E174: Tarek Mansour, Kalshi CEO: Why Prediction Markets Are the Future of Investing

1 Jun 2026 · 1 h 15 min · 29 chapters

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In short

Tarek Mansour, Kalshi CEO, argues prediction markets are the future of investing because markets convert subjective debate into objective math, reward accuracy, and aggregate distributed information better than institutions. He also discusses how prediction markets could “go direct” in media, complement journalism, and expand hedging beyond traditional derivatives.

Guests

Tarek Mansour (co-founder and CEO of Kalshi/CalSheet; former Goldman Sachs and Citadel trader; MIT background; focuses on event trading on a federally regulated exchange). The episode also references prior guest Edward Armstrong (Coinbase co-founder) and his claim that insider trading is necessary in prediction markets, which Mansour rejects.

Key claims

  1. “Best way to price anything is a market” where being right is rewarded and being wrong is punished.
  2. Relevant information is distributed among the crowd, not authority figures.
  3. Prediction markets outperform polls and other forecasting methods (citing Fed paper on macro markets and general “mean error” comparisons).
  4. Media impact: fewer intermediaries and cleaner incentives than ad/click-driven truth incentives.
  5. Prediction markets enable hedging/insurance for events like elections and COVID.

Notable examples

election markets repeatedly denied/approved delays; a weather-market product that grew then “tanked back to zero”; superforecasting outperforming geopolitics experts; users using Kalshi 70–80% for information rather than trading.

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

Chapters

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Introduction to Prediction Markets

0:00 to 1:28

Learn about the fundamentals of prediction markets and their potential.

“The best way to price anything is a market where you get rewarded for being right and you get punished for being wrong.”

The Call to Action

1:28 to 1:54

Hear the host's request for audience support to boost the podcast.

“This is the little bit that I know none of you like that can help us make a huge difference for this show, and we want to take it next.”

Market Structure and Urgency

1:54 to 3:25

Understand the urgency in market decisions and their implications.

Tarek's Anime Passion

3:25 to 4:50

Discover Tarek's love for anime and how it shapes his personality.

“Now you can probably show them in the office and we can probably put it on the table.”

Journey to MIT and Mathematical Passion

4:50 to 7:00

Explore Tarek's academic journey and passion for mathematics.

Impact of Volatile Upbringing

7:00 to 9:45

Tarek discusses how his upbringing in Lebanon shaped his drive for success.

High Expectations and Motivation

9:45 to 13:46

Insight into how Tarek's mother's expectations influenced his success.

“And then I talked to her sometimes about it.”

Exploring Crypto Investment Strategies

14:00 to 14:22

Learn about various crypto investment solutions and strategies.

“with$11 billion in client assets and more than 70 crypto solutions.”

The Resilience of Entrepreneurs

14:22 to 18:23

Discover the characteristics of successful entrepreneurs and the challenges they face.

“It could be a seed stage company all the way to Apple.”

The Psychological Toll of Founding

18:23 to 22:36

Understand the psychological struggles and self-doubt experienced by founders.

“The first one is a mother who was saying, you're going to do great things.”
Show all 29 chapters

Navigating Market Challenges

22:36 to 28:07

Gain insights into the challenges startups face in finding product-market fit.

The Psychological Struggles of Entrepreneurship

28:07 to 30:17

Explore the mental challenges entrepreneurs face during tough times.

“That phase where things are not working is very hard.”

The Psychological Struggles of Entrepreneurship

30:46 to 31:19

Explore the mental challenges entrepreneurs face during tough times.

“trusted by 8 out of 10 of the world's largest exchanges.”

Focusing on Inputs Over Results

31:19 to 33:15

Understand the importance of focusing on the process rather than immediate outcomes.

“You said focus on the input, not the results.”

The Value of Prediction Markets

33:15 to 35:10

Discussion on how prediction markets function and their advantages.

“Like I want to buy like Trump winning the election.”

Innovation in Media Through Prediction Markets

35:10 to 40:49

How prediction markets can change the traditional media landscape.

“It was, you know, it was essentially it felt too big of an idea.”

Hedging Risks with Prediction Markets

40:49 to 42:05

Simplifying the concept of hedging and risk management through prediction markets.

“And like, you know, the prediction markets move on the news.”

Understanding Prediction Markets and Insurance

42:05 to 43:56

Learn how prediction markets function as a form of insurance compared to traditional methods.

“And then you have one counterparty, like you have one person on the other side, which is the insurance company that decides what the price is and they decide the terms of this thing.”

The Role of Leverage in Prediction Markets

43:56 to 47:18

Explore the implications of leverage in prediction markets and the necessity for capital management.

“Like, you know, options you can ensure, for example, like a stock or like a oil position.”

Insider Trading in Prediction Markets

48:00 to 50:08

Discuss the complexities of insider trading and its legitimacy in prediction markets.

“months ago, and he says insider trading is 100 % necessary in prediction markets.”

Regulatory Framework and Self-Regulation

50:08 to 56:04

Examine the importance of regulation and self-regulation in maintaining market integrity.

“And you have confidentiality obligations on that information.”

Insider Trading Patterns and Regulation

56:04 to 57:20

Explore the patterns of insider trading and the regulatory measures in place to deter it.

“And then if you find wrongdoing, you punish.”

The Future of Crypto and Payment Infrastructure

57:21 to 59:38

Discuss the potential of blockchain and crypto in revolutionizing the payment system.

“I wouldn't like take any credit to CalShare to being like a, like necessarily like a first mover or a pioneer in crypto or anything like that.”

Understanding Regulated Perpetual Futures

59:39 to 1:02:22

Learn about the concept of regulated perpetual futures and their relevance in the market.

“And I think that tends to be generally a very good indicator.”

The Importance of Competition in Finance

1:02:23 to 1:04:19

Understand how competition drives innovation and success in the financial sector.

“There's one that particularly killed the perps game, Hyperliquid.”

Kalshi's Vision for the Future

1:04:20 to 1:06:57

Discover Kalshi's ambitions to create a next-generation financial market.

“I just think being in a market where there's competition is so much better than being in a smaller market with less competition.”

The Impact of Wealth on Personal Happiness

1:06:58 to 1:10:03

Explore the relationship between wealth and personal happiness, focusing on engagement in life.

Financial Reflections and Work-Life Balance

1:10:03 to 1:14:14

Explore Tarek's perspective on financial success, personal fulfillment, and the challenges of being a founder.

“It's like actually lower than people think, you know?”

Encouraging Young Entrepreneurs

1:14:15 to 1:14:25

Tarek discusses his hopes of inspiring the next generation of entrepreneurs.

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Transcript

Automatic transcript. May contain errors.

0:00The best way to price anything is a market where you get rewarded for being right and you get punished for being wrong. Instead of like settling something via debate, the market will filter it. You're taking this complete mess of subjective emotion and debate to the clean plane of mathematics. Information doesn't lie in the traditional authority figures or institutions. It actually is very distributed amongst the crowd. Prediction markets are the best at forecasting in the future. What's the true innovation of prediction markets? So, you know, um... Tarek Mansour, co-founder and CEO of CalSheet.

0:27The largest federally regulated exchange for event trading. A former Goldman Sachs and Citadel trader. Advancing prediction markets as an asset class. How does prediction markets revolutionize the media industry? One, it's a version of going direct. There's no intermediaries. There's no filter. There's no spin. There's nothing between you and the answer. Second thing is the incentive structure in prediction markets is true. You get paid if you're right. And you get punished and lose money if you're wrong. That doesn't quite exist in traditional media. Talchi is launching the very first regulated perps in the USA.

0:56It's what people want. The offshore market is very, very good valuation. There's no first principle reason for why the U.S. should be different. What does the regulator purpose actually mean? Let's talk about the distinction. Like, when should it be a future versus a purpose? When it comes to digital assets, like Bitcoin, etc., they don't have any. Then the derivatives should not have an unnatural entity. It should be a perpetual. People should decide when they want to close their own position. Edward Armstrong was on this podcast a few months ago, and he says insider trading is 100 % necessary in prediction markets.

1:21I read a tweet recently, which I totally agree.

1:28Hi, everyone. This is the little bit that I know none of you like that can help us make a huge difference for this show, and we want to take it next. 71 % of the people who regularly watch When Shift Happens have not subscribed. And so all I'd ask you if you want to make a huge difference is the following. If you've seen this show before and you like it, help me, help my team. Hit the subscribe button and we'll continue to build this show for you. Thank you. It's a crazy week. Is it not a crazy week every week? this you know yeah i mean it is there's some variants this one was because they just passed market structure and there's a bunch of shit going on out of committee uh and everything is like usually very urgent with these things so how do you know what's urgent and what's not urgent if everything is urgent it has to be sort of like consequential and then there's like a deadline like basically there are things like and consequential is usually things that are like pretty important and then they're like one-way door so it's like you cannot you cannot just sort of like you know type one type two from bezos like you cannot revert the decision after it's made like after the thing happens um those should give a lot of attention to because if you made a mistake you cannot change that later down the line uh whereas if like you can revert back then it's okay you don't like someone else can handle it like you can let it be it's okay to skip a deadline worst case you know in two weeks you basically change it um so is this mine by the way yeah it's yours i was told you love anime i was like this is perfect i'm just gonna put it there to put it in good mood in good mood i have a lot of these i have a lot of these in my house i mean all my house is like decorated as anime where is the anime passion coming from and since i was a kid like i just loved i started like reading dragon ball and it was like six maybe five six um and then since then i was like a huge huge fan uh you know i think a lot of a lot much larger percentage people like anime than um people know because when i liked it it was something that you just don't tell people about you know it's like kind of like a pretty uncool thing to do like you know like a big nerd if you like anime but now it's like pretty cool like people like you know uh people are like came out of the closet uh people that like anime came out of the closet so it's like uh because you know It's pretty cool to be a nerd now.

3:52So it's different. Now you can probably show them in the office and we can probably put it on the table.

4:00That's right. How are you doing? Pretty good. Yeah. Life is good? It's pretty good. I mean, like, you know, the company is growing. Like, I think the product is getting a lot better fast. I think they have a really incredible team. And I think that's sort of the best, usually the best leading indicator of most things. It's like the product is really, really improving. that's really exciting and consumers are increasingly loving the product more which is really good um i just think things end up like when you're in this sort of hyper inflection phase um the the analogy is like you have always things being thrown at you all the time all the time just like non-stop and you know we're a small team you know we're like still like 150 people or so so like um everyone is like overstretched all the time so you know things feel pretty hectic but it's a good type of hectic like the exciting one who are you who am i it's pretty philosophical let me think it's a good question um so a few things i would say one of my most defining characteristics is like i'm a math nerd at heart i really really love math like that's a lot of what has like guided what i want to work on and what i get excited about when I'm like, you know, in the day-to-day, in the work.

5:24And, you know, I...

5:31You know, I like to find ways... So I really like math, and more specifically within math, you know, when I went to MIT, you know, so I spent time, you know, in Lebanon, like, really kind of figured out, okay, where are the math nerds going, and MIT was one of the names that came up. so I really worked very hard when I was in Lebanon to figure out how to get into MIT it was hard to get in from Lebanon and all of that and at MIT I started really liking the types of classes I really liked is like a little bit more on the theoretical side and I really loved information theory and probability I really really liked everything around sort of like you know all this comes around model capacity like how do you encode information like you know in the most compact way um and then just probably theory just everything around that and that led me naturally to finance because that's where you can you know apply these things i wanted to be i didn't want to be necessarily in academia i wanted to like apply it um and the more time i spent in finance the more i liked it i liked i like there's like some degree of objective function like uh that is pretty clear and well defined you know like that's why i like working at citadel because the culture there is like what is your piano there's no subjectivity there's no debate there's no like it's very hard to debate right you have a number and i like that i really like the the the certainty of mathematics and and i don't know why i mean i i can respond to that i don't know if you want to follow up on that certainty of mathematics to define who is the best or just certainty of mathematics there's a certain sort of um

7:13so growing up in lebanon um i would say there was two things you know one that was broader macro and then one that is more micro that defined me uh the macro one is like lebanon is a very um um volatile country extremely volatile country right i wouldn't say it spikes in like dangerousness or or level of conflict or level of peace or level it spikes in volatility things are always always changing like you know it's like you can go from full-blown peace to full-blown war over like really quickly like from you know safety to civil unrest really quickly it all stays back and forth people got used to that but it's very volatile there's always a lot of stuff going on um and then the second thing is i grew up with a single mom and a single mom household which create there's like an underlying feeling of anxiety you look for like refuge and it's hard to have without like a dad present in the house and it's interesting because when you talk to a lot of uh funnily enough like a lot of entrepreneurs like a disproportionate number of entrepreneurs have had similar setups growing up um i personally found refuge in math like i like the fact that there's an answer you know uh it's like a world where you can go to and like you can box out the problem and like find an answer at the end and i found that to be very elegant it was really beautiful and and the answer is not you cannot debate it like a math proof is so elegant and beautiful because when you get it right there is no debate there is no um like vagueness there's no nuance it's just like okay does it work or does it not work and there's i don't know that that's the certainty i'm talking about it's a bit of a feeling of it feels safe right it's beautiful it's symmetric it's well structured versus the outside word that was like complete chaos all the time right um so yeah you said there's a many entrepreneurs have a common story i actually always ask this question to all the people i interview because they they have this common pattern which is a childhood trauma or something that happened in their life that gave them this fire in the belly and drive yeah for this incredible success that they have today you want to develop a bit more on that like maybe what we mentioned with your mother and how it impacted your fire in the belly and enabled you to be a multi-billionaire before 30 years old which is something that pretty much doesn't exist yeah I think

9:55so a few things happen but like definitely the single mom thing is a very defining at least something that has really defined me and it's it's and it's not just that is that plus my mom had this sort of extremely high expectation extremely high standard of us extremely high expectations and to this sort of unwavering belief and conviction that we will do great things and in some ways had to do great things Like we had to be great. And then I talked to her sometimes about it. And what was it? I mean, she had like really a very deep sense of anxiety that we would like, you know, be a little bit like our dad and like kind of not be there and like not fully achieve our potential and all these different things.

10:42And she also sort of in some ways when she had us and she went through a divorce, et cetera, we basically became like her life, like her achievement, her success. like the way she I think ended up measuring herself is through the success of her children right and she's like you know she's like a harsh person she's someone who really like has you know it's like kind of my way or the highway I want like you know like 9 out of 10 is a loss you have to be 10 out of 10 and all that and it was intense it was like a very intense version of that plus there was like all the you know the Lebanon volatility the financial sort of like stress and anxiety and like we like carried a lot of that and you know people that like grew up in financial stress it doesn't leave you you know like this sort of thing never leaves you right and you like want to help your mom because you you feel kind of like you feel always stressed and your mom is alone and like she's doing all these things by herself um and and as the eldest like i was the eldest so we were two brothers and i was the eldest as the eldest you start putting like these types of responsibilities on yourself like you know am i doing enough even though you're like a you know 13 year old right uh and you carry that anxiety with you all of that doesn't leave you right and then you see people around you that like have full families like they live normal lives and uh you know you you you know you sort of like um you start seeking this notion of like um yeah refuge like you want you want to you want to have it for yourself and i think it ends up all of that ends up bottling up it as a sort of monster chip on on your shoulder basically it all ends up manifesting itself i mean look it depends some you know i think maybe in some ways my brother and i were lucky that it ended up manifesting that way but maybe in some other places you could end up you know it could end up like going in the other direction like in a more negative direction right um and uh but yeah my mom really pushed us so it's it's channeled in that direction and so ended up being very ocd very sort of uh focused very perfectionist very like competitive like i you know i really want to like always always give it my all like my biggest fear is not leaving it all on the field it's walking out of a day or walking out of something and be like i did not give it my absolute best i didn't try any everything i could possibly try to basically make this happen um and so that just doesn't leave you like i think that just you know that momentum and drive basically ends up you know staying with you for for a long period of time and I think that's the case that's the case for me you know I challenge my love for math I challenge my like in like my competitiveness I challenge it I challenge it in my wanting to basically like you know learn more and more about things and then after a while into building a company yeah quick one I want to thank our partners who help us make this show possible thank you treasure my favorite cold wallet to store my bitcoin and crypto and make sure I sleep well at night.

13:42If you want to sleep well at night too, you can order your treasure wallet with my promo code WSH10 and get a 10 % discount. Check out my treasure link in the description down below. Big thanks to my good friends at Bitwise Asset Management for backing today's conversation. Bitwise is a global crypto asset manager with$11 billion in client assets and more than 70 crypto solutions. That includes ETFs, index funds, smas custom option strategies staking vaults and more however you want to invest in crypto the experts at bitwise have you covered you said my brother and i what does your brother do he is working at a hedge fund in in in london um he actually is more like um you know it's it's interesting you know have you ever played fifa the soccer game you know how like when you're picking players there's like all the attributes and you know like if you like see you know i don't know um like some some players that end up really like messy is extremely spiky like on dribbling for example like he has a huge spike on dribbling you can apply that to life i tend to think that entrepreneurs tend to be like very spiky in one dimension and then a lot of the other dimensions tend to be like pretty weak uh my brother somehow ended up being much more balanced so he's like a more balanced life like he's actually like a very successful person with much more balance much more structure etc i'm very very spiky what are your spike yet i think resilience like just this sheer stubborn resilience like i you know i like really will bang my head against the problem for like over and over and over and over you know completely locked in uh no matter what like you know i can like you know not eat for days i can like i you know i i get really really like focused on something uh and you know that's a hard life today because and then i go from one to the other right i like i there's a problem okay if i solve it or you know like that chapter is closed i go immediately to the next one um and i over time it's actually kind of it's a pretty positive trade for a founder because you know you're in my view that one of the key roles of a founder in a company is you have to find the hole in the boat like you're on a boat and in a ship and there's It's a sinking ship at all point in time, no matter who you are.

16:04It could be a seed stage company all the way to Apple. There is one really gnarly, really big problem in your company. And that problem needs to be the founder. The founder needs to consistently seek the hole in the boat that's sinking the ship and figure out how to resolve it. And then you resolve that one. Then there's going to be another one. You have to go to the next one. And that thing should not be delegated. And so I think that has helped that like sort of extreme level focus helps. you said entrepreneurship is your therapy why i don't know if i said that but i i think i you know say that definitely i'm definitely one of these entrepreneurs who is kind of broken inside but use entrepreneurship as therapy yeah i think i think like um i don't know honestly like when i'm not um battling with something like when i'm not you know in the midst of like you know um i think a building company like it's a little bit like the ship analogy that just it's like a bit like war you're always like taking on battles and like you you want to like consistently sort of like um um you know seek greater and greater seas and like all of that and i think like um whenever when i'm not in that mode where like i'm i'm under tension like i'm i'm under sort of like working through something and battling and going on I kind of get a little like I get depressed and I don't know like I you know and part of it is like I don't really have I just immediately lose purpose like I want to be working towards something and I you know and I honestly find myself in many ways really lucky because you know one of the things that have gotten us through and you know Kalshi has a lot of anti-patterns we've gone through like years and years like four or five years of absolutely like no one cared about the company it was completely dark and the things that got us through this is like uh and it's true for both one and i like if we were to pick a problem to work on in a vacuum it would be something it would be something in financial markets is something where we're building and i like to believe that we're building the next generation of financial markets so like you know we've kind of found our thing like we found i think our life's work um and and i think uh whenever i'm not working on that i I just sort of kind of like lose purpose.

18:22I had a conversation with Michael Saylor a couple of weeks ago on this podcast. And you share at least two things. Probably more, but at least two things. The first one is a mother who was saying, you're going to do great things. You're going to do great things. Oh, he said that? Yeah, he said that. The other thing is you both studied at MIT. And he actually said that building micro strategy for the first 10 years, going public, going that into a multi-billion dollar company was not hard. You said MIT was hard. MIT was really hard. Does that resonate with your MIT and Calci experiences?

19:05I don't know. I don't know if I fully agree. I mean, like, I actually think, okay, I have somewhat of a separate view. I can address MIT as well, but I think building a high growth VC backed sort of completely out in the open tech company is one of the hardest sort of endeavors. I really do. And because there's like, you're putting ourselves, you're putting yourself out there. And, you know, Jensen talks a lot about this. and I think he kind of said it best I couldn't put words on it until he said it but like for a long period of time and even until now like it never ends you have this feeling of shame because people are always sort of like people are always looking at you and you're failing and a bunch of different things and like you kind of go from failure to failure and like you know at the beginning like product is not working and no one cares and you know why should anyone care about this problem and like it's like weird set of guys that are working on this weird thing that no one cares about and you're kind of this weird guy that you know you're walking around the room and people are like, oh, how is your thing going?

20:13You know what I mean? And you're at it for four years. Why are you calling it a thing? And that's a little bit how it feels, right? It's not like if you're in a large company, you have a really serious job. It's like, how is your career going? You're progressing, you're moving. And here, you've been like three years doing this thing that has absolutely not moved. Like nothing's changed. You don't know if it's working. Maybe it worked for a little bit, but then it stopped working again. And so there's this feeling of like, you're constantly addressing this feeling of like, shame, and I didn't do enough.

20:47And like, it's not work, you know, so that feeling is very hard. And even when the company is working, like, you know, we're lucky in many ways, but like, CalShare is really working right now. And like, it's become a big brand. And like, it's always as if it's putting like a spotlight on your, on your weak spots, as a founder, the places that you're not doing really well at right now. And those are places that people, you know, immediately notice and become very visible in the company. You have to constantly, like, you're putting yourself right in the spotlight, allowing people to kind of open up your vulnerabilities at any point in time.

21:20That's hard. That's really hard. And so there is that. I think, and I don't mean, by the way, to say this, and like, I would do it any given day. I would start a company. Like, I think it's one of the, you know, there's all the upsides that come in the other way, which is like, it's totally worth it. Like, the small peaks of when it works or when, like, the product that people are using it and they love it. and like when you walk around the place and like people are using your app or you're using your product and they absolutely love it, like that makes the whole thing worth it. And I would do it 10 times out of 10 times again if I could rewind the clock.

21:51I think MIT was just like, it's just like intellectually challenging problems. It's like a lot more than, oh, this is like not building rockets. Well, at MIT, you're solving problems that are building rockets and that was hard in a very different way, but I think it was less psychologically hard. And I think the psychological difficulty is, I think, in my view, I think a much harsher form of difficulty. Yeah. You woke up and went to work every day for four or five years before Calci took off. Four or five years, that's... Six years, really. I mean, 2018, we started. And then end of 2018, we took off at the end of 2024.

22:27So six years. So that's about 2 ,000 days of waking up every day and going to work. It was very tough. Is this madness? Is this irrational self-belief? is this denial what is that? I think it's all of them right I really I mean I think it's it really I mean look I think you have to have a really strong belief in the self and I think in my case I think Luana has it stronger than I do like I doubt a lot and I question etc but in my case you know again like I'm lucky that people around me like my mom even in the like darkest times where I really lost belief in myself I'm like I don't know what I'm doing and like I'm bad at this and I don't know like and you always have doubt a lot of times I think founders won't talk about this enough but like there's a lot of myth created around founders but like i honestly believe that like you know most founders they just get it's like you're working out you don't have some special muscles like you're just working out for long enough that at some point you get better at like the reps and you get better at dealing with like difficulties but like we're all kind of sort of figuring it out as we go and you have self-doubt like you know i might not be good at this and like all that but my mom has an extremely high belief in me so give it a little bit longer right you came so long give it a little bit longer so there's like a lot of a lot of self-belief or belief from people around me even some of our early investors so you call your mom often yeah i call my mom all the time yeah yeah a very close relationship with my mom and like especially in really hard things would happen and like really disappointing ones where like a big negative inflection happened in the company or for example when we were trying to do election market like we had spent a year and then it got denied another year and then it got denied like the denials were so hard like you know i wouldn't sleep for weeks after that i would call and be like you know maybe i should change like maybe we're on the wrong like really what are we doing and should be like give it a little bit longer the second thing is i think that's another thing uh be naive like you know absolutely first time founder helps a lot right i think it does yeah helps a lot for these like really big potential outcomes like these category defining new market all these types of companies like i think if you're second or third founder you'd be much more effective at like having high odds of success for a decently sized outcome but being a first founder is lower odds success for potentially massive massive size outcome so you think that you might have given up earlier if you are not a first-time founder for this type i don't know about me specifically but i I do think like the pattern, I do believe for this type of company that is so like asymmetric.

25:02I think, I think I put cash in that bucket. I put Airbnb in that bucket. I put,

25:10you know, and I don't think we're anywhere near that level, but like, you know, Tesla and like those types of companies that like, when they first start, it just seems so impossible. And so, so many issues. And like, but you know, it's like, if it works, it'll be very big, but like the road to get there just seems so like impossible and unclear and how um i think being a first time founder is a huge superpower because it's like you don't know how how much how long you know how when you climb a mountain they tell you not to look at the peak because if you look at it you get tired you're like how am i gonna make it like yeah when you're first time founders you don't look up you're just like step after step and then the other thing you know you mentioned madness and like self-belief and like um uh um all of that like the other thing is like there's a little bit of sunk cost fallacy like you spent four years on this you're gonna stop now like give it another six months and another six months right like and and that's worked surprisingly well like you know and but i do think maybe my biggest thing is like it's so important like at the end of the day there's all these different things but the key thing is we wanted this to exist because if it was about like just being successful or like other things we would have pivoted much earlier right like i was thinking i mean there's so many crypto like that we we would pivoted earlier but we just wanted this thing to exist we really wanted to deliver this thing and that helps a lot because that could be a forcing function for you to stay in one lane and sometimes big things require to be in that lane for a very very long period of time has there been some times we're thinking actually it's finally happening but then it didn't so many times yeah right because you also really want to believe it right like you really want to finally believe you start like seeing like you start you know it's like you start like um uh you start like seeing things you know that like you start like seeing product market fit or like seeing things that just are not there you know uh do you have an example i mean with the election when we're trying to list the election every time we were so like we were convince ourselves it's finally going to happen and now they're going to do it and and and they that you know they're definitely gonna approve it and then they would just like not approve it and like we'd be so close oh yes you know uh and then i think we've seen a lot of it with um we're trying a bunch of categories we'd see a little bit of an uptick on one week and we're like okay this is it let's go and then the next week would come and fall flat like it would just like unwind the the prior week completely um and we've seen that a few times um uh so there was a lot of a lot of these moments i would even say like the i mean in 2020 so after we got back like we didn't we weren't allowed to do elections at the end of 22 at the beginning of 23 we started to do the election again but then we tried like a bunch of different products like we tried for example like a weather product like focus really on the weather markets and those started growing um and we thought okay finally we find something like this is it like this is gonna be the thing and then it's just like basically tanked back and like we convinced ourselves for three months like oh we should like go all in on this it's gonna work and um it just like flattened out right after and like went back to zero um but when you desperately want something to work sometimes you start seeing you know success where it doesn't really exist.

28:26Yeah, that's tough. How do you become numb to all of that? And did you even... I don't think you do. Like numb? I think you don't... That phase where things are not working is very hard. Psychologic. It really is psychological. Think about it this way. If you're onto a real, potentially sizable market with a real problem, which I think is most entrepreneurs, And you give yourself like infinite time to make it happen. It will happen at some point. The problem is the second one. Absolutely. Like most people just, like the biggest risk of any company is founders giving up. That's really it. Absolutely.

29:07That's what kills companies. It's nothing else. And I think the reality is like that phase is so hard. It really is very, very difficult. And I think, I don't think necessarily everyone needs to or should go through that. Like it may not be worth it for a lot of people. I think it's Steve Jobs who said that. I'm convinced that what separates the entrepreneurs who are successful from the ones who are not is mostly not giving up. I totally agree with that. Like, I think that's the single most defining characteristic. And people put a lot of things on like great strategy and great foresight or like vision.

29:45And they like to create these myths. And I think all these things exist. But you can also train yourself to have all of that. I think not giving up is by far the biggest thing. By far. Quick shout outs to our legendary long-term WhenShiftAppens partners, without whom none of this would be possible. Thank you to Cast, my go-to global money app to store, earn, move, and spend stablecoins across 170 plus countries directly with Apple Pay or a physical card. On top of that, I can also get paid in USD and Euro with my Cast virtual account. Use my promo code SHIFT and my link below to get 10 % off your membership, earn up to 3 % instant USD cashback on every card spend and get up to$250 in cash for referring your friends.

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31:19You said focus on the input, not the results. Yeah. But this must have been extremely hard, as you said. How do you keep thinking like that? Focus on the input, not the result, when for four, five, six years, things are not happening? It's very hard. I mean, like, and I don't have, like, really good secret sauce. Like, it's because, you know, it's a bit like walking in a desert. And you're, like, liking to believe that, oh, it's going to be, like, an oasis at the end. Or, like, at the end of it. But, like, keep walking and there's no end. At some point, you start being like, maybe I'm crazy. Like, maybe there is no end.

31:51Like, what are we doing? But to us, like, again, we really wanted this to exist. So, there's that drive. We really wanted to make it past the desert. We really did. And that was really important. um so i go back to like if for people that want asymmetric outcomes they have to care about the the thing that they're building they really have to care and i love markets i really like and we talked a little about the certainty of mathematics like the thing i love most about what we're building is this idea of like taking things from a subjective emotional like polarized to objectivity to math to markets people things are being priced they move up and down over time and then the second thing i think is like um the first principles were there like we would read the law and like hey this should be legal like i i haven't been disproven i did not see the definitive proof for why this shouldn't be legal or why this shouldn't work right like if the stock market is so big and all these other markets so big like we're creating a version of the stock market or the options market where it's about things that people care about and and it and and there's already enough empirical evidence that the prediction markets are going to predict things better than other places.

32:56So like in some ways we're like, maybe the thing that we would need to see is proof that this wasn't going to work for us to stop. Like definitive proof. And if we didn't see that, then like, you know, we keep going. And maybe that's what it takes sometimes, you know. Tell me about the day or probably time where this love for probability

33:26I think it's when we spend a lot of time in finance, we saw that, like we saw the problem firsthand, which like a lot of people were getting exposure to events in an indirect way via proxies. Like I want to buy like Trump winning the election. I would like I'm going to do it via like a basket of stocks or shorting the S &P or other things. And over the course of few years, like the more like 2016-20 years, I think it's like a lot of people are getting exposure to events in an indirect way via proxies. the more we read about the market the more i spent time at citadel as well the more like i got really into the idea of like the at the time it's like information markets the idea that like you can apply the free market concept to pricing the probability of an event and i love i love that concept i really like that concept right because you know um having a good like prior like having like oftentimes the hard part when you're building a model of the world is the priors you have the right sort of probability of different things happening or like you have the right distribution of a certain outcome and there was a lot of proof that like you know both empirical but also theoretical that the best way to price an event to like predict the probability of something is a market really the best way to price anything is a market right like the because the market is you know aggregates like seeks out the crowd wisdom in an effective way and there's skin in the game people are putting money where their mouth is so that that that forces self-calibration like it forces an incentive structure where like a clear objective function where you get rewarded for being right and you get punished for being wrong right it's a very clean objective function and i mean i just find the concept so elegant right like instead of like settling something via debate like i think you're wrong i'm thinking right and you're not you see twitter people are like throwing stuff at each other and you don't know what's a fact you don't know what's a real you know put a market the market will filter it right like if people are like saying things that may not be totally factual now you ask them to put money they're going to be much more careful about like the non-facts that they're using right because otherwise they'll lose money and everybody hates losing money and i find that beautiful right You're taking this complete mess of subjective emotion and debate to the plane, the clean plane of mathematics, where like now there's a price that summarizes the entirety of like people's opinions about something and it tends to work.

35:48It felt like we had to build that. It was, you know, it was essentially it felt too big of an idea. And we loved it too much that we had to build it, basically. What's the true innovation with prediction markets?

36:06So, you know, there's many ways to answer that question.

36:16But there's a cash piece of it, but then there's a prediction market piece of it, which are not exactly the same. But the true innovation in prediction markets, I think, is this notion. And I think it has been built through a lot of literature. and then I think the prediction markets that have come in our generation like Calci and some of the others have proven it

36:41is that like information relevant information about a certain question doesn't lie in the traditional like authority figures or institutions as you would expect. It actually is very distributed amongst the crowd and you need to seek it out from the crowd somehow. Right. And you're seeing like there's a Fed paper two months ago that I don't know if you saw that it's called Cashing the Rise of Macro Markets that showed that the cash forecast on all the economic indicators like jobs and GDP and inflation and Fed interest rates are more accurate than any other alternatives. And you're seeing that for a lot of other places like, you know, the prediction markets outperform the polls.

37:19They outperform a lot of it. If you dig enough of a sample size and create the mean error, prediction markets are the best at forecasting the future. And I think the key innovation is that the best way to answer all these most pressing questions is that you have to ask the crowd and you have to incentivize the crowd to bring it and you don't really know who has a relevant piece of information um and the best you know the one way is to describe that tech lock in 2015 he had this groundbreaking book about super forecasting and you know he picked the sort of geopolitical experts like super like big names experts in geopolitics have been selling it for decades against a group of like um just kind of like intellectually curious people that read the news but like random people and had them predict two political events and the second group outperformed dramatically right that i think is the the crux of the innovation right um and i think that power but then like it makes you think like okay if you want to answer all these different questions you have to have a market to do it it will outperform any of the you know elites or any of the sort of like institutions.

38:28Expanding on that, how does prediction market revolutionize the media industry? Yeah. I think it's very tied to this concept, right? Because I think of it as like a version of like, I mean, I think two things. One, it's a version of going direct. There's no intermediaries. There's no filter. There's no spin. there's no there's nothing between you and the answer right it's just the market that is like you know right there in front of you without like an intermediary delivering the information to you which i think is not the case for the news the second thing is the incentive structure is very clean like the incentive structure in prediction markets is true you get paid if you're right and you get punished and lose money if you're wrong that doesn't quite exist in traditional media or even social media that you don't get engagement based on like factual tweets right like you get engagement based on like hate and like crazy stuff and like you know whether it's true or wrong who cares you know but that and you everyone like you know you see it and that's why the country part of why like countries getting more positive and the media has it in some ways like headline like clickbaity headlines are the things that like over time get more readers and like more ads and all these different things the incentive structure is not quite aligned with the truth right now look a lot of journalists are amazing like i don't want to i don't want this to be interpreted as me saying like i do think journalists are actually at the core the best journalists are truth seekers that's what they do really well like they dig in and they like try to bring out uh but as an institution i think there's like incentive structures that are not quite aligned with that you don't they don't get rewarded the business model doesn't reward me exactly for truth, right?

40:13And I think, you know, prediction markets do have that intended structure. So, the following question, like, does it replace the news? No. No, it doesn't. Actually, it enables the news. Will it ever replace the news? I don't think so. Like, I think they, it will enable the news. Like, I think they will complement each other. It's a bit like saying, like, will the stock markets, will the stock market replace stock analysts? Not really. Like, you know, the stock analysts, you know, analyze the stock and give information about the stock and think about where it's going to go and the stock obviously is pricing the stock.

40:43And in some ways, the journalists are like stock analysts in the context of prediction markets. They're analysts of the world. They're analyzing the world and figuring out truth. And like, you know, the prediction markets move on the news. And over time, you're seeing news incorporating prediction markets as they kind of like write about the world and understanding of the world. And I think that's going to be an increasingly kind of more important trend as we progress. Like if you look at the number of times prediction markets are quoted in news over the last few years, like that curve is really like growing extremely fast really like incredibly fast and that's very very important um and a lot of our users actually 70 to 80 percent of our users actually use they don't trade on like the login daily not to trade but to to look at the forecast to get informed and we have a lot of work to do in terms of building that more of a view only like news based products that people can basically just use the news feed next to twitter and next to their like what they read in the morning there's another category that's where prediction markets are changing the game hedging can you explain this simply to someone like me who is not a finance person so the way to think about uh the derivatives markets which is markets that like there's a stock market which is like about capital allocation and the risk market is about like a risk transfer and so it's like about pricing these risks understanding like a question better and then some people may decide to speculate like they want to increase their exposure to something like they want to have more volatility towards something and others want to hedge which is decrease their volatility something it's a bit like a form of insurance right so very simply if If you want to insure your home against hurricanes, one way is you go to an insurance company and they give you a contract and they say, okay, we'll pay you X amount if you have this amount of damage.

42:34And then you have one counterparty, like you have one person on the other side, which is the insurance company that decides what the price is and they decide the terms of this thing. And then they give it to you. The alternative is you can go to an exchange and then buy a yes on a hurricane hitting like your area. Right. Right. That second one is you're now trading in an open market. So like there's multiple people that are competing to give you better prices for the basic insurance or the hedge that you're basically trying to put on. Right. And they both are not like exactly like solving the same thing because this one you get paid based on damages, whereas this one you get paid based on just a hurricane hitting.

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43:12So it's not so that's not exactly based on your dollar damage. but this one is like you know the pricing may be unfair you may be paying higher than expected premiums and you don't know if you're going to get paid or not whereas this one is literally like a financial instrument and the pricing is more fair and transparent and it's competitive so hedging is a form of insurance it's protecting yourself against bad outcomes but done on an exchange done in the context of you know a lot of people training against each And that's kind of the key difference. How is the prediction market a better insurance, or you say, as what's called options or perps?

43:57It's broader, right? Like, you know, options you can ensure, for example, like a stock or like a oil position. Perhaps same thing. It's like on the specific underlying is like, like, like on crypto or like, like, like, or on oil or other things, prediction markets are much broader, right? Like you can hedge things around COVID coming or you can hedge things around like an election going one way or the other. You know, a lot of people, for example, are worried that if Democrats win or Republicans win, they have negative impact on their business, vice versa, right? Like, and based on that, you can put on a hedge because you know the policies of each party is going to be different and protect yourself.

44:40So I think prediction markets are just broader. It captures a much wider universe of risks or questions that you want to protect yourself against than perps and options. Perps are often used to hedge, right? Yeah. And that's why there is leverage. Why is there no leverage in the prediction markets? That's a great question. I think that

45:08I think over time there will be especially when it comes to the institutional side because institutions are very wary about cost of capital and I think leverage what it will enable is for longer term prediction markets like will AI for example displace this many jobs or things that are on a 3, 4, 5 year time horizon the cost of capital matters so if you have to put all the money up front you know that's tied up capital that you don't have to move so it's hard to build equity in those markets without some form of trading on margin and so on and so forth um so so i think it'll happen especially when it comes to institutions that are very sensitive to cost of capital now here's kind of how i think about the right way in my view to think about leverage there are certain set of things that have natural amount of volatility right they move a certain amount per day or per week right and leverage what it should do is take things that don't move much they move very little per day per week and expand it to be similar to the things that move enough per day per week so that it's actively traded and people can hedge and it moves enough to matter right and that's how i think about it's like you're taking the like if let's say this is the amount of volatility you want for a good like a trading product that like will trade actively in a healthy liquid way and this is a product that doesn't have enough volatility leverage should take it here right now when i think leverage gets excessive and i think you see a lot in like off-floor markets or unregulated markets is when you take something that already has enough leverage and you're like expanding it even more right that is when things are like risky because like you're taking something that has enough volatility to trade in a healthy liquid manner and take it to having extreme forms of leverage where now people are like you know like it's moving way too much and it's like erratic etc so i think the right balance is like really figuring out like what is the natural level of volatility that you need for a product to thrive and go to speculate or hedge the way they need to and then take the products that don't have the enough of that and you know in some way like magnify their their their variance or their volatility with enough leverage quick shout out to the legendary team at jupiter the defy super app anything you want to do on-chain, from trading to earning yield, you can just use Jupyter.

47:25Personally, I recommend getting the Jupyter wallet on either your phone or your laptop. 10 times faster and 10 times cheaper than the competition. You're gonna love it. Thank you to the awesome team at Athena for backing today's conversation. Athena is one of the fastest growing projects in DeFi with over$7 billion in stablecoin supply and an average 11 % APY on SUSDE. And importantly, zero DPEGs since launch, which is exactly what you want from a stablecoin. Go check them out by following the link in the description down below. Edward Armstrong, the co-founder of Coinbase on this podcast a few months ago, and he says insider trading is 100 % necessary in prediction markets.

48:11What's your stand on insider trading? I totally disagree. I have a lot of respect for Brian. I think he's a really incredible person. I've learned a lot from Brian over the years. And in many ways, we have similarities. He really took also the regulatory first approach to building an American crypto company, an America first crypto company. And I think Calci in many ways in our market, we're kind of the America first, regulatory first prediction markets as well. And I learned a lot from his trajectory over time. but but you know i disagree on this one like i i think that um you could expand you know you know i i read a tweet recently which i totally agree with um it's like um the joke was like what if we create a prediction market where you can like you know um predict how stocks are going to move and the joke was basically that that's the stock market right it's true like stock market is a prediction markets on the price of companies on companies uh um and um and you know my view is like well the way to answer this question is like why is insider trading banned in the stock market right and there's a reason for that and the reason is actually because you know you could argue actually like that if you let let insider trading happen in the stock market it would make the price of the stock more accurate right like it would make it would make it more efficient the problem though is if you have insider trading the liquidity will dry up because people don't want to trade in a system that is kind of rigged that is where people may have asymmetric information or unfair advantages against them right like would you like would you trade in a market and be up there providing liquidity when you know someone else may have unfair advantage against you no like people so historically when there was insider trading like liquidity wouldn't really function it wouldn't be a healthy liquid marketplace and so you have to find a delicate balance um and that's why insider trading is banned so that there's enough liquidity so that you you have a level playing field you have a fair marketplace where people can participate fairly and the same principles apply like no differently to prediction markets um so what is the right line well the right line is truth seeking and looking for information like going and doing research and like you know doing interviews and like doing polls and scraping satellite data and all the crazy incredible stuff that prediction market traders do it's totally fair game like that's the whole point we're rewarding you to go and do research and seek information the part that should be off off limits is information that you have unique insider access to that others could not access even if they put the effort the time the energy and the resources right like if you work at Tesla and you're working on a product launch, you have a piece of information that only you can own because of the virtue of you being employed by Tesla.

51:00And you have confidentiality obligations on that information. Someone outside, no matter how much research they do and how much effort they put to try to price Tesla stock, they could not get access to that information the way that you can. That is an unfair advantage. That is just unfair, inherently unfair. And that person should not be able to trade based on that information in the open market. But whose job is that? Is it legal framework? Is it cashier's job if you're building a new category? That's the age-old question, right? Look, I'll give you my answers. Ultimately, it's the job of, I think, a mix of industry, policymakers, regulators, defining those lines and enforcing them.

51:41Now, I do think that as a regulated exchange, I do think that insider trading is actually banned. So the law that oversees prediction markets is the Commodities Exchange Act in the CFTC. And they already ban insider trading in many, many forms. But I think there's going to be, you know, the regulators are going to establish a clearer set of rules that like draw clear lines on what is in, what is not in, and so on and so forth. But I think that, you know, I believe that platforms, especially when you get to scale and, you know, we're very mainstream now. I believe that in the meantime, we have responsibility to self-regulate, like to go above and beyond what the current set of rules are and self-regulate like i think oftentimes there's a bit of people view regulation as like like contrary to growth like oftentimes in tech it's like regulation is kind of an inhibitor of growth we've never viewed it that way at calci like we actually view it as like an enabler of growth if you get it right it's harder like you know we took four or five years to get regulated before we launched the product that's not fun it's not sexy it's not like you know people don't get excited to wake up every day and be like oh my god i'm gonna work on regulation it's harder it's a tougher path it's a it's a it's a it's a more boring path sometimes but it helps you establish a foundation of trust that you cannot otherwise and so i still think we take that principle to the day and like a lot of stuff we do is we self-regulate as we try to define a set of principles and we communicate widely with our customers and our users and say look here are the lines we're drawing right on insider trading like if you work in congress you should not be trading on bills that you may not have insider information on or you have influence on if you work in campaigns or a candidate you should not trade on your own candidacy how do we enforce that oh in many ways i mean um so two pieces there is like the piece number one is surveillance so you have you know we have legal obligations in exchange and we also go above and beyond there to oversee our markets so um and it starts from one we had customer verification so kyc you know who the users are and who's trading on your platform um number two is we have systems that we've built over years very similar to what nasdaq and nizy does which takes all the trading data at any point in time and flags suspicious patterns and like and usually you know insider trades look suspicious you know you see them in prediction markets it's like moves all of a sudden when it was unexpected and so on and so forth um and number three is to make everything transparent transparency is key all the trading activity you know is reported to the government also everybody can see it that's the beauty of of you know on calcio you can see all the trades so that people can whistleblow people can say hey this seemed unfair and uh you should look into it and then our investigation staff looks into it so number four is investigation and five is penalties so you can go from fines all the way criminal prosecution and we find a lot of cases and we reveal them over time like there is going to be inside trading in in any financial markets there is in the stock market it's our duty just to kind of get ahead of it and establish the right things.

54:39Now, the second piece of it is where we go above and beyond. So this is actually something that no financial market does today, but we do it at CalShin. I hope it becomes an industry standard is we also proactively block people from trading in certain categories. So, for example, if someone signs up and they get fired as a politician, politically exposed persons, there's all these lists that you can use. We ban them on trading on things that they have control over, like markets they have control over. Or like if it's an athlete, we have lists from the leagues and other places. we ban the athletes coaches people around them from trading on the outcome of the game so that there's no risk of them manipulating the game and stuff like that so very similar to the stock market you know and these systems you know you have to keep investing and making them better over time but you know I think we've done a very effective job at like catching the bad actors

55:25what about me telling my friend I'm a politician I tell my friend that's the same thing but how do we flag that it's it's it's a lot of the same principles so um first maybe just defining so if you work at tesla and you know about like a product launch and you call your cousin and say buy a bunch of options because it's coming that's insider trade right um so that's so we agree that this is you know this is something that we should fly and we should police for now yes there is always a problem of like people do this in the stock market oftentimes people that work an executive at a company doesn't do it themselves they tell a spouse they tell a cousin or a friend um but that's where surveillance comes into play and again it goes back to usually patterns of insider trading look suspicious and people do insider trading for bigger numbers people are not going to commit fraud they don't commit a financial crime for a hundred dollars right um and so that's very very important like you know when someone comes and like buys 10 million dollars of like tesla options the night before earnings and then on earnings like something dramatically like outperforms or something like that that's suspicious that usually goes into the systems and gets flagged and you have to investigate who's behind the trade, how they do it, you talk to them, etc.

56:37And then if you find wrongdoing, you punish. And the standard is detect and deter. So we just talked about detect and how do you deter? You deter by punishing, by heavily punishing and enforcing against someone who does bad things. It's like crime, right? Like when someone commits crime in anywhere, you cannot find 100 % of crime, right? Like sometimes people can get away with it. But if you find it, you know, well, you're going to punish it pretty heavily. There's one thing we like to talk about on this podcast, sometimes crypto. It's good. What's your honest view on the crypto industry in 2026?

57:11From what perspective? Broad? How much are you involved personally in crypto? So, you know, I'm a crypto believer. Like, I think that I wouldn't say we're like, I wouldn't say CalShare is necessarily like, I wouldn't like take any credit to CalShare to being like a, like necessarily like a first mover or a pioneer in crypto or anything like that. but we're I would say like we're avid adopters like you know and you know I believe it like we are a regulatory first company so we always want to do things regulatory first buy the book etc but I think we're very I mean I think we're as excited about crypto as we've ever been right like and like look I think there's like you know boom bust cycles and summers and winters but like I just think it matters a little bit less to us like I just go back to sort of some of the core key principles here and when I think about cash like one there's a very basic one which is I think a blockchain-based infrastructure is very likely going to be much better for payments than what we in the status quo just to reality, right?

58:12And why or how? We can debate that all day long, but the best way to think about it is like imagine we gave a bunch of incredibly smart developers a mandate. It's like, hey, re-imagine what our payment infrastructure should look like and go build it out. That's exactly how it happened. And they did. A bunch of smart developers built out this like incredible like payment infrastructure and like we gotta use it it's really good right um number two is like i think there's a certain level of transparency that comes uh from uh from basically printing things on the blockchain and i think that's beneficial i think over time hopefully more financial services especially clearinghouses and others should do that because that can enable like flagging a fraud over time flagging on insider trading flagging of systemic risk in the system like it's good transparency in financial markets honestly transparency everywhere is usually a good thing more is usually better like it's hard to find cases where more transparency is worse and the last thing is like i think there's a certain level of enablement like like open source enablement that i think is quite neat like you know and like a little bit going back to the idea of prediction markets like the you know a lot of information sometimes is very dispersed in the nodes like it's not all centralized and like all the good ideas and things great things that we can build on top of the cash ecosystem likely won't come from me or us over time it's going to come from builders and developers that are building on top of us and i think there's going to be a pretty big on-chain part of that calci is launching the very first regulated perps in the usa why um it's what people want you know consumers want it um and how do you know that um well the offshore market is is is very very good validation for that right like that's that's that's one one thing which is like you know you look at the size of the offshore market and how liquid it's been and you know there's like a lot of great companies that have done it really well offshore um and uh you know there's no first principle reason for why the u.s should be different um number two is our customers i mean they they ask for it they a lot of our customers want to see the product in CalSHE.

1:00:23And I think that tends to be generally a very good indicator. What does the regulated perps actually mean? Are we talking about crypto perps? Are we talking about perps on anything? And what's the difference between that? I think there's... So that is a great question. And I think maybe the way to answer that is like, let's talk about the distinction. like one should it be a future versus a perp right and i think futures were designed with an expiring in mind because when futures started it was with underlyings that had expired there was a natural delivery right like grain futures you were going to naturally deliver grain at some point in time right okay grain future for september is because that's when the exchange of the physical settlement of grain was going to happen.

1:01:17So you buy a future on grain and in September they deliver the grain to you. That is a natural expiry. There's a natural end date to that underlying. And then obviously the derivatives that's not the underlying should end with the natural end date. But there's a lot of assets, especially novel assets when it comes to digital assets like crypto, like obviously Bitcoin, etc. They don't have an end date. Right? Like there's no natural end date. Like there's no and so that should probably like then the derivative should not have an unnatural end date right it should be a perpetual because perps are perpetual futures they're futures that don't have an end date and and it makes sense because today right if you do a future with an end date what people do is they roll over they close the future and then they open a new position and it's costly and they have to pay fees and all that that doesn't make much sense like people should decide when they want to close their own position without like some arbitrary kind of end date that's sort of set.

1:02:10And so I think perps should exist and should apply to markets that basically don't have a natural end date, where the underlying markets itself is perpetual. It exists in perpetuity. Kalshi is launching regulated perps in the US. There's a crypto player that killed it. You mentioned a bunch of them. There's one that particularly killed the perps game, Hyperliquid. Yeah. How much was your decision to launch perps, I mean, regulated perps directly inspired by the success of Hyperliquid?

1:02:43I wouldn't say we've singled out like a specific platform much. I mean, I think Hyperliquid, you know, they seem to have a really great team and a lot of people in the community really like them. So it must mean they're building a really good product and people enjoy it. I actually like don't know that much. Like I haven't dug in that much. I think what, I mean, look, I look at, there's a lot of crypto exchanges. I mean, there's like OKEx and Binance and Bybit. I mean, I think Coinbase obviously is pretty leaned in and the idea of perps and they've launched like a perpetual style future i forgot some sometimes a year ago and it seems to be decently successful pretty successful um so i think we've looked at all the platforms but i think there's a general sense that like this is happening offshore outside of america and it's a big market and i think you know we should bring that market to to america uh but then the rest is really kind of like our customers like the customer demand is pretty clear.

1:03:40You mentioned before that you're very competitive. You have this anxiety within you. How much do you care or look at the competition? How much time do you spend on that? So how much does it matter? You know, I think being competitive is not necessarily the same as sort of like thinking a lot about competition. I actually think, right? So I would say like Alfred from our board, you know, from Sequoia, he has a great line that I always like. you know you should uh you should be competitive aware but not competitive obsessed you know uh i think this came from bezos but i'm not sure to be honest he uses this line a lot but um you should be customer obsessed you should be much more custom focusing what your customers want and building a great product for them and everything will follow but you have to be competitive aware like you have to look at the moves that they're making and what they're building and like how they're thinking about the world and their strategy and stress that's just strategy on what they're doing um so that's kind of the context in which i think and like you know and And, you know, I like competition.

1:04:36I just think being in a market where there's competition is so much better than being in a smaller market with less competition. It's like just more fun. Like, you know, it's athletic. It's the Olympics. You know, you're running and there's like a certain level of admiration. Like, I really admire a lot of the entrepreneurs in our industry. Like, I admire Vlad from Robinhood a lot. Like, Brian from Coinbase. And they have different approaches to their, you know, Terry Duffy from CME. They've all had different approaches and different characters. and they all have genius sort of strokes of genius every bit.

1:05:06And, you know, I have a lot of sort of like respect for the game. Like I have, you know, like respect for the craft. Like when people put out something pretty sick, like I love seeing it and learning from it. And what did they do and why did we miss it? And could we have done it in a certain way? And could it fit for Kalshi? So I would say competitor aware, but I like the race because it pushes the industry I think we all push each other and we get to new heights as we sort of you're seeing it a lot one of the places where it's so clear is AI imagine there was only one AI lab we would be nowhere near where we are right now it's amazing, it's beautiful everyone is running and they're achieving things they didn't even think were possible to achieve because they're being pushed by competitors and I think that's great what's the end game for Kalshi?

1:06:00you know I think we want to build the next generation financial market and I think we can and I think it's a financial market that sort of merges retail institutions in one place merges markets with the the news and media in one place like just commingles all of them like creates like this sort of layer even in some ways social media or social network on top of it and you know I think we're I feel like we're like in a really nice position right now to be able to achieve that now the last thing I'll say is I don't know if there'll ever be an end game you know it's like it's like you know that Apple get an end game not really right they have to always reinvent themselves and think about the future now there's AI so I think things have to be a lot more dynamic in nature nothing is there's no asymptote in my view when you're building like a company i think it's like the world is shifting and how do you adapt to the changing world and how do you evolve your strategy and um and you know i think it's just exciting things are moving so fast now that like i don't know in 10 years what it looked like calci recently raised a billion dollar and that's not your first billion dollar yeah what the hell do you do with a billion dollar you know you'd be surprised when you're getting to like large markets and the ambition like you scale the ambition right like you know um and as you scale the ambition you're now starting to think like okay like we've onboarded like tens of millions of customers how we onboard hundreds of millions of customers right how do we go global and build like a global brand and go international and bring what we did in the us everywhere how do we go institutional and institutional you have the large sums of capital and like default funds and like um uh uh you know uh you know basically like buffer capital and a lot of things like that so um you know as you scale your ambition like you you basically scale the your requirement for capital like that's kind of the idea of a venture-backed company is like uh it's not about sort of like linearly scaling your business is like if you're ambitious you can really as you grow into your market you can really scale your ambition and then you have to get the capital to enable you to get to that scale so um um no we're we're we're not we're not we're not really worried about what we can do with uh with a billion or a few billion dollars um it's also you know last thing i'll say is as a financial market it's good to be well funded a little bit of extra dilution is is okay but you want to have a margin of error and like in a margin of safety for a financial market like uh because that helps you like you know add buffer and make regulators feel like get regulators to comfort a lot of initiatives that you're trying to do are you happy yeah i mean uh you have to kind of define happy but like i think i'm driven i'm motivated i'm excited right um maybe let me kind of like um give you the analogy uh or maybe last word i'll say before the analogy is like i'm engaged um you know you know a friend of mine i forgot he was talking to back in lebanon i grew up in lebanon but like he was telling me how he's like talking to this like front of his he was like a very happy guy and he was saying that like you know he asked him oh what'd you do you know he's like i had a great weekend he's like oh what'd you do he's like you know i went on a hike he's like oh how was it he's like oh it was exhausting it's like my feet hurt and and like my back was hurting it was so sunny i was like so thirsty and like you know the whole high he's like describe how the whole hike was just like utter pain and suffering the whole time right he's like but you just said that you had a lot of fun he's like yeah i did have a lot of fun and he's like what was it he's like well then they thought about it he's like well we're super engaged like you know and i i think that's it like i think that's a big part of it it's like whatever you do be like a hundred percent in it a hundred percent engaged in it right like because when you're in it in the day to day it's you know when you're doing a hike or you're doing a run or you're like even you're playing soccer or you're like you know your body is hurting you know but you're excited you're you know you're moving you're flowing like you're engaged you're fully 100 all in in the thing that you're doing and i think that's how i feel do you feel more engaged or happier now that you're worth a few billion dollars i don't i don't i not really i think that stuff like i think stresses me more more than anything like you know uh so the answer is no it stresses me more i'm not like a big spender so like i i you know i i'm so maybe there's some of that like i'm not very driven by sort of like like spending like the thing i will say like um it maybe honestly was it happened way before like the you know this this current level but like the thing that like i did enjoy about making some money is like, like for example, being able to pay for like my cousin's tuition or like taking care of my parents and being able to like get them nice things and surprises and like having them not have to have financial worries.

1:10:42That's pretty awesome. What's the level for that for you? Because a lot of people... It's like actually lower than people think, you know? A lot of people think I need to reach that number, especially guys that I need to reach that number to feel like... It's more of a scorecard, I think. Like that's like a... I believe that's oftentimes like a scorecard thing. It's like, you know, it's like a measure of success or something like that. I don't think that what you need, like, look, I think being able to travel when you want to is, I think, like, I mean, there's like actually the basics. I think there's like not stressing about money.

1:11:14That lever is like, it's not very high, right? Like, I don't have a specific numbers, honestly. It varies, but like my parents in Lebanon, like it's not super expensive to live in Lebanon and they don't want to move from Lebanon. like they my mom is very happy there etc but like not having financial stress um i think it's really quite nice like that's a nice thing um and then after that like i think some of the pillars is like i think being able to travel um you know i mean i work very hard oh did you say can you even travel like like like being i mean i don't so i work pretty much like most of the year so so in some ways it's kind of counter like a counter yes i'm less free than you know uh because it's not starting a company it's not you know uh operating uh at this level because they can travel a lot more and be all around the world and i'm in some ways i'm always in the office i'm like working and stuff like that but i just think of it as like being able to do it when you want to i think it's it's i think it's in my view i view this as pretty important right uh the second thing is like i think there's something nice about like the validation that you're doing this because you want to do this right there's a little bit of freedom that comes from like i can work on whatever i want and it's not like i want to work on this thing right like and i think that's quite nice um other than that i i i just think it's like kind of just like this this number that means absolutely nothing basically right like uh uh like i i i don't really know what it means it basically means nothing uh what is more exciting though is like much more exciting is like just the scale of the company and the impact and users are using it and people like when people know about CalSheet and they love it and they're like telling me oh like they're pissed off about this button that didn't work and like they want a new feature like that's exciting that's like significantly more exciting and maybe the number is like a way to kind of somewhat measure the level of impact basically yeah what's one thing that you're holding on to but you know you should let go of that's a great question this part of like scaling as a as a as a founder uh and like maturing um

1:13:23it's a little bit like the company a little bit like i think that the you have a little bit of a protective um we still have a protective sort of um approach to the company it's like it's like your baby so like you want to be involved in every single little detail as much as possible and we're definitely getting to the point where it's like becoming impossible it's like you know uh it's becoming totally impossible for me to be uh in nearly as much of the details or as many initiatives as i would like to be and i think that's been like a transition that's been taking me some probably more time than it should have in terms of like i don't want to call it delegating because it's a bit of an aggressive word but like just letting go of some things and letting people make their own mistakes or you know sometimes prove me wrong and um and so i think that's one of the things that like i you know inevitably will have to sort of like uh uh scale or evolve as a founder thank you so much direct thanks so much for having this is great that was awesome and thank you for inspiring well an entire generation of young entrepreneurs thank you i hope i hope that's the case yeah like probably is as you probably know by now i host some of the biggest name in bitcoin and crypto on my podcast but a lot of the best stuff never makes it on air The Shift newsletter is where I share that raw behind the scene alpha, the insights, stories, and lessons straight from my guests that you won't hear anywhere else.

1:14:47If you want the real insight take on Bitcoin and crypto, join my newsletter, The Shift, in the description down below.

From the publisher

Tarek Mansour is the co-founder and CEO of Kalshi, the largest federally regulated prediction market exchange in the US - valued at $2 billion and backed by some of the world's top investors.


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Twitter: https://x.com/mansourtarek_Twitter: https://x.com/Kalshi

Website: https://kalshi.com/


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The info contained herein is for informational purposes only. Nothing herein shall be construed to be financial, legal, or tax advice. The content of this video is solely the opinions of the speakers who are not a licensed financial advisor or registered investment advisor. Trading cryptocurrencies poses considerable risk of loss. The speakers do not guarantee any particular outcome.


0:00 Introduction

3:11 Where The Anime Passion Comes From

4:01 How Tarek Is Doing

4:53 Who Is Tarek

7:02 Which Version Of Uncertainty Is Tarek A Fan Of

9:10 Where Tarek’s Fire In The Belly Comes From

13:33 Partnerships: @Trezor @BitwiseInvest

14:20 What Tarek’s Brother Does

15:19 Why Tarek’s Resilience Is Crazy

16:31 Why Is Entrepreneurship Like Therapy

22:16 Is Tarek Mad, Crazy, Or In Denial

24:45 Would Tarek Have Ever Given Up Earlier?

29:54 Partnerships: @KASTxyz @sumsub

31:19 How To Focus On Inputs, Not Results

33:16 When Did Kalshi Come Into Existence

36:00 What’s The True Innovation Of Prediction Markets

38:28 How Prediction Markets Revolutionize The Media

43:47 How Are Prediction Markets A Better Insurance

44:55 Why Is There No Leverage In Prediction Markets

47:16 Partnerships: @JupiterExchange @Ethena

48:00 Tarek’s Opinion On Insider Trading

51:19 Who Enforces The Insider Trading Rules

55:26 How Kalshi Surveys Suspicious Behavior

56:59 Tarek’s Honest View On Crypto

59:41 Why Kalshi Is Launching Regulated Perps In The U.S

1:00:30 What Does Regulated Perps Mean?

1:02:22 Was Kalshi Inspired By HyperLiquid 

1:03:41 How Much Time Does Tarek Look At Competition

1:05:58 What’s The Endgame For Kalshi

1:07:06 What Does Tarek Do With A Billion Dollars

1:08:31 Is Tarek Happy

1:13:08 One Thing Tarek Should Let Go Of

1:14:18 Closing Thoughts


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