maybe sleep on it. And that's nudges. At the individual level, there can be a system of investment advice that is kind of organized for people. This is your neck of the woods, not mine, which is designed to promote better outcomes for savers.
Interviewer
So what's so fascinating about this discussion is how far afield we are from the traditional practice of law. When did it kind of dawn on you that I went to law school, I clerked at the Supreme Court, I teach law, I'm not really going to be a practicing lawyer anymore. How did that realization come to pass? And did you have to make peace with it or were you very comfortable with that decision?
Cass Sunstein
Well, the good news is there are 24 hours in a day and you get to be awake during the majority of them. So I teach administrative law most years. That's kind of my bread and butter law course. I write about constitutional law. I'm not going to say most days, but most months and maybe even most weeks. So I've stayed there and through all the years, sometimes I think, am I in an area that I understand less well, that is economics than the area that's kind of home, which is law? And if I'm feeling like that, I might start doing, doing law. But I should say the behavioral economics is what I like best. It makes me smile, it makes me laugh. It creates a kind of sense of excitement that law isn't quite there. I love law a lot. I love legal problems a ton. But the behavioral economic stuff seems to me the most exciting intellectual development of the last 50 years. Part of it is it's a little like reading the best Charles Dickens novel that Dickens never wrote. That is the behavioral economists are so observant of humanity and our foibles. And I think there's comedy and warmth in it. So to see that if you say, you know, 90 people are alive after five years, do you want to have their operation? People, including doctors, say, sure. If you tell people 10 are dead after five years, do you want to have the operation? People including doctors, say, probably not.
Interviewer
But it's the same exact, exact set of circumstances. It's 90, 10 or 10 90.
Cass Sunstein
Yeah, exactly. So framing effects are really funny, I think, as well as, you know, usable and behavioral findings. You know, there's a recent paper out that shows that for certain assets, people have no idea what the right value is. And so their willingness to pay for the, the assets will be very variable because it's not like a shoe where if you see certain prices, you think that's a deal or that's crazy. For certain assets, investors, including sophisticated ones, they just have no idea what the right value is. And that's, that's very important to know. And we're, we keep coming up with streams of behavioral findings which are either small and important or large and quite fundamental. I was in an international conference in Abu Dhabi not long ago. There were 700 people approximately from all over the world. And the findings they were describing were, you know, felt like candy store.
Interviewer
So, final question. You seem to have very comfortably shifted your focus from traditional practice of law to teaching law to an adjacent field of behavioral economics. What sort of advice would you have for anybody, lawyer or not, who is thinking about a pivot in their career?
Cass Sunstein
Great think. What would make your days better? So if you think of the pivot, imagine how's Monday, Tuesday, Wednesday, Thursday, Friday going to look compared to how it's looking now? If the pivot makes you think, oh boy, I'm going to be overwhelmed with things I don't understand I'm going to be anxious and I'm going to be poor, then maybe hesitate if it makes you think, Gosh, every day is going to be really fun and new and full of discovery and people. Maybe if that's what you like, or engagements that are something I've not seen before and they're likely to stand the test of time, then go for it.
Interviewer
Really, really interesting stuff. Thanks Cas, for all your insight. So to wrap up, if you're thinking about a career change and you have an aptitude towards a particular research area or a skill set, see if you're capable of performing that and earning a living doing it. Be aware, merely pursuing your bliss may not pay the bills. You have to have both the skills and the tools and the abilities to earn a living in your new career. If you find you have the aptitude and you're good at it, well, why not go for it? I'm Barry Ritholtz. Your list Listening to Bloomberg's at the Money.
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The entire auto sector is higher today.
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Tesla has been a stock that's been in focus.
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Years have really been all over the map this morning.
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Mastering Career Shifts: Insights from Cass Sunstein on Bloomberg’s "Masters in Business" Podcast
Episode Title: At The Money: Cass Sunstein on Shifting Your Career Focus
Release Date: June 12, 2025
Host: Barry Ritholtz
Description: Bloomberg Radio host Barry Ritholtz engages in-depth discussions with influential figures shaping markets, investing, and business. In this episode, Ritholtz converses with Cass Sunstein, a renowned professor and author, about the intricacies of making significant career changes.
The episode opens with Barry Ritholtz introducing Cass Sunstein, highlighting his impressive background:
[01:42] Interviewer: “...how do you shift from a fairly safe but perhaps somewhat unsatisfying job into something that you really love?”
Sunstein delves into his initial career aspirations and the pivotal moments that redirected his path from practicing law to academia and behavioral economics.
Sunstein recounts his early career decisions and the shift towards teaching:
Original Plan: "Yeah, that's what I thought. So I went to law school... I thought I'd probably work for the Justice Department a good long time." [02:40]
Moment of Pivot: The University of Chicago Law School's vibrant intellectual environment captivated him, leading to his transition into academia:
[03:08] Cass Sunstein: “It was relatively early... I thought this would be not a way of retiring, but a way of doing something that was continuous with my law practice, but had a little more theory in it.”
This section underscores the influence of an intellectually stimulating environment in facilitating career shifts.
Sunstein discusses his introduction to behavioral economics and his collaboration with Nobel laureate Richard Thaler:
Challenging Orthodoxy: Surrounded by economists advocating for human rationality, Sunstein felt a disconnect:
[04:19] Cass Sunstein: “I felt they were wrong... I started writing papers actually on departures from perfect rationality.”
Connecting with Thaler: Despite initial skepticism from orthodox economists, Sunstein's persistence led to a fruitful collaboration:
[06:17] Cass Sunstein: “We hit it off immediately and then started being great friends and, and collaborators.”
This collaboration was pivotal in developing the concept of "libertarian paternalism," which later culminated in their bestselling book, Nudge.
Sunstein elaborates on the genesis of Nudge and its foundational concepts:
Co-authoring Nudge: The partnership with Thaler led to the creation of Nudge, a book that revolutionized behavioral economics by introducing the idea of guiding choices while preserving freedom.
[07:14] Cass Sunstein: “Dick is... the most creative and important force behind the rise of behavioral economics... I brought law and policy focus to the book.”
Process of Collaboration:
A significant portion of the discussion contrasts personal behavioral nudges with broader, systemic nudges:
Individual Level Nudges:
[11:10] Cass Sunstein: “...car will signal to me which are nudges to be more careful or drive more safely.”
Examples include:
System-Wide Nudges:
[11:10] Cass Sunstein: “...grocery store... healthy foods at places that are super visible... less healthy stuff requires more effort to access.”
Examples include:
Sunstein emphasizes that both levels aim to guide decisions without eliminating freedom, enhancing overall welfare through informed choice architectures.
Sunstein reflects on his gradual shift from traditional law practice to a focus on behavioral economics:
Realization of Shift:
[13:55] Cass Sunstein: “Behavioral economics is what I like best. It makes me smile, it makes me laugh... the behavioral economic stuff seems to me the most exciting intellectual development of the last 50 years.”
Integration of Interests: While he remains passionate about law, the dynamic and human-centric findings in behavioral economics provide a stimulating complement to his legal expertise.
Framing Effects: Sunstein highlights intriguing behavioral economics phenomena, such as how different presentations of the same information can lead to vastly different decisions:
[15:31] Cass Sunstein: “So framing effects are really funny...”
This section underscores the enriching impact of interdisciplinary approaches, blending law with behavioral insights.
In the concluding segment, Sunstein offers pragmatic advice for individuals contemplating significant career changes:
Assess Personal Fulfillment and Practicality:
[17:02] Cass Sunstein: “Imagine how's Monday, Tuesday... going to look compared to how it's looking now? If the pivot makes you think... hesitate if it makes you think... go for it.”
Balance Passion with Pragmatism: While pursuing one's interests is vital, ensuring the new path is sustainable and financially viable is equally important.
Embrace Continuous Learning: Transitioning to a new field may entail stepping out of comfort zones and acquiring new skills, which can be both challenging and rewarding.
Sunstein emphasizes the importance of aligning career moves with personal happiness and long-term viability, advocating for thoughtful and informed decisions.
Barry Ritholtz wraps up the conversation by reiterating key takeaways:
The episode serves as an insightful guide for professionals contemplating career transitions, illustrating how strategic pivots, guided by behavioral insights, can lead to fulfilling and impactful career paths.
Notable Quotes:
Cass Sunstein on Career Shift Motivation:
“...I thought this would be not a way of retiring, but a way of doing something that was continuous with my law practice, but had a little more theory in it.” [03:08]
On Overcoming Criticism and Embracing Behavioral Economics:
“I did read him, but then I got more excited about writing my paper.” [06:44]
Describing Libertarian Paternalism:
“...your neck of the woods, not mine, which is designed to promote better outcomes for savers.” [13:25]
Advice for Career Pivot:
“Imagine how's Monday, Tuesday, Wednesday, Thursday, Friday going to look compared to how it's looking now?... go for it.” [17:02]
This episode of "Masters in Business" offers a compelling narrative on career evolution, enriched by Cass Sunstein’s unique blend of legal expertise and behavioral economics. It provides valuable lessons for listeners aiming to navigate and thrive amidst significant professional changes.