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Richard H. Thaler — The Winner’s Curse and Going Against the Establishment (with Nick Kokonas)

Richard H. Thaler is the 2017 recipient of the Nobel Memorial Prize in Economic Sciences for his contributions to behavioral economics and the Charles R. Walgreen Distinguished Service Professor of Behavioral Science and Economics at the University of Chicago Booth School of Business. He is the New York Times bestselling co-author of Nudge: Improving Decisions About Health, Wealth, and Happiness and the author of Misbehaving: The Making of Behavioral Economics. His new book is The Winner's Curse: Behavioral Economics Anomalies, Then and Now. My co-host for this conversation is Nick Kokonas. Nick is an entrepreneur, investor, and author best known as the co-founder of The Alinea Group (sold in 2024) and the reservation platform Tock, which is now owned by American Express. This episode is brought to you by: Seed's DS-01® Daily Synbiotic broad spectrum 24-strain probiotic + prebiotic: https://Seed.com/Tim (Use code 25TIM for 25% off your first month's supply) ExpressVPN high-speed, secure, and anonymous VPN service: https://www.expressvpn.com/tim (get 4 months free on their annual plans) AG1 all-in-one nutritional supplement: https://DrinkAG1.com/Tim (1-year supply of Vitamin D plus 5 free AG1 travel packs with your first subscription purchase.) [00:00] Preview. [00:46] First principles: What is economics, really? [02:33] The “max” assumption and agents as optimizers. [04:45] Rationality in models: Solving problems like an economist would. [05:39] “Meh” vs “Max” — shortcuts instead of optimization. [06:12] Selfishness, fairness, and self-control in economic models. [08:08] Milton Friedman’s “as if” defense. [10:38] The cashew nuts story: Origin of behavioral economics. [12:05] Removing choice and status quo bias. [13:04] The case for Americans needing forced savings. [15:04] Academic resistance: Psychologists laughing at economic theory. [19:56] Loss aversion: Disease cure experiment. [22:18] Endowment effect: Coffee mug experiment. [24:05] Restaurant reservations and the power of deposits. [25:26] Fairness research: Snow shovels and blizzards. [27:11] Uber surge pricing and the 9/11 thought experiment. [28:53] Behavioral economics in one sentence. [29:16] Nudges: 401(k) auto-enrollment case study. [31:50] The fly in the urinal and nudge durability. [33:10] Lakeshore Drive lines: Making safety easy. [35:28] Choice architecture: Good nudges vs. malicious nudges. [36:37] Online gambling and Robinhood’s gamification. [38:20] Lessons learned from teaching decision-making for 40 years. [39:18] Winner’s curse: The jar of coins demonstration. [41:16] ARCO engineers discover the winner’s curse in oil bidding. [42:20] Writing papers as competitive strategy. [44:36] Amos Tversky’s note: People learn through stories. [45:44] Overconfidence: Amazon River and CFO predictions. [47:56] NFL draft: 53% success rate (barely better than coin flips). [49:08] Trading down in the draft as optimal strategy. [51:07] Applying behavioral insights to daily habits. [52:36] The law of one price and restaurant deposit resistance. [55:02] Sports analytics: The three-point shot revolution. [57:54] Mental accounting: Money in jeans feels like a windfall. [01:02:38] Sunk cost fallacy: The dessert we don’t need. [01:05:34] Richard’s daughter and the baseball/concert tickets experiment. [01:06:55] Temptation bundling: Using cognitive biases for self-improvement. [01:09:55] Big data and natural experiments in the real world. [01:10:40] Mental accounting in action: Premium gas during the financial crisis. [01:14:34] The pragmatic reason Richard invented behavioral economics. [01:16:30] Strategy: Corrupt the youth, not change old minds. [01:17:46] The behavioral economics summer camp running since 1994. [01:18:52] The “Anomalies” column in Journal of Economic Perspectives. [01:20:36] Citations matter: Writing articles people can understand. [01:21:09] Availability bias: Homicides vs. suicides. [01:22:21] Kahneman and Tversky: The reason for everything. [01:23:41] Systematic bias vs. random errors. [01:24:38] Amos’ dinner trap: Everyone you know is dumb, except your models. [01:27:38] Michael Lewis’ The Undoing Project. [01:28:25] Daniel Kahneman’s assisted suicide decision as peak-end rule applied to life itself. [01:35:31] What keeps Richard going? [01:37:00] Why the updated version of The Winner’s Curse should appeal to economists and everyday humans. [01:40:12] Parting thoughts. Sign up for "5-Bullet Friday" (Tim's free weekly email newsletter): https://go.tim.blog/5-bullet-friday-yt/ Follow the Tim Ferriss Podcast: https://tim.blog/podcast/ Visit the Tim Ferriss Blog: https://tim.blog/ Follow Tim Ferriss on Twitter: https://twitter.com/tferriss/ Follow Tim Ferriss on Instagram: https://www.instagram.com/timferriss/ Like Tim Ferriss on Facebook: https://www.facebook.com/TimFerriss/

Richard H. ThalerguestNick KokonashostTim Ferrisshost
Oct 14, 20251h 44mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

Thaler explains behavioral economics: nudges, fairness, mental accounting, winner’s curse

  1. Richard H. Thaler contrasts traditional economics’ maximizing “agents” with real human behavior shaped by shortcuts, self-control problems, and concerns about fairness.
  2. He illustrates core behavioral concepts—loss aversion-like gaps between willingness to pay and willingness to accept, plus the endowment effect—through surveys and the coffee mug experiment.
  3. He explains how “nudges” and choice architecture work in practice, using 401(k) auto-enrollment, urinal “fly” targeting, and road markings that create a braking illusion as examples.
  4. He argues the same behavioral design tools can be used for good or harm, pointing to casinos, online gambling, and investing apps that feel like gambling.
  5. He uses stories and demonstrations (especially the winner’s curse jar auction) to show why people remember behavioral lessons, and discusses how he spread the field by training younger economists and writing accessible “anomalies” columns.

IDEAS WORTH REMEMBERING

5 ideas

Behavioral economics starts by challenging the convenient assumptions built into traditional economic models.

He explains that modern economics often assumes “agents” maximize (“max”), are selfish, and have no self-control problems because those are mathematically convenient starting points—yet real people use shortcuts (“meh”), care about fairness, and struggle with temptation.

Sometimes removing choice increases welfare, even when standard theory says it shouldn’t.

He recounts removing cashew nuts at a dinner party—guests thanked him—highlighting that people sometimes prefer fewer options, contradicting the idea that “more choice is always better.”

Buying and selling valuations can diverge sharply, revealing loss aversion-type patterns.

He describes asking people what they’d pay for a cure vs. what they’d require to accept an identical risk, noting answers are wildly different even though economic theory predicts they should match.

The endowment effect helps explain why people hold onto what they have and markets may trade less than expected.

He explains the coffee mug classroom experiment (randomly assigned mugs held for seconds) where owners demand about twice as much to sell as non-owners will pay to buy, implying less trade than standard models predict.

Defaults and status quo bias can dominate incentives, making “nudges” powerful.

He discusses shifting 401(k)-style plans and shows how changing the default from opt-in to opt-out raised participation (in the cited company) from about half of new workers to about ninety percent.

WORDS WORTH SAVING

5 quotes

Look, economists are jealous of physics.

— Richard H. Thaler

And, you know, my joke is instead of writing down max, suppose we wrote down meh, because what people are doing isn't really max, right?

— Richard H. Thaler

And so I think the important lesson is that if you're doing business in the real world and you have customers and employees that are people, not agents, then you have to do things a bit differently.

— Richard H. Thaler

They remember stories. That is the only thing people remember. They do not remember a formula.

— Richard H. Thaler

The only way I managed to succeed, even get a job as an economist and get tenure, much less get a Nobel Prize, which was certainly never on my radar when I was a young person, was to think of a different way of doing economics. And I more or less had to invent behavioral economics to have a career.

— Richard H. Thaler

Economics as models of “agents” and maximizing (“max”)Shortcuts (“meh”) and bounded rationalitySelfishness, fairness, and self-control assumptionsMilton Friedman’s “as if” defenseLoss aversion-style valuation gapsEndowment effect (coffee mug experiment)401(k) defaults, nudges, and choice architecture (opt-out enrollment)

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