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Empire · · 62 min

Why’s Everyone So Bearish, Robinhood's AI Agent and SoFi's Stablecoin Launch

Jason YanowitzSantiago Roel Santos

CryptoBlockchainFinanceInvestingPolicy
YouTube
TL;DR
  • This bear market is better than 2018's on fundamentals but worse psychologically, and the hosts split hard on why. Santi recalls that in 2018 he and Mike debated getting jobs at Uber or Netflix if the industry died; today the question is only "what will we do if the tokens don't go up again" — whether value accrues to tokens or to equity, not whether public blockchains work. Santi's darker counter: "what's worse than being dead is being irrelevant," arguing after reviewing ~30 sectors that stablecoin use cases are far narrower than the industry assumed.
  • Santi's concentrated positioning: bullish crypto, but on "less than five names." He keeps Tether ("continues to be a really good business," a regulatory arb for remittances) and Hyperliquid. Across the discussion, the stablecoin use cases described are gambling/market access, capital that cannot offramp, and people wanting faster dollar payouts; Santi doubts stablecoin transfers themselves make much money because they are "pretty much at cost."
  • Yanowitz's rebuttal is a live case study: a LatAm AP/bill-pay company ("Ramp plus Bill.com in one") growing 40% month-over-month at $80–90M run-rate revenue, built entirely on stablecoins its customers don't know exist. Rain — "the biggest investment we've ever made as a firm" — is adding roughly 20% monthly growth; Visa-settled stablecoin volume is "doubling every few months"; and Airwallex's Jack Zhang flipped from anti-stablecoin to musing about his own layer one. The frame: stablecoins aren't peer-to-peer payments, they're "a brand-new settlement layer." The transcript also mentions an unidentified global-marketplace deal without naming the counterparty.
  • On Robinhood's AI agent and Liquid's "co-invest" (Hyperliquid perps traded inside ChatGPT and Claude via claimed CFTC no-action relief), Yanowitz's verdict on the legal theory is blunt: "good luck." Santi splits the question in two — natural-language retail trading through AI front ends won't dominate ("people will still want their finance to exist in finance"), but agentic/systematic trading on exchanges "is inevitable" — citing a crypto exchange CEO who trained an OpenClaw agent on historical data and "was losing a bunch of money." Yanowitz won't hand his money to chat apps: "church and state."
  • Morpho's "Midnight" white paper revives fixed-rate, fixed-term on-chain credit — a graveyard category that includes Notional, Element Finance, and Yield attempts. Santi says the historical problems were no universal benchmark rate and extremely short-duration on-chain capital. Sky/Maker governance risk is the tell — benchmark moves equivalent to "the Fed hiking rates from 5% to 15%" in months — and when Yanowitz asked mortgage originator Better whether its Sky facility had a rate cap, "he didn't tell me." The mechanism itself, credit units versus debt units at a single maturity: "this is Pendle."
  • The DeFi-safety scare is real but misdiagnosed, both agree. Against the ex-OpenZeppelin founder's "nothing in DeFi is safe" (he advises zero capital on-chain), Yanowitz argues almost no major hacks are smart-contract exploits — it's OPSEC and social engineering, now AI-accelerated, so hacks rise across all software before "eventually hacks will basically go away altogether." Santi's practical read: on-chain irreversibility makes the transition brutal, so "wait it out for six months" — and the speakers recommend endpoint monitoring and stronger device and identity security, since Drift's attackers lurked before striking.
  • From D.C., Rob now thinks Polymarket's ~55% odds on the CLARITY Act are underpriced — a reversal from when he called 50–55% too high. Floor vote likely July (the industry's June call is "too quick"), with the ABA lobbying against it and Democratic ethics language on profiting from crypto the two live risks; on the regulatory side he expects constructive CFTC perps guidance, Polymarket-style onshore/offshore structures, and medium-term perps on real-world assets plus 24/7 spot.
  • Saylor pivoting to "this week we're not buying Bitcoin, we're buying bonds" shook the faithful — "it's like Jesus saying you can't walk on water." Strategy's U.S.-dollar dividend coverage is down to six months, so more BTC sales "seems likely"; its NAV is cited at 1.2. Yanowitz's standing rule: "all financial engineering... eventually blows up or unwinds — if you want exposure to Bitcoin, just buy the goddamn thing, buy IBIT at least." The robotics vehicle RoboStrategy trades near 4× NAV, possibly higher after 25% advisory-team dilution; Santi and Yanowitz favor a synthetic tracking private-company marks instead.
Digest · the substance, structured for research

1. A better bear market than 2018 — unless crypto's fate is irrelevance

  • Santi's baseline: 2018 was existential — "I remember sitting with Mike getting beers... I said I would go get a job at Uber and Mike said he would go get a job at Netflix." Today's question is narrower: "what will we do if the tokens don't go up again?" The thesis that all capital markets — stocks, bonds, currencies, commodities — move on-chain "has been validated more than ever in the last two years"; the open issue is whether value accrues to tokens or reverts to equity.
  • Yanowitz agrees that the industry is in "a far, far better place than we've ever been," but names the source of timeline bearishness: the people from 2018 aren't exposed to what's actually working. "A lot of people in the industry feel like they're getting left behind" while payments and tokenized assets keep growing.
  • Santi's dissent frames the episode: "what's worse than being dead is being irrelevant." His team has assessed ~30 sectors expecting stablecoins to help and repeatedly found "we just don't feel like stablecoins serve a purpose" — not a technology problem, a stakeholder-adoption one. The stablecoin buckets described in the exchange are capital stuck on-chain because it can't offramp and people who would rather be paid faster or in dollars; gambling is the especially powerful crypto use case, alongside market access for people in certain parts of the world. "Everything else—" (Yanowitz cuts him off.)
  • Yanowitz's analogy for why gambling ripped hardest: the internet let information flow, so porn ripped first; "what rips the hardest when crypto lets value flow? Gambling."

2. Yanowitz's stablecoin evidence file vs. Santi's five-name concentration

  • Yanowitz's counter is that the doubters aren't in the rooms where it's happening — a Brookings Institution researcher he sparred with on Twitter "didn't even know that stablecoins were being settled directly with Visa." His load-bearing example: a company doing AP/bill-pay for large LatAm corporates — "think Ramp plus Bill.com in one" — growing 40% month-over-month at $80–90M run-rate revenue, with the entire infrastructure built on stablecoins. "Their customers do not know."
  • The momentum list as Yanowitz tells it: Rain is adding roughly 20% monthly growth; the transcript mentions a deal with an unidentified global marketplace; Visa-settled stablecoin volume is "doubling every few months"; and Airwallex's Jack Zhang — "the biggest anti-stablecoin person on Twitter for a little bit" — is now tweeting about building his own layer one. The reframe: stop thinking peer-to-peer transfers; stablecoins are "enabling a brand-new settlement layer."
  • Santi concedes usefulness but insists on sizing: "I'm not by any way suggesting that stablecoins are not useful... the nuance is how big and how concentrated." He stays "very bullish but much more concentrated — probably less than five names in crypto," with Tether — a regulatory arb, especially for remittances — and Hyperliquid as examples. His skeptic's question on transfers: "you're not making that much money with stablecoin transfers" — "we talked about Tempo... not going to make that much money just [on] stablecoin transfers."
  • Yanowitz's answer is the fintech-wedge pattern: Stripe started as a gateway and became credit, accounting, virtual accounts, cards; the LatAm company already upsells expense-management software. "If you take these wedge products of just having better transfers and better settlement, you can build really big businesses." Santi's end-state call is that global banks will serve SMBs and retail consumers far better than existing banks, because of stablecoins.

3. The concession both sides make: hyperfinancialized capital markets are the TAM

  • Yanowitz's admission of what 2018 got wrong: not that crypto-fication of everything failed, but that "global capital markets are so much bigger than anyone realizes — orders of magnitude bigger — that if all we do is move global capital markets onto public blockchains, it's an insane opportunity."
  • Santi agrees via the earlier hyperfinancialization take: "anyone with an internet connection can go long a prediction market on SpaceX pre-IPO" — the TAM keeps growing even if the winners stay concentrated. Yanowitz adds the pipeline: Ondo launching tokenized RWAs, synthetics, and markets with OKX, plus expected CFTC perps guidance covering tokenized synthetics settling on-chain — and those markets "will also need to be settled in stablecoins."
  • The full-circle diagnosis from Yanowitz: the bearish timeline exists because the winning thesis "is boring... and doesn't necessarily accrue value to the tokens that people want to see go up."

4. Robinhood's agent, Liquid's co-invest, and whether Claude eats fintech

  • The news: Liquid's "co-invest" puts Hyperliquid perps trading directly inside ChatGPT and Claude, claimed legal in all 50 states via CFTC no-action relief; Robinhood announced an AI-agent setup that can accept an outside agent, give it a siloed wallet or account, and impose spending limits. On the no-action theory, Yanowitz offers only: "good luck." He later adds, "Godspeed."
  • Santi's big question: social media gobbled up media companies nobody predicted; could ChatGPT and Claude gobble the fintechs — "will we have SoFi in 10 years? Will we have Robinhood in 10 years?" Yanowitz's own answer is no, personally: "I don't want to trade through Twitter... church and state" — though "I could also see myself being completely wrong here."
  • Santi's split: natural-language trading through AI front ends probably won't dominate — existing startups are "pretty terrible" — but ML-powered agentic trading migrating from institutional to retail "is inevitable." His anecdote: a large crypto exchange CEO trained an OpenClaw agent on historical trading data and gave it his own accounts — "to his credit, he told me they were losing a bunch of money."
  • Yanowitz sees a business in guardrails — risk-profile parameters like brokerage onboarding — but with a durability caveat: Anthropic and OpenAI may crush whatever gets traction. He also raises the long-arc analogy of Bloomberg eventually realizing, "Why don't we just let people trade through the platform?"

5. Morpho's fixed-rate push into a graveyard category

  • Yanowitz's setup: fixed rates are DeFi's "missing primitive." On Compound or Morpho Blue, rates track pool utilization, so borrowers carry interest-rate risk and businesses simply don't borrow. The trad analog is the 30-year mortgage — described here as floating rates fixed via swaps — and the unlock now is protocols with real revenue: a Uniswap making a hypothetical $100M should be able to plan around a fixed loan, opening business borrowing, mortgages, and institutional/RWA lending.
  • Santi says many prior attempts "really worked" poorly. The transcript's other speaker says the firm invested in Notional and Element Finance; Santi recalls that Yield tried this. The live post-mortem identifies no universal benchmark rate — attempts used ETH staking yield, Maker, or Compound as ersatz central banks — and on-chain capital markets that are "extremely short duration." Yield-farm loops don't need 30-year fixed rates. Governance risk compounds it: Maker/Sky rate changes were "equivalent [to] the Fed hiking rates from 5% to 15%" in a couple of months.
  • Yanowitz's live example: mortgage originator Better tapped Sky for a sizable facility, and when he asked whether the deal guaranteed a rate cap — since Sky governance could swing 3% to 10% "on a whim" — "he didn't tell me." Rob: "that tells you."
  • On the mechanism — a single maturity date, buying credit units and selling debt units, redeemable 1:1 at term — the consensus is instant: "this is Pendle." Yanowitz's caution from Pendle's history: it grew on Ethena yield-farming exposure, so the open question is whether "regular-way economic activity" comes on-chain or whether it stays trading and farming.

6. "Nothing in DeFi is safe" — right fear, wrong diagnosis

  • The trigger: the OpenZeppelin founder — whom Yanowitz notes left in 2019 — tweeted that nothing in DeFi is safe and that he had advised family, friends, and himself "to put zero capital on-chain" — full stop, not "at the moment," Santi observes. Santi says he has privately heard credit funds and other historically active DeFi participants focusing intensely on questions about stablecoins on Aave and whether the Kelp situation is resolved. Kelp is not fully resolved legally, though users were essentially made whole.
  • Yanowitz's rebuttal: "most of the hacks, almost all of them, are not smart-contract hacks" — they're OPSEC failures involving a compromised user, key holder, or signer. AI cuts both ways: attackers "only have to find one vulnerability" and, once inside a security perimeter, AI lets them find and extract capital "faster than ever." His arc: more hacks across all software for a period, "and then eventually hacks will basically go away altogether — it just takes time to rewrite code."
  • Santi's practical overlay: on-chain irreversibility makes the transition uniquely dangerous, so "wait it out for six months." He cites a CISO's advice to use endpoint security and monitoring because an attacker may already be lurking; Drift is given as an example of a delayed strike. The other speaker adds separate devices when using Claude Code, continuous monitoring, and a safe word to prove humanity; vibe-coding widens the attack surface further.

7. D.C. read: CLARITY now underpriced at ~55%, perps guidance coming

  • Rob, back from meetings with Hill staff and regulators, has flipped his own call: "in the past when Polymarket showed that CLARITY was 50–55%... I was saying, oh, that's too high. I now think the likelihood is higher than 55" — the market, from a low around 36% to roughly 56%, is "underpricing it a little bit." Floor vote expectation: July, not the industry's June call ("too quick").
  • The two live fights: the ABA — bankers still lobbying hard even after Tillis moved the bill out of the Banking Committee — and Democratic ethics language concerning the ability to profit from crypto and crypto businesses, which the White House will have to accept. Floor debate will also hit BRCA developer protections for open-source code, validators, front ends, and smart contracts; Rob calls the language "solvable."
  • On regulation, Yanowitz says CFTC Chair Selig discussed perps guidance in March. He expects it to be constructive — onshore/offshore entity structures "the way Polymarket does today" — with perps and prediction markets dominating near-term, then "perps for real-world assets" and 24/7 spot in the medium-to-long term. His closing tension: "a lot of positive things are happening, and yet the price action hasn't made people as excited as you'd think." Santi's cold comfort: the Nasdaq took 15 years to reclaim its highs.

8. Saylor buys bonds; the DAT-unwind rule; a robotics vehicle at 4× NAV

  • The week's shock: Saylor's "this week, we're not buying Bitcoin, we're buying bonds," plus a billion-dollar IBIT trade circulating. Santi says it rattled people who had made Saylor "basically Bitcoin Jesus": "it's like Jesus saying you can't walk on water." The dashboard detail: Strategy cut its U.S.-dollar dividend coverage to six months — more Bitcoin sales "seems likely" — while its NAV is cited at 1.2.
  • Yanowitz's standing rule: "all financial engineering, whether it's a DAT or anything, eventually blows up or unwinds — and usually doesn't unwind easily... if you want exposure to Bitcoin, just buy the goddamn thing, buy IBIT at least."
  • The same lens applies to RoboStrategy, the robotics vehicle trading close to 4× NAV — perhaps higher after accounting for 25% dilution to the advisory team. Santi says there is no compelling argument for that premium and revives Yanowitz's earlier synthetic idea: someone could create a synthetic on Apptronik, Figure, or another private company that tracks the latest recorded trade. "Crypto is really good at finding liquidity for a tail end of assets," making a synthetic potentially better than paying a venture-access premium.
Full transcript

Nothing said on Empire is a recommendation to buy or sell any investments or products. This podcast is forformational purposes only and the views expressed by anyone on the show are solely their opinions, not financial advice or necessarily the views of Block Works. Our hosts, guests, and the Block Works team may hold positions in the companies, funds, or projects discussed.

Santiago Roel Santos

Oh, you don’t like to see that.

Jason Yanowitz

What’s up, folks? Welcome back to Empire. I clicked record and my MetaMask popped up. You don’t love that.

Santiago Roel Santos

Jeez.

Jason Yanowitz

You don’t love that. Oh my God, it keeps popping up. What’s going on? That’s dangerous. What’s up, guys? How are you doing?

Santiago Roel Santos

Loving life. Short week this week.

1. Why’s The Timeline So Bearish?

Jason Yanowitz

We will be optimistic. We should have a barometer of how bad things are—ultra fear or euphoria. The timeline’s bleak, guys.

I’m just going to ask the question: Is this better or worse than 2018? I saw a really interesting tweet about this. Someone said this is probably worse than the most recent cycles, when you had FTX blow up, Luna blow up, Celsius, and some of TradFi. You could pinpoint it: There’s a very clear reason why prices are down or not moving.

Now it’s quite the opposite. You have TradFi continuing to be really bullish on this. I think maybe marginally less so. I’d actually be curious, Santi—I know you were in D.C.—what are you guys seeing in terms of the conversation with the people who have been the most bullish this cycle? They’ve been non-crypto natives. Is that true? Is it marginally less so? Is it just “sell in May and go away”? Are people thinking about the summer? What’s going on?

Santiago Roel Santos

We’ve got six starting questions tied into one there.

Jason Yanowitz

Yeah, I like these bundled questions, man. I’m terrible at single questions.

Santiago Roel Santos

That’s why we were so happy to have you come back, Yano, after your break. We needed a moderator.

Jason Yanowitz

Is this cycle worse than the last 2 cycles? What’s going on in D.C.? What are we doing with the market? Do we sell in May and go away? Hit us with the answer.

Santiago Roel Santos

Hit us with ma'am. Listen, man. People have their attention span of 30 seconds. I just want to tell them what's on my mind.

Before we talk about D.C., let’s try to answer that question. I would say this is a much better cycle than 2018 or 2019, because I remember sitting with Mike, getting beers after work one day, and talking about what we would do if all of crypto failed. I said I would go get a job at Uber, and Mike said he would go get a job at Netflix. We were talking about what we would do if the entire industry didn’t exist.

I think the question on people’s minds today is, “What will we do if the tokens don’t go up again?” But there’s no question that you can build incredible startups and incredible companies in this industry, and the value there will accrue somewhere. Maybe it’s not to the tokens; maybe it’s to the equity. That’s the question on people’s minds today.

It’s not whether open public blockchains will work. The thesis I have—and I guess maybe you guys do, too—is that all capital markets move on-chain: stocks, bonds, currencies, and commodities. I also believe in tokens. Everything moves on-chain. That thesis has been validated more than ever in the last 2 years.

The idea now is whether value will accrue to these things called tokens, or whether we’re just going back to equity. That’s very different from what it looked like in 2018.

Jason Yanowitz

Yeah, totally. By the way, I was just looking it up. I think Uber was worth $28 billion in 2018. It’s worth $143 billion today, so you would have gotten a nice little return there.

Santiago Roel Santos

That’s the trade.

Jason Yanowitz

Sounds like you’re doing okay. Listen, I agree with you 100%. In 2018, it was much harder, in my mind, to take the rational position that all of these ICOs were real companies building real things that were going to upend traditional capital markets and payments.

It was fun before the downturn, anyway. It was still a niche and weird industry where you could find pockets of people who were really dreaming about what the future would look like. In many ways, today it’s still a lot of dreamers saying, “Capital markets and payments are going to come on-chain, and we’re just going to get everything tokenized.” But that feels far closer than any of the things we used to talk about before.

It feels like something we’re getting a lot of institutions telling us is actually happening. We’re getting a lot of people putting their weight behind it and a lot of money going into it. I 100% agree that, from an industry perspective and in terms of adoption of blockchains themselves, we’re in a far better place than we’ve ever been.

Now, I think the problem is that a lot of the people who were here in 2018 did not care about that, and those are not the things they have exposure to. Those are not the things they invested in. A lot of people in the industry feel like they’re getting left behind right now because of the fracturing that’s happened. That’s hard for people, and I think that’s a lot of the reason for this timeline that feels very bearish at a time when payments continue to grow, tokenized assets continue to grow, and adoption continues to grow.

To Santi’s point—we’ll talk about it later—I was in D.C. yesterday, and the amount of education that has happened in D.C., along with how much attention people are paying there, is incredibly bullish in my mind.

Santiago Roel Santos

I actually disagree. I think there’s a higher probability now that crypto just becomes irrelevant. What’s worse than being dead is being irrelevant, and there’s a very credible path to that, from my standpoint.

We’ve gone and looked at probably 30 different sectors at this point. Many of them, coming in, we would have thought, “Could stablecoins actually be pretty interesting for this business?” We come out of that, and we just don’t feel like stablecoins serve a purpose. It’s not necessarily a technology problem.

I think stablecoins tokenizing a dollar and creating a transparent financial system is useful and valuable. But convincing different stakeholders to use a stablecoin is a different conversation than I perhaps appreciated as much. There are certain business models where pushing a stablecoin to them won’t necessarily make that business more efficient.

Where I’m coming at it from, after doing this in many different sectors, is that crypto is a very narrow use case. Gambling is one that I don’t think anyone here can disagree with. It allows people in certain parts of the world to access the stock market more easily.

Jason Yanowitz

That’s interesting. There are always going to be stablecoins that sit on-chain because they can’t off-ramp. You can build nice businesses around that. The third category is catering to people who would rather get paid faster or get paid in dollars. Those are the 3 buckets. Everything else—

Hold on. Let me take this.

There are 2 buckets there. Gambling is the thing that ripped the hardest because what crypto does is unlock value to be moved around the world seamlessly.

What did the internet do? It let information flow seamlessly. Where was information siloed? Pornography. So what rips the hardest when the internet gets created? Porn. What rips the hardest when crypto lets value flow? Gambling.

Santiago Roel Santos

Yeah.

Jason Yanowitz

I think, Santi, you’re struggling with this because—I know you put on a big trade in some of these memory names, like SanDisk and Micron. You talked about this publicly, so I think it’s fine to share. You’re struggling with the idea that this is an easier, better bear market. I think it’s harder psychologically because there’s another asset class trading in a way that crypto tokens used to—ripping your face off.

Santiago Roel Santos

I’m not coming at it from that. My reasoning is from going in and assessing these companies. We’ve talked to a very large, representative set of private companies.

Jason Yanowitz

You’re talking to unsophisticated, small companies that aren’t the actual people.

Santiago Roel Santos

Not small at all.

Jason Yanowitz

No, no, no. You’re totally missing the point here. This is the point that people miss in stablecoins all the time. I had this Twitter exchange yesterday with a guy from the Brookings Institution who didn’t even know that stablecoins were being settled directly with Visa. He was talking about how stablecoins aren’t used for payments.

There’s an education issue at most actual companies that do payments.

But I am talking to a company right now that is basically doing an AP bill-pay process—think Ramp plus Bill.com in one—growing 40% month over month and doing almost $80–$90 million of run-rate revenue today. They are serving some of the biggest corporates in the world, mostly in Latin America. The entirety of the infrastructure of that business is built on top of stablecoins. Nobody knows. Their customers do not know.

But the business has been able to grow its capabilities, bring its costs down, grow margins, and enter more markets because it is using stablecoins. Rain is going to have another 20% growth month. They announced a deal yesterday with [?], which is basically a global marketplace, right? The amount of stablecoins being settled directly with Visa is doubling every few months. The number of companies coming out and saying, “Hey, we’re using this,” is picking up a tremendous amount of steam. So they announced their stablecoin yesterday, right?

I think what people miss is that, because stablecoins are not—people think it has to be a peer-to-peer transfer. There’s a big education problem, right? It doesn’t have to be a peer-to-peer transfer. What it is doing is enabling a brand-new settlement layer. This is why Jack Zhang from Airwallex, who was the biggest anti-stablecoin person on Twitter for a little bit, is now tweeting about maybe building his own layer 1, right? They see, at least for cross-border payments, a huge, huge reason for this to exist and to rebuild.

Santiago Roel Santos

Not to disagree with any of that. As I said earlier, certain payouts—if you’re doing creator payouts, for example—make sense. There are nice use cases. My point is the nuance: how big and how concentrated is this? I’m actually more bullish on Tether continuing to be a regulatory arb, particularly for remittances. Tether continues to be a really good business. Hyperliquid continues to be a good business, but it’s much narrower than I think people have historically expected.

If you’ve been in crypto for many years, you’re sort of expecting this vast transformation, and I just don’t think it’s going to be the case. I continue to be very bullish, but much more concentrated and focused on probably fewer than 5 names in crypto.

Jason Yanowitz

I do agree with that, and Rob might disagree, but I think in 2018 the reason that was a fun bear market for some—for me, it was very hard in some ways—was that, Santi, I think you remember this well, we thought the whole world would be cryptoified. Every game would become a crypto game, and the next Uber was going to start as a crypto company with crypto incentives. That looks like, you’re right, it’s not going to play out.

But I think what we got wrong is that global capital markets are so much bigger than anyone realizes—orders of magnitude bigger. If all we do is move global capital markets onto public blockchains, it’s an insane opportunity, even if you stop there.

Santiago Roel Santos

Even if you stop there. I mean, there’s nothing—again, I think we shy away from saying this—this is gambling. Gambling is a massive industry. By the way, I think we talked about this many times. You remember that pod with Meltem, where I agreed with her take that everything is just going to hyperfinancialize.

The TAM just continues to grow because you’re bringing online people who historically have only been able to invest in real estate or government bonds in their particular country. Now anyone with an internet connection can go long a prediction market on SpaceX pre-IPO. That TAM is perhaps, to your point, grossly underestimated in terms of how big it’s going to be.

But it’s very concentrated. I continue to be bullish on something like Hyperliquid and Tether, less so on some of the other stuff that we expect.

Jason Yanowitz

This is a different point, I think, because you made one point in the beginning, which was, “I’m kind of bearish on capital markets coming on-chain and stablecoins, and I think it’s very narrow.” Then you made a point that there are only 5 companies or protocols that you care about. I think those are different points.

There’s a value-accrual debate that we can absolutely have, and who wins in these markets. I think that’s a completely fair debate. But Ondo just announced that they’re launching tokenized RWAs, synthetics, and markets with OKX, right? I guarantee you—and I know this for a fact—that at some point we’re going to get perpetuals guidance from the CFTC here in the U.S. The expectation is that this will include tokenized synthetics and things that are actually settling on-chain, right?

If that happens and we start to see an expansion of capital markets, an expansion of operating hours and trading hours, and especially the exporting of capital markets globally and the exporting of the U.S. dollar globally, those markets will also need to be settled in stablecoins. Then we’re talking about a bunch of software companies. Ramp is talking about going global with stablecoins, right?

If it’s a settlement layer that is being upended, and we have brand-new settlement layers that are all happening on-chain, I think it is shortsighted to say that, over time, that doesn’t accrue value to other things in the ecosystem. In the near term, one, that’s a huge market. Two, there will be a ton of value built doing that, and a ton of value that accrues to maybe only a handful of names.

Santiago Roel Santos

With stablecoin transfers? What’s that? Just stablecoin transfers—you think that’s a massive market? Because that, in my mind, is pretty much at cost. You’re not making that much money with stablecoin transfers.

Jason Yanowitz

Well, it’s a scale game for sure.

Santiago Roel Santos

We talked about Tempo. Tempo is not going to make that much money just on stablecoin transfers.

Jason Yanowitz

I think the thing to think about with stablecoin transfers is similar to the way you think about fintech more broadly, right? Stripe started out as essentially just a gateway that connected e-commerce businesses and banks, essentially. Now what is Stripe today? Their credit, their accounting, a bunch of virtual accounts and cards, and so on.

If you look at the history of fintech, people have taken these wedge products and built very big businesses around them that accrue value in a bunch of different ways. The company I was talking about earlier in Latin America started out as basically just a payments-transfer business, but now they’ve started winning customers, upselling customers, and increasing margins on the expense-management software that they have.

If you take these wedge products of just having better transfers and better settlement, you can build really big businesses on top of that as the world gets bigger and more value gets accrued. We’re seeing this in some of our companies. I think it’s a short-term-versus-long-term perspective here, and I get it—you’re more of a trader than I am.

Santiago Roel Santos

Not really. I mean, not really. I think coming into crypto as an investor, you have to eventually be a trader and manage risk because it’s liquid venture.

Okay, honest question: When we talk a lot about tokenization and all these corporates doing stuff, I had this discussion earlier with my team. What is the best concrete, tangible application of stablecoins on a real business? And then what is it on the RWA side? There are investments and headlines and whatnot, but what’s a case study that you show a regulator or a skeptic—crypto, I mean?

Jason Yanowitz

When I tell people about the Rain story, their ears perk up every time. They’re very interested in what’s happening there because card economics have been a topic in D.C. for a long time, and they’ve been a topic for regulators globally. You’ve seen it in Europe.

The ability to do cross-border issuance with cards, then settle the same day and eventually in real time with Visa, without having to do it inside an issuer bank—or you can do it with a local issuer bank and a cross-border BIN—and do those 2 things together, improve the economics, and settle in more real time on the issuer side, people say, “Oh, that’s super interesting.”

Then the wheels start turning: What does that mean for the businesses I can build? How can I monetize my consumers and give less economics back to a bank? When you start to think about more people existing in this type of ecosystem, and maybe having stablecoins without knowing they have stablecoins, it looks like U.S. dollars.

Santiago Roel Santos

On the acquiring side, the merchant side, you start to see a world where you can grow alternative networks, grow alternative businesses, and add more economics both to the merchant and to the end customer. When I talk about Rain to regulators, they’re very interested. When I talk about Rain to large corporates, whether they’re technology companies or financial services companies, their minds are blown because it’s a completely different way to think about global payments from different jurisdictions and in different currencies.

I’m obviously very bullish. I think I’ve said this before: Rain is the biggest investment we’ve ever made as a firm. I take that with a grain of salt, but the reason I’m bullish is that I have these discussions with everybody, from regulators to large corporates to global cross-border payments companies. I talk about the enablement that we’re seeing, and everybody goes, “Oh, holy shit.”

I get it. I’m a payments nerd, and that’s less exciting if you’re punting, for whatever purpose, on Hyperliquid. But I expect that there are going to be global banks that serve SMBs and retail consumers far better than the banks that have ever existed, and it’s going to happen because of stablecoins.

Jason Yanowitz

Yeah. I don’t know if you want to respond to that.

Santiago Roel Santos

No, I don’t. I agree with Rob. Everything he said, I agree with. I think the problem is that maybe the thesis is a little boring if you’re not a payments and banking investor. The industry is changing. It’s changing.

Maybe that point brings it all the way full circle: I think a lot of the timeline right now and the bearishness is because it’s boring, and it doesn’t necessarily accrue value to the tokens that people want to see go up or to the things that retail is interested in.

2. Robinhood Launches AI Agents

Jason Yanowitz

Hyperliquid is pretty interesting. Very exciting, people.

Santiago Roel Santos

I agree. Okay, so let’s start with Hyperliquid. There was something that happened this week. I don’t know if either of you guys are investors in Liquid Trading, but they launched this thing called Co-Invest, which is an integration that lets users trade Hyperliquid perps directly inside ChatGPT and Claude.

It’s legal in all 50 U.S. states via CFTC no-action relief, and it’s very interesting. What’s also happening right now is that I think Robinhood just announced publicly, but basically every single brokerage and exchange is working on AI agents.

Robinhood announced its AI agent this week as well. It allows you to launch an agent to trade on its platform. You set it, forget it, and watch your portfolio move. It can make you money, and it can lose you money. You tell it what you want: “I want to be risk-on. I’m very bullish on memory stocks. I want to lever up,” or, “I want to be safe.” It’ll actually put all the trades in for you.

My question to you guys is: How much do Claude and ChatGPT actually gobble up here? If you think back 15 years, I don’t think anyone was able to predict how much social media would gobble up. It gobbled up all the media companies, right? It was very tough to predict that.

There’s an idea here that ChatGPT and Claude could actually gobble up all of the fintech platforms. Will we have SoFi in 10 years? Will we have Robinhood in 10 years, or do you just bank—or do you just have all your money with Claude and ChatGPT? I don’t know if you guys have thought through that, but this AI-agent thing made me think about it.

Jason Yanowitz

Historically, there have been phases of bundling and unbundling with software. There’s a phase of bundling, and then unbundling. It’s a good question. I haven’t thought about it deeply, but more and more people are using Claude and ChatGPT, and there are all these wrappers built on top—autopilot, all using AI to serve the consumer better.

One thing I’ve appreciated is that people don’t like to think about money. They don’t constantly think about switching bank accounts, and I think the trust piece is something that technology doesn’t change overnight for a big part of the market.

Robinhood is still a very small fraction of the overall population in the U.S., and it has a sticky customer base. People don’t leave Schwab, Bank of America, or Merrill Lynch. Maybe the generational wealth transfer—boomers inheriting money to younger generations—is the bull case for suggesting that, but I don’t know.

I don’t know if it’s going to fully happen. There hasn’t been historical precedent to suggest that it’s going to be the super app of super apps. Maybe Kakao and WeChat are the things that give me confidence that there could be more bundling than unbundling here. But, anecdotally, would you do it?

Santiago Roel Santos

No, I wouldn’t. I mean, I would use—

Jason Yanowitz

Security? I don’t know. I just feel like I don’t want the app where I look for memes. I don’t want to trade through Twitter. I don’t open Twitter and think about wanting to move money around.

Santiago Roel Santos

Church and state.

Jason Yanowitz

Yeah, church and state. That’s how I think about it. But I could also see myself being completely wrong here.

Santiago Roel Santos

I think younger generations have a very different relationship with money. They don’t understand what a bank account is. They’re fully digitally native.

The Hyperliquid guys obviously came out and said, “This is a no-action letter.” Because there’s a no-action letter for a different company, they’re able to do this as well. Good luck.

Jason Yanowitz

Yeah, godspeed. I was thinking the same thing.

Santiago Roel Santos

Yeah. Having spent time with the regulators and knowing other things that are going on, good luck.

Regardless of that, I think the Robinhood thing is really interesting. Instead of building their own agent and saying, “Use our agent to do this thing,” they’re saying, “Bring your OpenClaw, bring your Hermes agent, bring your Anthropic-managed agent, plug it in, and we’ll give it a siloed wallet or a siloed account.” You can preset spending limits, work with it, and see what happens. If you lose money, you lose money, but this is your agent. You can do your own agentic trading and training on this thing.

I think it’s pretty clear to me that this will exist. I was talking to the CEO of one of the large crypto exchanges around 3 months ago, and he told me he was already doing the same exact thing in some of his personal accounts. He had taken an OpenClaw agent, trained it on a bunch of historical trading data, and given it its own accounts on his exchange. To his credit, he told me that they were losing a bunch of money, but that’s obviously something that’s going to happen.

I think that’s super interesting. I don’t actually think people are going to go through a front end and use a bunch of natural language to do a lot of trading. I think those are 2 different points. Is there retail trading through a front end using natural language? And is there a lot of agentic, AI- and ML-powered trading that happens on an exchange?

The latter is inevitable. There’s no doubt that we’ve been moving toward systematic trading more and more over the years as machine learning has grown. There’s no reason to think that will stop. I expect that it’s gone from institutional trading into retail, but I don’t expect there to be a lot of natural language, at least not through other front ends.

Maybe I’ll go to Robinhood and say, “Can you buy me this perp or this option?” and they’ll do it. But I think people will still want their finance to exist in a finance or fintech app, and they’ll want Anthropic and OpenAI to exist elsewhere.

We’ve looked at a lot of startups that have tried to attack this natural-language trading opportunity, where they do the smart routing or whatever. Maybe it’s just early, but the products are pretty terrible at the moment.

I think this goes back to the tracker, like the robo-advisor, that would follow 13F filings and copy expert portfolios. The argument is that agents will be able to do that more efficiently in DeFi, plugging directly into Hyperliquid and doing it in real time.

I go back to that example: war in Iran broke out over the weekend, your agent spun up, read it in the news, went directly to Hyperliquid, and went long oil. I think there’s an interesting business opportunity around setting the right guardrails in place to make sure that your agent is safe. People will not do this on their own.

Jason Yanowitz

And I think they will buy a product that they have really good confidence around: okay, this is secure, it’s a good setup. There are different parameter rules, in the same way that when you set up a brokerage account, they’ll ask you what your risk profile is and how comfortable you are with X or Y. I think we’ll see a bunch of those businesses. How enduring and durable? TBD, because I think Anthropic and OpenAI just have a nature of crushing whatever gets traction.

Santiago Roel Santos

Um.

Jason Yanowitz

Yeah, I mean, they just acquired a consulting firm, basically, that was doing integration work for AI. I think Yano’s question was different, which was, okay, is fintech for retail going to get displaced by OpenAI and ChatGPT? That’s one thing, and maybe OpenAI, ChatGPT, and Anthropic will launch their own fintech or whatever.

I don’t think the opportunity set disappears. They still continue to have trade-offs in terms of what the best ROI is on their time and their compute. I think the enterprise application side right now is so big that, for a while, we’ll see them focus on that opportunity.

But I don’t disagree with you that they’re obviously going to get into more infrastructure for trading, and you’re going to see all of the systematic trading shops integrate new models and do some of their own training.

Think back 30 years ago. If everyone’s using a Bloomberg Terminal to find information so they can make better trades, one day Bloomberg wakes up and goes, “Why don’t we just let people trade through the platform?” I think eventually you could see that.

The interesting thing will be whether they acquire a banking license and do it in a traditional way, or whether they integrate wallets and stablecoins and Hyperliquid builder codes, or whatever it looks like.

3. Morpho Midnight

Speaking of other cool DeFi stuff, Morpho launched their “Midnight” white paper [?]. It was a non-custodial protocol for fixed-rate, fixed-term credit markets. Santi, I’m sure you’ve invested in about 17 of these things already.

Santiago Roel Santos

You guys did an entire season on fixed rates.

Jason Yanowitz

We did a whole season on interest rates in crypto. We did interest-rate swaps. The market was about $700 million for this at the time.

Santiago Roel Santos

That podcast no longer exists because that podcast bored the hell out of people.

Jason Yanowitz

We had to pivot the direction a little bit.

Santiago Roel Santos

What are they doing now, and what’s different?

Jason Yanowitz

Okay, let me tee it up. Fixed rates are this missing primitive. Fixed rates in capital markets exist, and they allow for a bunch of things. Fixed rates in DeFi do not really exist yet.

If you look at Compound or even Morpho Blue today, the rates are tied directly to pool utilization. What happens is, if you have inflows or outflows that spike, that changes the borrowing cost. If you’re a borrower, you’re faced with what’s called interest-rate risk. You never really know your true all-in cost over time.

The result is that there’s a lot of whale borrowing, retail borrowing, and trader borrowing. But if you’re anyone else—if you’re a business—it’s actually quite hard to plan anything long term. You end up either not taking out the loan, or your cost is too high because you have to cover that interest-rate risk.

Fixed rates remove that risk entirely. They allow borrowers to lock in an exact cost for a defined term, and lenders get guaranteed terms without having to babysit their utilization.

If this doesn’t make sense, or you’re wondering why this matters, many people listening to the podcast have probably dealt with this. It’s called a 30-year mortgage. Thirty-year mortgages are a floating rate, and then they use interest-rate swaps to basically fix your mortgage rate. That allows you to have a fixed rate for businesses borrowing.

Blockworks, if we were borrowing, would not take a floating loan because it would be too risky for Blockworks. But if we could take an on-chain fixed loan, that would allow our CFO and our finance team to actually plan this out.

Where this gets really interesting in DeFi is that there are finally protocols making real revenue. Imagine Uniswap—I don’t know Uniswap’s revenue off the top of my head, so I’ll make it up—making $100 million. If Uniswap wants to take out a loan, it’s now a small business or startup making $100 million. It should be able to take out a loan, but if it’s a floating loan, it’s very hard to actually do that and plan for it. If it’s a fixed loan, you unlock real business and corporate borrowing.

You unlock fixed-rate mortgages, business and corporate borrowing, institutional and RWA lending. This has been tried many, many times, and many times it’s failed. The demand side probably wasn’t there, but this could be the time when that actually changes and works.

I’d love to hear—I was kind of joking, but I would guess you’ve invested in many of these.

Santiago Roel Santos

A lot of them, and I think none of them really worked. To tell you the truth, I don’t have a full postmortem. I’ll have to refresh my notes, but you’re right: it’s very hard to borrow.

If you were to take a loan on Maker, for instance, or Sky, you’re subject to governance risk. If you look at the rates, Maker or Sky governance sets the benchmark. That has moved dramatically in the span of a couple of months, which is the equivalent of the Fed hiking rates from 5% to 15%. That just becomes really difficult.

A lot of institutions have shied away from borrowing on-chain for this reason. Mortgages in the U.S. are kind of the best product. A 30-year fixed-rate mortgage is an amazing product that doesn’t exist anywhere else in the world. Anyone who took advantage of that when rates were zero is sitting pretty.

But if you go to Europe, you don’t have that. You then have to think about other ways to hedge your risk. There are swaps for this reason. If you’re a business, you can use swaps to manage your exposure, but it’s been tough to do on-chain.

There were also interest-rate swaps that were tried. I think Yield tried to do this, but none of them really got off the ground. I don’t have a good answer as to why they didn’t gain traction.

Jason Yanowitz

Rob, did you guys invest in any of this stuff? This is like the 2018–2020 era.

Speaker 1

I have to think back. Off the top of my head, I don’t think so. But we definitely did a lot of smaller checks in that 2019–2020 era, and I’m probably not remembering all of them. Definitely nothing in the last 4 or 5 years that has been notable.

We’re also—not VC investors, but at times we’ve owned a—well, we’re not investors in Morpho. I do think this is important. I think this is positive. I don’t have a ton more to say about it other than—

Santiago Roel Santos

I quickly refreshed my memory, courtesy of my robot here—my quant. The reason why it had been tough historically is that there was no universal benchmark rate. People would try to do this with the ETH staking yield as the central bank, and then Maker, and then Compound, but there’s no universal benchmark like the U.S. Treasury.

The other thing is, I think the capital markets on-chain have been extremely short—extremely short-dated, like short duration. These are like short-duration Treasuries. There hasn’t been—and I think this is something that I’m excited about—which is bringing quality credit on-chain.

If you bring quality credit on-chain, I think you fix this issue, because if you’re trying to do it with yield farming and looping strategies, all of that is incredibly short. There’s no real need for fixed rates. You’re not buying a house for 30 years; you want to live there for the rest of your life.

Jason Yanowitz

Now, obviously, I’m biased because that’s an opportunity that I’m aggressively going towards. The interesting thing, talking about the Framework guys, is that I think they should come on and talk about what’s going on with Better. Better is a mortgage originator, and I think they tapped Sky for a pretty sizable facility.

I don’t know the particulars of how that agreement was structured, but when I pinged them, I was like, “Hey, was this a bespoke, brokered, structured deal where Maker guarantees a rate?” Because I said, “What happens if Sky governance just decides on a whim to change rates from 3% to 10%? Better is, at that point, pretty exposed.” He didn’t tell me, but I would love to know how those agreements were structured.

I think if you’re the CFO of Better, you probably would have wanted a strong guarantee that there’s a cap to the rate.

Santiago Roel Santos

I’ll tell you, that tells you.

Jason Yanowitz

So, there you go. In summary, I think short duration has been the name of the game on-chain. There’s no reference rate and there’s no quality, but if we fix that, then you do create a really nice business out of it.

Santiago Roel Santos

I think the way Morpho is doing it is—I have to say, I haven’t actually read the white paper; I was just reading some tweets—every market has a single fixed maturity date. Let’s call it 3 months from now. Instead of lending USDC and earning interest, you buy what are called credit units, and instead of borrowing USDC and paying variable interest, you sell debt units.

At maturity—let’s call it 3 months—1 credit unit is redeemable for exactly 1 token of USDC. The fixed rate is locked at the moment of trade.

Jason Yanowitz

So this is Pendle.

Santiago Roel Santos

Yeah, it’s Pendle.

Jason Yanowitz

Pendle. Exactly.

Santiago Roel Santos

Yeah, but they go out to a maximum of 1 year. It’s not like a 5- or 10-year maturity.

Jason Yanowitz

Yeah. To be fair to Pendle, that’s another one where that business, I think, started, if I remember right, as this grander vision around what could happen around all these different markets for off-chain hedging, et cetera. It ended up growing a lot because of what we were talking about earlier: the yield farming in Ethena, basically.

Ethena was by far and away the biggest exposure there for a while. Then we had all these interest-bearing stablecoins and tokens, et cetera. I think some of this topic, or this conversation, goes back to what we think people will be doing on-chain.

Will it continue to be this, as Santi keeps saying, gambling, trading, and yield farming, et cetera? Or will there be more regular economic activity coming on-chain, with people wanting to use these on-chain primitives to manage risk?

Speaker 1

Yeah. What’s different this time around is that there’s very little yield farming, which is super short, block-centric—to the minute. The other interesting thing I’m curious about, Rob or Yano, in your conversations is: Is the reason there hasn’t been fixed rate beyond yield-farming, short-duration stuff—no reference rate, whatever we’re investing in? We’re investors in Notional, the other protocol Element Finance. There’s just a literally graveyard out there.

Is smart-contract risk the reason why everything’s short-duration? Is there nervousness in the market around smart-contract risk?

Santiago Roel Santos

I mean, I don’t think that’s the reason initially. There’s some conversation around what the curve looks like in terms of demand and pricing. This actually maybe goes into a different topic: how concerned everybody is right now about DeFi and smart-contract risk.

That wasn’t nearly on top of everybody’s mind in the way it is today, at least until the last few months. If you go back a year from now, none of these things had worked, but a bunch of people had still tried to make them work, and it was still a topic of conversation. I mean, Yano had a full podcast about it. Crazy.

4. Is DeFi Uninvestable?

You’ve got to pull up the tweet that I retweeted from the founder of OpenZeppelin. Do you guys see this?

Jason Yanowitz

Yeah, but he isn’t the founder. He was the founder of OpenZeppelin. He left in 2019. These are smart guys. I mean, they’re on top of it.

Santiago Roel Santos

He said, “Nothing in DeFi is safe.”

Jason Yanowitz

“Nothing in DeFi is safe.” He said, “I’ve advised family, friends, and myself included to put zero capital on-chain.” Actually, he didn’t say “at the moment”; he just said, “Full stop.”

Santiago Roel Santos

Interesting. I’ve privately continued to talk to credit funds and other folks who have historically been very active in DeFi, and there’s a very noticeable focus on questions like, “What’s the state of stablecoins on Aave right now? Is the Kelp situation resolved?”

Jason Yanowitz

Kelp is not fully resolved, but it’s mostly resolved. They’re making progress.

Santiago Roel Santos

It’s definitely not resolved. There’s all this legal stuff happening in the background.

Jason Yanowitz

But everyone on Aave was made whole, basically.

Santiago Roel Santos

From the user’s perspective, it is solved.

Jason Yanowitz

Yeah, I was just going to say I think there is this point around everything in DeFi being unsafe. We kind of had this discussion right after Kelp on this pod. A lot of people snapped back at him and were like, “Oh, we’re more battle-tested than ever.”

Again, most of the hacks—almost all of them—are not smart-contract hacks. They actually have something to do with a vulnerability through a specific user, a key holder, a signer, et cetera. I would say there’s this thing happening where it’s like, okay, it’s not smart-contract hacks; it’s not the software itself, and you can improve the software with AI in the same way that AI can find vulnerabilities in the software.

There’s probably this point in time where, again, the attackers have a foothold because while everyone is rewriting code or making code more robust, they’re able to go and attack you. They only have to find 1 vulnerability. But I still continue to think that the biggest problem is OPSEC. It’s people specifically having their security perimeter infiltrated, not through smart contracts.

I think that is primarily the issue. But what is happening now is that once someone is in your security perimeter, the ability to do what they need to do to find the vulnerability and then find the way to extract capital is happening faster than ever. That is specifically AI-related.

I do think that we’re going to continue to see more hacks across not just crypto but all software globally for a period of time, and then eventually hacks will basically go away altogether. It just takes time to rewrite code.

Santiago Roel Santos

Yeah. I agree that you’re going to have a tumultuous period where you catch up, but the problem is that the lack of reversibility on-chain makes it much harder. My perspective was: wait it out. Wait it out for 6 months. You don’t want to be there when this happens.

You’re better off being in a position where—hey, look, one thing I will say is that not every protocol and not every smart contract is created equal. But the social-engineering stuff is tough, because most of these protocols are upgradable and there are admin keys. Rightfully so—you want to have that—but it’s quite tough.

I think it was a CISO that commented, like, “Have endpoint security. Make sure that you’re monitoring your stuff if this happens, because you might be infiltrated right now and not know.” They’re just lurking there in the background, and they’ll hit you in 6 months. No, I’m serious. This is what happened with Drift 6 months ago.

Speaker 1

And if you’re using Claude Code and don’t have separate devices, at least have something constantly monitoring your device to see if there’s anything running in the background that shouldn’t be running. It is table stakes. It literally costs $100 a month in the enterprise solution, like CrowdStrike or whatever.

Get on it and have peace of mind. Seriously, there’s really no excuse if you’re in this industry, because you’re also putting a lot of other people at risk. Have a safe word with people to prove humanity. The tricky part is, when you think about OPSEC, if you’re vibe-coding, there’s a higher surface area of just being hit. That’s what makes it all the more problematic.

5. Takeaways From DC

Jason Yanowitz

Yeah. Maybe one last topic here before we wrap. Rob, you were just in D.C. Santi touched on this at the beginning, but I’d love to get any takeaways from the D.C. trip.

Speaker 1

Yeah. Usually when I’m in D.C., I see some combination of members of the House or members of Congress generally, or their staffs, and then regulators, which is again what I did yesterday.

Speaker 1

I think there are a couple of topics. One is CLARITY, and the bullishness around CLARITY is pretty positive. When I was last in D.C., you could definitely feel the bullishness among the Republican side of the Hill, and you could definitely feel it among maybe a few of the very big crypto supporters on the Democratic side. But now you're starting to see a little bit more bullishness among people who maybe hadn't put a bunch of their weight behind CLARITY or GENIUS before.

There's an expectation that we'll get a vote, maybe in July. The industry keeps saying, “Oh, June.” I don't think that's realistic; I think that's too quick. At the floor vote, there'll be a couple of things that are top of mind. One of them is the ABA, the American Bankers Association. The bankers are continuing to fight against this bill. Even though Tillis took it out of the Banking Committee, we'll continue to see them lobby hard against the bill.

People have talked about the ethics language that the Democrats are going to require to put into this bill around the ability to profit off crypto and crypto businesses, which the White House is going to have to get comfortable with. Those are probably the major 2 things. There is still going to be a lot of debate on the floor.

Typically, the Banking Committee and the Agriculture Committee would come together and reconcile before it went to the floor, but there have been some holdups in Agriculture. So you're basically just going to get the Banking version before Agriculture is able to reconcile as well.

There's also a lot of conversation right now around this thing called BRCA in the CLARITY Act, which basically gives developers protections for developing open-source code that maybe ends up getting used for nefarious reasons. But this is just open-source code that allows you to swap, send, or lend, etc. I think there are carve-outs for, okay, you're not a money transmitter if you're a validator, or if you're just a front end, or if you're just a smart contract. If you create any of those things, you have developer protections because of it.

There's going to continue to be debate around that as well and the exact language, but that all seems solvable to me. In the past, when Polymarket showed that CLARITY had a 50–55% chance, I was saying, “Oh, that's too high.” I now think the likelihood is higher than 55%. I think this is now underpricing it a little bit, and that's exciting. I could talk about some stuff on the regulatory side, but I'll stop there on CLARITY.

Santiago Roel Santos

Nice. That's great to hear: 55% underpriced.

Jason Yanowitz

Yeah, the lowest was around 36%. Now it's up to 56%, so that's encouraging.

Santiago Roel Santos

What about on the regulatory side, bro?

Jason Yanowitz

On the regulatory side, listen, I think there's a lot coming. Chair Selig from the CFTC talked specifically in March about guidance related to perps. Everyone in D.C. still expects there to be perp guidance. I still expect that to be constructive around how certain types of businesses can theoretically have offshore and onshore entities, the way Polymarket does today, and how they can fragment liquidity and do business in a regulated manner and a nonregulated manner.

I think that's going to be super interesting, and I expect both perps and prediction markets to continue to dominate a lot of the conversation on the regulatory side. Today, I think it's a lot of perps for 24/7 markets, but I expect that—not in the near term, but in the medium to long term—to also become: How should we be thinking about perps for real-world assets, and eventually those markets also becoming 24/7 on the spot side?

It's all very positive in my mind. Exactly the way we started this podcast, a lot of positive things are happening, and yet the price action hasn't made people as excited as you'd think they'd be.

6. Microstrategy & Robostrategy NAV Premiums

Santiago Roel Santos

15 years, man. 15 years. That's what the Nasdaq took to recover from all-time highs. We can't end this podcast, Jason, without—we're going to end it on a high note with content—but Saylor, we've got to talk about Saylor this week before we drop. He probably had one of the most epic tweets that I saw circling around, which was, “This week, we're not buying Bitcoin; we're buying bonds.”

And then you saw a massive, billion-dollar trade of IBIT 1 or 2 days ago. What's going on in Bitcoin land? We don't typically talk too much about Bitcoin, but Bitcoin carries a lot of weight. What do you read there?

Jason Yanowitz

I haven't been following Saylor land, actually. He wants to do a podcast, so we'll have—I think we'll go straight to the man. We'll get Saylor on the show.

Santiago Roel Santos

Yeah, I mean, a lot of the conversation you heard, or at least I heard, for a long time was, “Is Saylor just going to keep buying forever? Is he going to continue to use Strategy to be able to buy and accumulate more Bitcoin? Saylor's taking us to 200 grand.”

He was almost Bitcoin Jesus to a lot of people. When he turns around and says, “Actually, I'm going to sell Bitcoin to go and buy bonds,” I think that shook the market a little bit.

Jason Yanowitz

Yeah, a little bit.

Santiago Roel Santos

It's like Jesus saying you can't walk on water, man. [laughter]

Jason Yanowitz

It's a pretty big detraction from the gospel.

Santiago Roel Santos

If you go to their website right now, they have all their data on their dashboard. They took their U.S. dollar dividend coverage down to 6 months. Are they going to have to sell more Bitcoin to do that? It seems likely.

Jason Yanowitz

I keep coming back to the fact that all financial engineering, whether it's a DAT or anything, eventually blows up or unwinds, and it usually doesn't unwind easily. I will credit what MicroStrategy has done, but I've always said it: if you want exposure to Bitcoin, just buy the goddamn thing. Buy IBIT, at least.

Clever financial engineering, whether it's this or that or the NAV, always compresses, and financial engineering usually just does not persist forever.

Santiago Roel Santos

Strategy's NAV is at 1.2 now.

Jason Yanowitz

Yeah.

Santiago Roel Santos

Yeah. I mean, speaking of NAV, should we talk about RoboStrategy? What an interesting one that one is.

Jason Yanowitz

What's the NAV? What's the premium to NAV there?

Santiago Roel Santos

It's, I think, close to 4× at the moment.

Jason Yanowitz

4×. Yeah.

Santiago Roel Santos

Yeah.

Jason Yanowitz

I think it's maybe even higher than that when you account for the 25% dilution that the advisory team made there.

Santiago Roel Santos

Yeah, again, this is a bit different in the sense that it doesn't justify the premium to NAV. But these are all private marks, and it goes back to the fact that there's been just so much wealth creation in the private markets that people want to have exposure to venture deals.

This vehicle attempts to do that for robotics, which is a hot trade, but I haven't seen a reasonable, compelling argument as to why NAV should be there.

Again, I think this was something you flagged in the last podcast, Jason, which is that you're better off buying a synthetic. Someone should just create a synthetic on Apptronik or Figure, or pick whatever robotics private company—or any private company—that you like, and someone creates a synthetic on that and just tracks the latest recorded trade or something like that.

You'd have to trust whoever is doing that and pricing that, but that to me feels like it's just a better way to get exposure to things in the private markets. The good thing is crypto is really good at finding liquidity for a tail end of assets. So a synthetic is, in my opinion, just better for this type of stuff.

7. Content of The Week

Jason Yanowitz

Yeah. Content of the week. What do we got? Santi, kick us off.

Santiago Roel Santos

No, man. I can't go first. I've been talking too much. What do you think about that, Jason?

Jason Yanowitz

All right. For content of the week, last week I talked about Obsession, which is the movie that I think I flagged. The movie was really good, and it's this trend that's happening in horror right now where people are going from YouTube creators to getting their own feature films. It was made for $1 million, and it's going to do over $100 million, which is amazing.

Maybe we need an Empire pod entirely about movie financing, so let's think about that one next.

Santiago Roel Santos

Since you mentioned that, I see it everywhere now. It's all over the place.

Jason Yanowitz

Yeah, it's everywhere.

Santiago Roel Santos

Yeah. Yeah.

Jason Yanowitz

So the movie was really good, and it's this trend that's happening in horror right now where people are going from YouTube creators to getting their own feature films. It was made for $1 million, and it's going to do over $100 million, which is amazing. Maybe we need an Empire pod entirely about movie financing, so let's think about that one next.

Santiago Roel Santos

Bring it on-chain, folks. There is some stuff through Republic, but another one—literally the exact same YouTube creator-to-feature-film story—called The Backrooms came out last week and is also awesome. I'm just telling people: horror. We're having a horror renaissance right now. It's a great time. See the movies and make money.

Jason Yanowitz

Horror? Oh, I thought we were talking about crypto. There's plenty of horror there, too. [laughter] Wait, Rob. Okay, I don't have a content of the week.

I just want to ask: did you guys see The Devil Wears Prada?

Santiago Roel Santos

The second one? Yeah, I did see it. I talked about it on this pod.

Jason Yanowitz

Oh yeah, you went and did your whole routine and got a Scotch—or is it good?

Santiago Roel Santos

You know, it was like a lot of these nostalgic remakes that happen a decade-plus later. They hit a bunch of the main themes so that you feel good about what happened before, and you're seeing the same things, but there's no real new character development, et cetera. So it's pretty surface-level, but I enjoyed myself.

I saw it on a Friday night with my wife and had 2 Old Fashioneds. What's it on Rotten Tomatoes? Is it like 48?

Jason Yanowitz

Oh, let's see. I'm not a big Rotten Tomatoes guy because the problem with Rotten Tomatoes is that people just say yay or nay. Everyone can say, "Oh, that was mediocre," and I have 100%.

You really have to get on—I'm blanking on the name of the app right now—but there's this really good app where people actually review all of their movies. I'll get you the name of it.

Santiago Roel Santos

Yeah. Yo, what's your content of the week, man? Will, our producer: Letterboxd.

Jason Yanowitz

Letterboxd shout-out.

Santiago Roel Santos

I was like, "I know the app." Yeah, let's go.

Jason Yanowitz

Best contribution to this pod. Will, you take—[laughter]

Santiago Roel Santos

Out. I have a Letterboxd too. I should have known, but I'm not good at it. If anyone finds me, you can see all my reviews, so you can see what I really like.

Jason Yanowitz

Letterboxd, baby. Yeah, mine is I'm watching the show about Rupert Murdoch and the Murdoch family on Netflix. Very interesting. A media mogul, a titan. It's good.

All right, folks. Appreciate you guys listening. We got a good episode coming out on Monday. Sorry we missed this week. We've been going back and forth debating this new update to Empire: guests mostly in person, high quality over quantity. But we don't want to be skipping episodes either. So, sorry for missing this week. We got a good one coming out on Monday. We'll see you then.

Santiago Roel Santos

What's the episode on?

Jason Yanowitz

Tease it, baby. You have to force people to open the app.

Listen, no, it's with the Electric Capital guys, Avichal. I think Avichal is bringing a special guest on too, one of his partners.

Santiago Roel Santos

Cool.

Jason Yanowitz

Awesome, guys. All right. Well, have a good weekend. Thanks for coming.

Santiago Roel Santos

All right, folks. Have a good weekend.