How to Find Sure Things on Kalshi | Prediction Markets #1

26 Jun 2026 · 22 min · 8 chapters

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In short

The episode explains how prediction markets on Kalshi work and how to look for “unfair advantages” to profit—especially by buying shares in markets that are priced too low for near-certain outcomes. It argues that insider trading is illegal, but that other advantages (market-structure mispricing and event-specific data) can be used.

Guest backgrounds

No guest is mentioned; it’s hosted by James Altucher.

Key claims

Near-sure events are often undervalued because people avoid tying up money for small gains (e.g., 97–99 cents markets). Profit comes from short time horizons and diversification across many “sure things.” Another edge comes from analyzing event-specific data (e.g., word frequencies in Trump speeches).

Notable examples

“US confirms aliens before 2027” (betting “no” at ~90 cents); “SpaceX launches in June” (betting “above 13” at ~94 cents); Trump’s WH Correspondents’ Dinner word choice (betting “no” on “movie star” at ~57 cents); TSA check-ins market (discussed but avoided due to trend uncertainty).

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Understanding Prediction Markets

1:46 to 2:30

An introduction to how prediction markets like Kalshi work.

“It's like hundreds of percent annualized return.”

The Mechanics of Betting on Predictions

2:30 to 4:24

Detailed explanation of how to profit from prediction markets.

“You could bet on who's going to be an Oscar winner.”

Types of Unfair Advantages

4:24 to 6:11

Exploring the two types of unfair advantages in prediction betting.

“France versus Ecuador in the World Cup and you're from France, so you want to bet on the favorite.”

Sure Things in Betting

6:11 to 9:01

Insights on betting on sure things and their psychological effects.

“So I'll tell you about one very, very important unfair advantage anybody listening to this will have as of right now.”

Analyzing Market Bets

9:01 to 10:40

Example analysis of betting on the confirmation of aliens and SpaceX launches.

“But I have bought shares of this market.”

Researching Predictive Bets

10:40 to 14:01

How to leverage data and research for better betting outcomes.

“No, I bet 90 cents with the hope of a dollar.”

Analyzing Speech Patterns for Prediction Markets

14:01 to 24:04

Learn how to analyze speech patterns to make informed bets in prediction markets.

“Iran, a Ford, radical left, Barack Obama, Sleepy Joe, cheat, and on and on.”

Analyzing Speech Patterns for Prediction Markets

24:47 to 25:11

Learn how to analyze speech patterns to make informed bets in prediction markets.

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Transcript

Automatic transcript. May contain errors.

0:00You're listening to this podcast, so I know you've got a curious mind. Here's a helpful fact you might not know yet. Drivers who switch and save with Progressive save over$900 on average. Pop over to Progressive.com, answer some questions, and you'll get a quick quote with discounts that are easy to come by. In fact, 99 % of their auto customers earn at least one discount. Visit Progressive.com and see if you can enjoy a little cash back. Progressive Casualty Insurance Company and Affiliates National average 12-month savings of$946 by new customers surveyed who saved with Progressive between June 2024 and May 2025 Potential savings will vary Brought to you by the Capital One Saver Card With Saver, you earn unlimited 3 % cash back on dining, entertainment, and at grocery stores That's unlimited cash back on ordering takeout from home or unlimited cash back on tickets to concerts and games.

0:56So grab a bite, grab a seat, and earn unlimited 3 % cash back with the Saver Card. Capital One. What's in your wallet? Terms apply. See CapitalOne.com for details. There's nothing like the American Express Platinum Card. Find out your welcome offer after you apply, which could be as high as 175 ,000 points. Learn more and find out your offer at AmericanExpress.com slash explore dash platinum. Terms apply. Today on the James Altucher Show.

1:29James Altucher:The key is you always want to get an unfair advantage. You don't want to bet on things that you don't really know, but you have a feeling about. That's kind of a silly way to bet. When something is almost a sure thing, people don't bet on it. It's like hundreds of percent annualized return. By annualized, I mean it's only a five-day bet. I'm going to make 5%. How many five-day stretches are there in a year? And so if you make 5 % 77 times in one year, it compounds into a lot of money.

2:04This isn't your average business podcast, and he's not your average host. This is the James Altucher Show.

2:23James Altucher:So I want to talk about prediction markets because basically it's a fun way to invest or gamble, depending on what your appetite is. With prediction markets like Kalshi, K-A-L-S-H-I, you could bet on everything from the weather, like what will the weather be today in Chicago, to elections, like who will win the congressional race at such and such place. You could bet on who's going to be an Oscar winner. You could bet on who's going to win the soccer matches. There's also interesting what's called markets. You could bet on how many times will Donald Trump say the word Newsom in a speech? How many people will check in to the TSA at all the U.S.

3:07James Altucher:airports this week? And so you can bet on all sorts of things. And so the question is, is there a way to make money and get an advantage on the prediction markets? So first, how does it work? Basically, I'll just give a very simple example. Let's say there's a market on CalShit. Will J.D. Vance run for president in 2028? And let's say, I'm just making the numbers up. Let's say one share of J.D. Vance on who will run for president of the United States costs 60 cents. That means if I buy 100 shares, I'll spend$60, 60 cents a share,$60. And if J.B. Vance announced he's going to run for president in 2028, the$60 will turn into$100.

3:53James Altucher:I will win the bet. And I made a$40 profit or about a 66 % profit. So I've invested$60 and I made a$40 profit. That's a two thirds profit. So it's good. So that's roughly how prediction markets work. And I'm going to go through some of the predictions that I have bet on and why I've bet on them. And the key is you always want to get an unfair advantage. You don't want to bet on things that you don't really know, but you have a feeling about. Or let's say you're betting on France versus Ecuador in the World Cup and you're from France, so you want to bet on the favorite. That's kind of a silly way to bet.

4:32James Altucher:You want to bet on things where you have an unfair advantage. I would say there's two kinds of unfair advantages. And both involve you having very specific knowledge. And I'm going to tell you how you can get that knowledge in certain cases and why I'm making some of the bets that I'm making. So there are two types of unfair advantages you can have. One is you know something about prediction markets in general that most people don't know. And I'll tell you what I mean in a second. The other type of advantage is if you know something very specific about a particular bet that other people don't know.

5:12James Altucher:And, well, what do you mean, you might say? Does that mean you know? Like, I'll give you the JD Advance example again. Did JD Advance tell you he's running for president and then you bet on that? That would be an unfair advantage. And, unfortunately, that particular unfair advantage is illegal. That's insider trading. You know actual information in advance. Now, I personally don't think there should be that insider trading on prediction markets should be illegal. I think the whole idea of prediction markets is that the reason they were invented years ago is that maybe people, when they have money at stake, actually are better predictors than reporters in the media, for instance.

5:50James Altucher:So the prediction markets are actually used to predict real live events with some accuracy. And there's some evidence that suggests that prediction markets have accuracy. So you actually want the people with inside information to bet because then the whole world will know things more accurately in advance. But okay, that argument aside, let's just talk about the unfair advantages so you can make some actual money. So I'll tell you about one very, very important unfair advantage anybody listening to this will have as of right now. When something is almost a sure thing, people don't bet on it. For instance, let's say back in 2024, Donald Trump and Kamala Harris had an election and of course Donald Trump won.

6:34James Altucher:And let's say the prediction market the next day, the day after election day said, okay, Donald Trump's gonna win and it's 97 cents. He's gonna win and Kamala Harris is three cents. Well, we know he already won. By that point, the next day, we know we already won. Why would it be 97 cents? Why wouldn't it be 99.9 cents? The reason is people just have given up on that market already. They're tired of that market. For 98 cents or 99 cents, you only get one penny. It doesn't seem like a lot, so nobody will bet on it. So often there's the case that long shots are undervalued. Now, I gave an extreme example.

7:11James Altucher:I don't know if that example actually existed, but I'll give you another example, one that I bet on today. So I'll give you an example right now of it's not quite a sure thing, but it's almost a sure thing. Will the US confirm that aliens exist before 2027? Well, there's only six months left before 2027, as I speak, and I could say no for 90 cents. Now, I can tell you, I don't really know anything about this, but the US government has never confirmed before that aliens exist. If I bet no, in order for the market to go against me, in order for me to lose, some official US government official has to say, yes, extraterrestrial aliens exist.

7:58James Altucher:And that has to happen before 2027. This has never happened before. It's not gonna happen this year. For instance, I mean, is the Trump administration gonna do this before midterms? They're gonna say aliens exist? No, there's no chance this is gonna happen. So I am comfortable betting 90 cents to win a dollar that the US will not confirm that aliens exist before 2027. Now, what does that mean? 90 cents to 100 cents is roughly 10%, it's actually 11%. And I'll make 11 % of my money in six months. So that's an annualized 22%. So that's a pretty good investment. Like there's not any other way to make 22 % on what seems to be a sure thing.

8:45James Altucher:Like your savings account only pays you one or 2%. Even the stock market on average does not gain 20 % in a year. I would not bet all my money on this sure thing, just in case, God forbid, the US says that aliens exist before 2027. But I have bought shares of this market. I specifically bought, no, the US will not confirm that aliens exist before 2027. I bought this for 90 cents and I bought a bunch of shares. let's say I bought a thousand shares. I will have spent$900. And on January 1st of 2027, the market will end. The US will not have confirmed that aliens exist and I will make a thousand dollars.

9:26James Altucher:So I'll make about 11 % on my money. And the key thing here is, yes, A, first off, people tend to not want to tie up their money for a small gain. So it's only 10 cents on 90 cents bet. People view that as a small gain. people don't want to tie up their money for six months. B, people tend to undervalue sure things, just psychologically. People say, oh, well, maybe they'll confirm it. Or maybe there's some people who think they already have aliens in warehouses hidden, and maybe that will be revealed. So there's conspiracy theorists who are a little bit crazy. And so I'm betting against them. So there's some people who are legitimately betting yes, or where they feel legitimately.

10:08James Altucher:And again, I know historically, people tend to undervalue sure things. So the key is to diversify your basket of sure things. So I will bet 90 cents on 30 different sure things as they pop up for a short term, let's say one day to six months, short term, sure things. And I will have a basket of that. And annualize, if you do that every month and every year, you can make hundreds and hundreds of percent on your money. So for instance, will the U.S. confirm that aliens exist? No, I bet 90 cents with the hope of a dollar. You can bet as many shares as you want or however many is in the market and make money.

10:48James Altucher:Here's another one that I have bet on. How many launches will SpaceX have in June? So as I speak, there's five days left in June and above 13 is trading for 94 cents. And why is it almost a sure thing? Because SpaceX has already launched 13 launches. It's June 25th. Between June 1st and June 25th, SpaceX has already launched 13 rockets into space. And now this is above 13, and it's a 94 % chance. It's trading for$0.94. And you bet$0.94, you win$1. So you make$0.04 or$0.05. There's a little bit of a fee. You make$0.05. sense. For five days, making 5 % of my money, that's an enormous, enormous annualized return.

11:33James Altucher:That's like hundreds of percent annualized return. By annualized, I mean it's only a five-day bet. I'm going to make 5%. How many five-day stretches are there in a year? There's 77 of them. And so if you make 5 % 77 times in one year, it compounds into a lot of money. So I'm happy making this bet. It's only a five-day bet. Why is it a short thing? Well, SpaceX has a launch scheduled in two days. That'll make it 14 launches or above 13. Well, what if they don't launch? The last time they had a failed launch was in June 2024. So almost certain thing that this is almost a short thing that they will have above 13 launches in June.

12:16And look, if I'm wrong,

12:18James Altucher:then that means if I make 20 sure thing bets in June, then all my profits will be wiped out because if I win 19 of them, I'll lose this one. But the key is most months you'll win almost all, you'll win all of the sure things. So the key is bet on sure things as much as possible. That is a huge advantage that you have on prediction markets knowing that people undervalue sure things. Like this should be trading at 99 cents already, but it's trading at 94 cents. So I have a little bit of an advantage. Now, there's another type of advantage, which is when you have your own data and your own research that help you get an advantage over everyone else who's investing.

13:01James Altucher:And I'll give you an example. So right now, today, it's June 25th, and there's a market. What will Donald Trump say during the White House Correspondents' Dinner? Well, the White House Correspondents' Dinner is on July 24th. And they give you a bunch of choices. So for instance, you can bet 87 cents, he'll say fake news. And by the way, that's almost a sure thing. Because the White House Correspondents' Dinner is Donald Trump speaking to a bunch of White House correspondents. Now, he famously doesn't really like the traditional news media. And almost every single time he speaks to traditional news media, he says the words fake news.

13:39James Altucher:So 87 cents is probably a fair, sure thing. But I'm not going to bet on that because there's a much better bet here. Now, there's a 75 % chance he says 250 because he's going to refer to the anniversary of America. They're saying it's an 85 % chance he'll say the word oil during the correspondence dinner. That's possible. He'll say ballroom, 82 % chance. Stock market. Iran, a Ford, radical left, Barack Obama, Sleepy Joe, cheat, and on and on. And by the way, this goes all the way down to auto pen, movie star, China, hottest. I don't know how they pick these words, but there's all these words. So here's what I did.

14:23James Altucher:I took his last three months of speeches and broke down every word he's used. Now again, this White House Correspondence Center is just in four weeks. And I'm taking a look at the last, let's say 20 or 30 speeches that he's done. And I broke down all the words he's used. So for instance, oil in the last so many speeches, he's used 17 times. Iran, 15 times. China, 13 times. Hoax, four times. Because he talks about the Russia hoax. And actually this was in a cabinet meeting. He mentioned specifically Barack Hussein Obama three times. And Israel, you know, two times. He was in an interview with Maria Bartiroma, and on and on.

15:04James Altucher:So what I'm interested in is, what words doesn't he use that are on this list that I could bet on? And so it turns out the word movie star, he's used zero times in the past three months. But on the prediction market, it's giving him almost a 50-50 chance he's going to use the phrase movie star. So I looked at all the times in his whole life that he's used the phrase movie star that I could find. I found one speech in 2016 where it was a campaign stop, and he specifically pointed to a kid and said, oh, you look like a movie star. That's in 2016. That's 10 years ago he used the phrase movie star.

15:41James Altucher:So why would he use this phrase movie star in the White House Correspondence Center? So looking through all of Donald Trump's speeches, he does kind of mention movie star a couple times, but he always uses synonyms. So he'll say something like, oh, you look like you're straight out of central casting. or he's like a male model, or looks like we're in a movie here, you know, with all the good looking people. He doesn't really refer to people as movie stars unless he's directly complimenting them as opposed to a speech. In a speech, I can never find a single use of the word movie star. This is a speech at the White House Correspondent Center that he'll be giving.

16:18James Altucher:So again, as far as I could see, he's never used the word movie star in a speech. Also, don't forget, I take into account, this is a combative setting. He does not like the media. It's unlikely he's going to refer to anyone as a movie star, particularly since he's never used the word movie star in a speech. It's a combative environment, and he tends to use synonyms for movie star anyway. So what I looked at is the fact that on Kalshi, people are already investing, and people are saying there's a 50-50 chance he's going to use the phrase movie star. So I'm going to bet no. I don't think there's a 50-50 chance.

16:50James Altucher:Now, I think there's more like a 0 % chance. So I'll bet no, he's not going to use the word movie star. And I did make this bet and I'm feeling pretty confident about it. And again, you want to diversify your bets, maybe use the word movie star and then you lose your bet. The whole thing is you want to find places where when I bet, you know, I bet on no for movie star and actually my actual cost was 57 cents. So the market is basically saying there's a 57 % chance he's not going to use the word movie star. I think it's more like a hundred percent chance. So when I think the odds are different than what the market is saying or the market is pricing it at, that's an enormous opportunity to make a lot of money.

17:32James Altucher:I could be wrong on this bet, of course, but if I make 30 bets like this where I'm using similar kind of reasoning, overall, I'm very confident I'm going to make a lot of money and the money compounds. Whatever I make, I'll then make my bets higher on the next bets. And I always diversify and do a lot of bets. So that is a reasonable bet for me. And again, I used hardcore data. Now, here's another one. Every week, you could bet on the number of TSA check-ins that are going to happen that week. So a TSA check-in is when you go to the airport and you put your bags through the TSA. That's a TSA check-in when you go through security.

18:12James Altucher:It almost always averages around 2.7 or 2.8 million, give or take. The market is saying there's a 96 % chance, so sure thing, there's a 96 % chance that it'll be more than 2.75 million this week. And there's only a 20 % chance it'll be more than 2.8 million check-ins. Well, okay, how can you get an unfair advantage here? It's very difficult. But what I do is I'll look at 2025 and 2024. What are the historical trends? So in 2025, there was 2.875 million check-ins in the equivalent week, the week before July 4th week. There was 2.875 million check-ins on average every day. So then does that beg the question, oh, 20 cents might be an unfair advantage.

18:59James Altucher:Maybe it's more likely that we're going to have more than 2.8 million. Well, so far this year, particularly since the Iran war, things have been trending lower in 2026 than 2025. So things are trending lower. I'd rather rather not bet on that particular market. And 96 cents is probably too high. Maybe I'll put in a bid for 93 cents. But even that, I would rather just stay away from that market unless I really can analyze the data more thoroughly or there's more of an advantage that the market is giving me. So that's an example where you can use hardcore data. But for a market like that, a lot of people are using hardcore data.

19:35James Altucher:So I'd rather stay away from it. I prefer doing word counts on Trump's speeches because here's the thing about Trump. People either love Trump or hate Trump. People who hate Trump will think that he's going to definitely say, you know, Barack Hussein Obama or auto pen referring to Biden or Kamala or whatever. And people who love Trump might say, oh, he's going to say, you know, Iran or oil or deflate, whatever tariffs. So people are betting their emotions on any Trump market. And so I like analyzing the word count in his speeches to really see, you know, what's accurate. Like, I don't know why people seem to think that there's at least a 50 % chance he's going to say movie star when he's never said movie star in a speech before.

20:13James Altucher:So this is where I feel I have an unfair advantage. And again, you want to spread those opportunities around. So I gave three example predictions that you can make right now. One is, will the U.S. confirm that aliens exist before 2027? I've answered no. It's about 90 cents. For me, it's a sure thing. That's 10 cents, 10 % of your money. Like if you bet$10 ,000, you make 1 ,000. You bet $100 ,000, you'll make$10 ,000. Again, this is not intended to be investment advice. I have to say that legally, but we're having some fun here talking about prediction markets. But that's a prediction bet that I have made.

20:50James Altucher:Another bet that I've made is how many launches will SpaceX have in June of 2026? I say above 13. Already had 13, by the way. So above 12 is at 99%. Above 13, I bought for 94 cents. It's almost a short thing. I think it is a short thing. I think the accurate price is$100, but the market is telling me I can get$100 for$0.94, so I might as well do it. And it's only five days away that we'll know the answer. I actually think it's going to be two days away because in two days, SpaceX is scheduled to have a launch. And by the way, the last failed launch was in June of 2024. So I feel that's a sure thing given the statistics.

21:32James Altucher:And then the other bet I told you about that I've made, it's in the market. What word will Donald Trump say in the White House Correspondents' Dinner? Now that's a month away. It's on July 24th or almost a month away on July 24th. And the market is giving almost a 50 % chance he's going to say the word movie star. I think it's more like a 0 % chance. So I bet no, you can bet yes or no, I bet no for 57 cents that he will not use the word or the phrase movie star. And that means for every share that I bought for 57 cents, I will get 100 cents. So I'll make almost double my money on that bet. Now, again, I'm not going crazy.

22:13James Altucher:I'm not investing all my money, but I do think prediction markets are gonna be a valid way to make a living and to make an income if you use the systematic advantage. Remember, there's two advantages. One, when you know statistics about prediction markets themselves, or the other, when you have statistics about various events. Like here, I use statistics to analyze exactly how many times Trump has used each word in his last 20 speeches. And then I look back for specifically movie star, when has he ever used it in a speech? Under what context? Does he use synonyms? And so on. So if you like this, mention on Twitter, we'll do more of these prediction market podcasts.

22:55We'll keep them pretty small and enjoy.

23:21The End

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From the publisher

Episode Description:

Prediction markets allow people to trade contracts tied to real-world events—from elections and weather to rocket launches, airport traffic, awards, and the words a public figure might use during a speech.

But James argues that having an opinion isn’t enough. Betting on your favorite team, preferred candidate, or a vague feeling about what might happen is speculation without an edge. His rule is simple: only participate when you believe you have an unfair advantage.

In this solo episode, James explains the two advantages he looks for. The first comes from understanding how prediction-market participants behave—especially their tendency to overlook outcomes that appear almost certain because the potential payout looks small. The second comes from researching a particular market more thoroughly than the other participants.

He walks through three trades he made: whether the U.S. government will confirm the existence of extraterrestrial life before 2027, whether SpaceX will exceed a specified number of June launches, and whether Donald Trump will use the phrase “movie star” during an upcoming speech. He also examines TSA passenger data to show why good research sometimes leads to the most important decision of all: not making the trade.

The larger lesson is not that any outcome is guaranteed. It is that a repeatable process—researching the data, comparing your estimated probability with the market price, diversifying, and walking away when the edge is unclear—is more useful than betting on instinct.


Editorial Note:

Prediction-market contracts are speculative and can result in the loss of the full amount committed to a position. Short-term returns expressed on an annualized basis are hypothetical comparisons, not guarantees that the same opportunity can be repeated throughout a year. This episode is educational and reflects James’s personal reasoning, not individualized financial advice.


What You’ll Learn:

  • How binary prediction-market contracts are priced and settled.
  • Why James avoids trades based only on personal preference or intuition.
  • The two types of informational advantage he looks for before entering a market.
  • Why apparently likely outcomes can still be priced below James’s estimate of their probability.
  • How to compare a contract’s price with your independent estimate of the outcome.
  • Why diversification matters when a single losing contract can erase several smaller gains.
  • How historical speeches, launch schedules, and public datasets can inform a trade.
  • Why declining to place a bet is often the correct conclusion when the evidence is inconclusive.


Timestamped Chapters:

  • [02:00] The Search for an Unfair Advantage
  • Why James believes a feeling or personal preference is not a sufficient reason to place a bet.
  • [02:43] What Is a Prediction Market?
  • How event contracts cover subjects ranging from weather and elections to entertainment, sports, and public speeches.
  • [03:29] How Yes-or-No Contracts Work
  • A hypothetical presidential contract illustrates pricing, payouts, and profit.
  • [04:26] Don’t Bet on What You Want to Happen
  • Why fandom, political preference, and intuition can distort judgment.
  • [05:12] Two Types of Informational Advantage
  • James distinguishes between understanding market behavior and possessing unusually strong research about one event.
  • [06:30] Why Traders May Overlook Near-Certainties
  • How small-looking payouts and the cost of tying up capital can leave heavily favored outcomes below full value.
  • [07:52] Will the Government Confirm That Aliens Exist?
  • James explains why he bought “No” contracts on an official confirmation occurring before 2027.
  • [10:40] Diversifying a Basket of High-Probability Trades
  • Why James prefers multiple positions rather than concentrating everything in one supposedly certain outcome.
  • [11:20] The SpaceX Launch Trade
  • Using completed launches, the remaining calendar, and an upcoming mission to evaluate a five-day contract.
  • [13:38] Turning Presidential Speeches Into Data
  • How James analyzes recurring words and phrases instead of relying on opinions about Donald Trump.
  • [15:38] Betting Against “Movie Star”
  • Why past speeches, synonyms, context, and the market price led James to take the “No” side.
  • [18:30] TSA Passenger Data—and Knowing When to Pass
  • Historical checkpoint volume offers useful evidence, but not necessarily enough of an edge to justify a trade.
  • [21:01] Three Trades and One Repeatable System
  • James reviews his positions and the difference between market-level and event-specific advantages.
  • [23:00] Prediction Markets as a Continuing Experiment
  • Why James plans to keep testing the approach and sharing shorter updates.


Additional Resources:


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