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The Women Rewriting Crypto's Rulebook with DEX in the City

Jul 1, 2026 - 45mins

EPISODE 114

The Women Rewriting Crypto's Rulebook with DEX in the City

With Katherine Kirkpatrick Bos,  and Jessi Brooks,  and Tuongvy “Vy” Le and

On this TRM Talks, Ari Redbord, Global Head of Policy at TRM Labs, sits down with the team behind Unchained DEX in the City — three of the sharpest legal minds in crypto and three of his closest friends — for a wide-ranging conversation about the regulatory questions reshaping the industry in real time.

Tuongvy "Vy" Le, Jessi Brooks, and Katherine Kirkpatrick Bos bring their distinct backgrounds as prosecutors, general counsels, and enforcement attorneys to bear on what investor protection, custody, and market integrity actually look like in a market structure with no historical precedent.

The SEC has provided guidance and clarity, the CFTC is emerging as a consequential voice on digital assets, perps and prediction markets , and the work ahead is proving that a new market structure can deliver on those fundamentals.

The conversation covers the legal architecture being built right now, the national security stakes of DeFi exploits, the case for privacy as a precondition for institutional capital, and the founding mission of the show: amplifying the women writing crypto's rulebook. No Mr. Big’s on this one, just the Carrie Bradshaws of crypto providing cutting edge legal insights.

Origin stories, journeys, and genuine friendship make this one of the most fun episodes of the year.

Click here to listen to the entire TRM Talks: The Women Rewriting Crypto's Rulebook with DEX in the City. Follow TRM Talks on Spotify to be the first to know about new episodes.

Ari Redbord (00:02):

I'm Ari Redboard and this is TRM Talks. I am global head of policy at TRM Labs. At TRM, we provide blockchain intelligence software to support law enforcement investigations and to help financial institutions and cryptocurrency businesses mitigate financial crime risk within the emerging digital asset economy. Prior to joining TRM, I spent 15 years in the US federal government versus a prosecutor at the Department of Justice and then as a treasury department official, where I work to safeguard the financial system against terrorist financiers, weapons of mass destruction proliferators, drug kingpins, and other rogue actors. On TRM Talks, I sit down with business leaders, policymakers, investigators, and friends from across the crypto ecosystem who are working to build a safer financial system. On today's TRM talks, I sit down with the DEX in the City team, Katherine Kirkpatrick Boss, Vy Lee and Jessiredb Brooks. But first, inside the lab where I share data-driven insights from our blockchain intelligence team.

(01:05):

On today's inside the lab, we're focusing on a structural shift in sanctions enforcement. OFAC sanctioned Zedcex and Zedxion, marking the first designation of a digital asset exchange linked to Iran's IRGC. This matters because in 2025, sanctions related crypto activity was not diffuse. It was concentrated in structured networks leveraging digital infrastructure to maintain cross-border liquidity. Sanctioning exchange is different from sanctioning a wallet. Exchanges are liquidity gateways, their infrastructure. They connect users to counterparties, fiat rails, and broader financial systems. When an exchange is designated, it affects counterparties, correspondent relationships, and compliance exposure across jurisdictions. According to TRM, in 2024, IRGC activity accounted for 87% of all Zedcex and Zedxion transaction volume. That is not the use of an exchange. That is the creation of a shell company. Infrastructure-based sanctions raised costs across the network. They reduce accessible liquidity, increase friction and force rerouting, and rerouting creates new patterns that can be analyzed.

(02:16):

The data tells us that state aligned digital asset usage is no longer experimental. When tens of billions move through structured corridors, enforcement adapts accordingly, and in this case it did. And now Jessi, Vy and Katherine. Today I have the most special guests, the cast of DEX in the City and three of my very favorite people in our space, Vy Lee, Jessi Brooks and CKatherine Kirkpatrick Bos Thank you so much for being on TRM Talks.

Jessi Brooks (02:49):

Yay. Thanks for having us. For having us.

Katherine Kirkpatrick Bos (02:52):

I'm so excited that I don't have to host this podcast.

Ari Redbord (02:55):

Well, I am excited to host this podcast and your journeys are all super interesting and I want to start there, but Vy, I have a really, really important question to kick things off with you. You are a lifelong Knicks fan and are so excited about what's going on right now in New York. Just give me a feel for the excitement that's shaping your life at the moment.

Tuongvy “Vy” Le (03:16):

Okay. So first of all, I don't normally sound like this, so that should tell you something. It's been total mayhem. I mean, it's the Knicks being in the finals for the first time since the 90s. It's also that I went to a Bad Bunny concert this weekend.

Ari Redbord (03:30):

Oh, amazing. That is a real combination.

Tuongvy “Vy” Le (03:32):

Between all of that, I sound like I just smoked 10 packs of cigarettes, so just bear with me. No, it's been complete mayhem here in a good way. Unfortunately, they lost game three last night, but they're going to come back. I think they'll sweep the next two and we'll see what happens. But no, it's been so much fun and I haven't felt this energy, this kind of energy in the city in so long.

Ari Redbord (03:57):

So Vy, with all of that, would love to hear about your journey. How did you get into this space, financial regulation more broadly?

Tuongvy “Vy” Le (04:05):

This sounds so cheesy, but the honest answer is I got into this space and I've stayed in this space for all these years because crypto is the most intellectually alive thing I've ever done. I came to it first as a government laywer, so I wasn't a cipher punk or a true believer or anything like that. I was at the SEC in the enforcement division looking at all of the things that could go wrong and a lot did go wrong. During my time there, we went after just a lot of straight up scams that were happening during the crypto ICO boom. The first case I ever charged, these guys raised $4 billion in an ICO. I can't even say that number without laughing. And to this day, no one knows what they did with all of that money. But the deeper I got, the more I realized the hard questions weren't just, is this legal or is this a security or is this an unregistered offering?

(05:02):

The questions were actually a lot more fundamental. What is an intermediary? What is custody? What is trust? What does investor protection look like when the market structure is something totally different than we've ever seen? So I've been working as a securities lawyer for over a decade before I joined crypto and I don't think I ever asked myself once, why are the laws the way they are? I've sort of just accepted the world for what it was and crypto really changed that. And that's what's kept me here. I love that crypto forces you to really go back to first principles and it's like law and technology and markets and incentives, all of this stuff tangle together. And then of course, I think all of you guys can agree, it's never boring. So I'm sure all of us have moments where we're like, do we miss that sort of calmer, more stable legal career that we had before this?

(05:56):

But this is the life we chose. And I think we're never looking back.

Ari Redbord (06:02):

Katherine, I think that actually, a lot of that really probably speaks to you as well. And that is like when I look at this space, I'm like, oh my God, if you're a young lawyer, you're going to be involved in writing the lawbooks in a way that we ... First it was blockchain and now who's liable in the age of AI? Talk me through your career journey as really a chief legal officer at so many important places in our space.

Katherine Kirkpatrick Bos (06:24):

Yeah. Vy just said a lot of things that resonated with me in a far more eloquent way, but I had a similar journey where I was a homegrown law firm lawyer. I was with King & Spalding for 12 years, homegrown partner. My blood, sweat, and tears. I made it to partner the age of 34. And then I realized, look, this is great work. This is interesting work, but wow, this space is like that hyped up, the intellectual horsepower, the ever-changing nature of it. People think lawyers are risk averse. I don't think that's true in crypto. It's impossible to be risk-averse and be a crypto lawyer. You're constantly balancing a lot of aspects of regulatory strategy that don't exist in other industries. And I'll also say I think that the people here, there's a reputation of the people being scammy. I have had the complete opposite experience with respect to particularly the crypto bar.

(07:21):

One of the things that has kept me in this space is even during the worst periods, even during 2022 when I was GC of a DeFi protocol that facilitated undercollateralized lending to crypto market makers, Maple Finance, they've done an incredible job pivoting. That's such an incredible project. I had this team here. All the other GCs in the space were like, "How can we help? How can we collaborate? We're all here to do good interesting work." And I'll also add as an aside, Ari, you were one of the first people I ever talked to when I went full-time crypto. So you were maybe my second or third ever conversation with a crypto lawyer after I was in it and you were so positive and you were so wonderful. You're like, "How can I help? How can I connect you to people? " And it was sincere, which that's just not really a thing in TradFi or manufacturing or healthcare.

(08:13):

So that's incredible.

Ari Redbord (08:14):

That is amazing. And thank you so much. Jessi, for my own journey, I mean, you've been such a huge part of that personally and professionally. I've known you for well over a decade now. And remember when you were a baby prosecutor playing your guitar and singing at our Christmas holiday parties, I mean, it's just incredible to see your growth in the space as a leader. And in the TRM Talks journey too, you were our second ever guest in our second ever episode on the show when you were a prosecutor at the US Attorney's Office, that was about 150 episodes ago, which totally blows my mind. Tell me about your journey. I feel like from a prosecutor in the domestic violence section at the US Attorney's office, which is a really unique place through national security and really all the stuff that you've been doing for years now at Ribbit.

Jessi Brooks (08:58):

So yeah, crypto found me in a slightly different way, but I'm going to take you back about 12 years when baby Jessi prosecutor, no wrinkle, shows up at the DOJ and was so excited to be a domestic violence and sex offense prosecutor. All I really ever wanted to do in my life was protect victims in the vulnerable space. And who do I meet in my first week? But someone named Ari Redbord, who I was a bit intimidated by because he had been there maybe a year or two more than I was, which was a lifetime at the DOJ at that point. And I spent a number of years prosecuting just domestic violence, sexual assault cases, child pornography cases, sex trafficking cases, and saw that a lot of victims were affected immensely by cybercrime. And so I really wanted to lean into the cyber side of protecting victims.

(09:53):

And it was through that that crypto stumbled into my life through a colleague of ours, Zia Faruqi and many others that we know who helped immerse me in the crypto space and make me understand that it was a tool being used by criminals. And so the first case I really worked on involved Hamas and ISIS and other terrorist groups using crypto. And through that, I moved into the national security space and I got really excited about the technology, not just because I was learning about it and I thought it was really, really special, but as I reflected back on my many years of working with domestic violence and sex offense victims, I really, really felt like in many ways I could help keep them safe physically by going through the process, but there was one gap always. And that was sort of the financial security, which was a big part for a lot of the victims that we interacted with in our time on the 10th floor working on domestic violence and sex offense cases.

(10:57):

And the financial safety side was something that the DOJ could not really touch or help in that many ways except for filling in little gaps here and there. And part of that was because many of them didn't have their own bank account or didn't have financial freedom or if the account was controlled by the person hurting them or the person hurting their child. And to me, I really felt like there was a way to think about crypto as financial freedom for those that were experiencing violence and maybe was the difference between leaving and staying. And from there, I just felt like I had to be a part of building this technology because I wasn't sure if the DOJ at the time really understood the potential of technology because it was very easy to only be focused on the bad actors. But I just saw it as another tool, bad actors are always going to find new technologies and rely on whatever they can do to make money and profit just like anyone trying to make profit.

(11:52):

And there was something in this tech that I wanted to be a part of. And I just feel so lucky to have seen that and been able to talk to Ari, talk to many others in the space about how to do that.

Ari Redbord (12:03):

I love that framing about helping victims. I think that when you're a superior court prosecutor at the end of the day, people don't realize we're prosecuting misdemeanors and violent crime and all this crazy stuff, but it is really about victims and about supporting people. And there was always a financial aspect to every case, whether a victim wouldn't come testify against her abuser because he supported her or kept a roof over her. I mean, there's so many interesting aspects to this. I have to ask one question before we get a litle bit more substantive and that is, I need the origin for DEX in the City. I just starting with the name and the vibes and you guys and Laura, Katherine, I'm going to go with you here.

Katherine Kirkpatrick Bos (12:39):

So I think that we all shared the opinion that A, there's too many crypto podcasts and a lot of them are terrible.

Jessi Brooks (12:46):

Fair enough.

Katherine Kirkpatrick Bos (12:48):

Not TRM talks, obviously, but there's too many. A lot of them are terrible and 99% of them are old dudes. And a lot of time their dudes talk about things that they shouldn't be talking about. They're saying things that are just incorrect. They're regurgitating crypto Twitter. This has always been a source of frustration for me. And luckily Jessi and I had been friends through the kind of crypto GC bar, same with me and Vy, and we became real friends when she happily moved to Chicago. And a year or two ago, we went to a Cubs game and it poured rain the entire time. So I don't think we actually have to see any of the Cubs games. So we're standing there and I was like, "We should have a podcast. We should have a podcast of women." And we tossed out a couple more names and we went home and I formed a telegram group and the four original podcasters were in this group that changed a litle bit over time.

(13:42):

And I was tossing out ridiculous names. I think my first name idea was the Duchesses of DeFi, which everyone immediately said that's a terrible idea. And it kind of grew from there and we found a home with the Unchain team. And one of the things we really appreciated is that Laura, she wanted to support us because she agreed with our thesis of amplifying women's voices in crypto. All three of us feel very strongly that we're constantly advocating in policy circles that crypto's not just filled with crypto bros. And we are a great example of that. I'm a Midwestern mom. I don't look like your average crypto pro, neither do any of us. And we appreciate the diversity of voices and experiences in this space and we're happy to feature those voices and be some of those voices.

Tuongvy “Vy” Le (14:29):

We also were just seeing so many bad legal takes on X. And so we were like, we need something where people can get legal analysis, in a way that is easy to understand.

Katherine Kirkpatrick Bos (14:45):

Well, and it was perfect because Vy is ex-SEC. Jessi's ex-DOJ. I'm ex-white collar defense, and then I was also chief legal officer of multiple CFTC registered entities. So the three of us can cover a wide spectrum of crypto developments with a degree of understanding that a lot of people just can't.

Tuongvy “Vy” Le (15:04):

And it kind of just worked out that way too. I mean, I think we all as crypto GCs, and this applies to you too, Ari, in the policy space, we all can understand and talk about a whole breadth of issues, but each of us really does have a specific area that we can go really deep in and have that background and expertise. And it's funny because it really did just kind of work out that way.

Jessi Brooks (15:27):

Yeah. I mean, I'm really passionate about putting diverse voices out there, particularly in tech. I work in a space where we invest in all types of tech and it's just sort of inspiring when you see different perspectives at all times. And to me, it's a lot of work to put this podcast together because we take very seriously our ability to educate and do it in a thoughtful, interesting way, but not just say stuff off the cuff, but rather be really knowledgeable about what we're talking about. But at the same time, not to get too cheesy here, but it has become one of my favorite hours of the week and just a really great time for me to make the two women here hang out with me.

Ari Redbord (16:07):

For folks who are listening and aren't fully tracking all of this, DEX in the City with Vy, Katherine and Jessi is the best new podcast out there and really what they're doing is something very different than what we do on TRM Talks. And that is you're getting together and talking about the issue of the moment.

(16:23):

Whether it's a DeFi hack that happened the day before, whether it's new CFTC regulations, you're on it right away and having these conversation and having some significant hot takes there, which I think is really cool too. So definitely give it a listen. Unchain media, they're all over X. The three of you are incredibly diverse in terms of your background and that regulatory expertise. What would you say are the most significant developments right now as you're thinking about them from an SEC perspective?

Tuongvy “Vy” Le (16:47):

So I don't think it's any single enforcement action or rule or proposal or guidance. I think it's just this 180 that we've seen with the SEC finally trying to move from enforcement and ambiguity to actually providing clear lines. For years, I think we all lived through this from different roles that we've had, but so much of the crypto conversation was about enforcement and risk and all the things that could go wrong and a lot of things, there were things that went wrong, but I think the current SEC has really started to think about this technology as something new and different and how do we think about important regulatory goals like investor protection and market integrity? How do we think about how you can achieve those same goals, but with a different tech and with a different market structure and with different kinds of assets? So I think that's the big shift that we've seen and the most important thing that's happened.

(17:51):

That said, all of this is going to be really, really hard to implement and I think that's something that the industry probably does not fully appreciate. I worked at the SEC for six years and before that I was a lawyer in the private sector doing securities work. So I think one thing people don't appreciate is we have a lot of laws in the traditional securities markets, a lot of laws and regulations for a reason. It's going to be like a monumental undertaking to think about how do we craft laws? How do we tailor them for the onshing version of a lot of that stuff? It's going to be a lot of work. We're all involved in it in various ways and I think we can do it, but I think that is one thing that the industry does not appreciate, just how big of a task that's going to be.

Ari Redbord (18:40):

It's extraordinary. I mean, to me, when I think about this issue, it's that these regulators, particularly SEC and CFTC are trying to get ahead of where Congress is. Hey, who knows where Congress is going? Who knows where clarity is going, but we're going to need to provide rules of the road prior to that. And that kind of seems like what's been coming from the White House since that 163-page report is like, "Hey guys, you need to get ahead of this. " It seems like that's what we're seeing. But Vy, what does that look like to you when you talk about, "Hey, it's going to have to be different." It's not rip and replace, but it's also not like, "Hey, these same rules are going to have to be applicable."

Tuongvy “Vy” Le (19:18):

Yeah, the way that I like to think about it and the way that I approach all the conversations and engagement that we do with Congress with the regulators is regulators don't regulate technology. They regulate outcomes. So things, like I said, investor protection, market integrity, fairness, accountability, transparency, those are the objectives. That's what they're trying to achieve. So the question for them should be, look, if you have something new, a new asset, a new technology, a new market structure, is there a way that we can think about the rules that will still achieve those same very important objectives just with a different structure? And so I think that the task for us and the challenge for us, but also the opportunity for us is to show them, look, this is something that we're building. We think actually it can achieve the same regulatory goals in some cases better than the traditional forums.

(20:16):

And so I think that sort of education and looking at it through that lens is really helpful for them to understand it and also for them to understand what their role should be as a regulator. And I think people throw around the term tech neutral a lot. That is what tech neutral means to me. It means you think about the objectives and not the specific forms that you're used to. You think about the objectives and you think about is there new technology or a new market structure or something that can also help us to achieve those same objectives in maybe a more efficient, more effective way.

Ari Redbord (20:53):

Katherine, similarly with CFTC, it's interesting, this is a regulator that has been relatively niche for decades and all of a sudden with crypto and Bitcoin in particular in those early days, it became really arguably the most important regulator in this space. You've represented CFTC registered entities for ages. Talk me through how you see the CFTC and really developments there over the last couple of years.

Katherine Kirkpatrick Bos (21:20):

Yeah, I did some CFTC enforcement defense. Look like it is true. A lot of people didn't pay much attention to the CFTC. Although I do recall years ago, the CFTC had one year where its collection of fines was higher than the SECs because they go after different kinds of entities and market participants And you should never ignore the CFTC, especially these days. I keep joking. I'm like, DCMs are so hot right now. DCMs are designated contract markets which are derivatives exchanges, which is where of course prediction markets live in the United States and now perps, true perps, perpetual futures live in the United States. So everybody in crypto is now completely obsessed with DCMs. And I feel like there's a lot of lawyers and a lot of market participants that are all of a sudden like, "Oh, we need to learn about this. We need to pay attention to this. What's this all about?"

(22:12):

Obviously a lot of the focus has been dominated by those two things, particularly as of late, prediction markets, which as everyone on this pod knows, it's not just a crypto thing. There's a lot of prediction markets that have nothing to do with crypto, but obviously those two things get conflated a lot and perpetual futures, which that is a multi-trillion dollar market offshore. We saw some major news lately that we're bringing true perpetual futures onshore. So there's a lot of unknowns linked to that news. I think that I like where the CFTC is right now because it is supposed to be a pro innovation regulator and that's what it is right now. It's pro innovation. It's also a principles-based regulator, not a rules-based regulator. This is something Vy and I are constantly explaining. So there is theoretically more flexibility with the Commodity Exchange Act vis-a-vis crypto and new technologies than there is with the securities laws.

(23:10):

There was also a sense that when people were uncomfortable under the Gensler administration that everyone was like, "Oh, we want the CFTC to have all the power with respect to crypto."

(23:22):

It's not like they're going to be easier on crypto. A lot of it depends on the chair and his or her interpretation of the laws at this point. It depends on the commissioners. We're missing some commissioners these days. I would love to see the full suite of commissioners for both the SEC and the CFTC. So there's a lot of unknowns, but I like what the CFTC is doing right now. I like that they're thinking outside the box. I would like to see a lot of these products come back onshore into regulated markets with centralized parties and that's what they're trying to do.

Ari Redbord (23:55):

Fantastic. Jessi, you and I have had conversations, I think, over the years where we love this space and we want this ecosystem to grow, but in order to have that happen, you got to keep it safe. And I think that's been so much of the focus of your career is how do we craft rules? How do we stop bad actors from engaging with this financial system? I think you and I both ultimately lean into the technology there. What are the things that we can do? Talk me through your perspective on keeping this ecosystem safe.

Jessi Brooks (24:22):

It starts with reframing the conversation in my mind. Something that really grinds my gears and I talk about a lot just comes back to what got me into the space, which is the victimhood of it all and the fact that whenever there's a hack, whenever someone is hurt by illicit finance, that is affecting an actual human being or an actual family or an actual entity. And so when we think about but you're saying the safety of this ecosystem, we need to take that all into account and our conversations cannot be, yes, we want to make sure that there's no illicit finance, but that but of a conversation is the thing that continuously gets I think our industry in trouble because it should be and we want to stop illicit finance and these are ways that blockchain can enable it. Now I talk about it a lot and both Vy, KK and I have debated this and also written a number of papers on it, but one of the reasons that I have remained in crypto other than the amazing colleagues and people is that I truly believe that the way the technology is built will allow us to meet the incentives of regulators and victims and make the space safer.

(25:40):

And we just need to prioritize it as a space. And now there is a gift for us in the fact that there is a complete coalescence of industry. We all talk about crypto, but the truth is we all work in crypto and financial regulation and tech and FinTech and AI at this point. And so we need to use all the tools out there to make the space safer and not just say, well, everything is great, but there's a hack that we need to deal with or but there's one entity in the ecosystem that's not a good actor. Instead, we need to take on the responsibility as an industry to say, we are trying to make something better here. That is what we are also excited about is about a better financial system where the domestic violence victims that you and I worked with, they can now get access to something similar to a bank account.

(26:31):

And the people in another country that are dealing with currency that is not as stable as we are lucky to have access to, they now have access to a stable currency in a way. And what comes with that is not a potential risk of illicit finance or a hack, but rather also a very secure and maybe an even more secure ecosystem.

Ari Redbord (26:51):

I know you talked on your show on DEX in the City in the week or 10 days where the Drift Hack and Kel having sort of back to back, but talk to me a little bit about how you think about overall protecting the ecosystem from this type of activity. Talk me through how you think about that. Because what I always argue is, look, first of all, no developer wants their protocol to be hacked. No. And they want to build every defense they possibly can in order to stop that. Talk me through what you see as the way forward.

Jessi Brooks (27:20):

First, it goes back to how I started this conversation, which is the reframing because the phrases illicit finance, which I just use, so I'm part of the problem and DPRK, which is the official name, are not tangible enough to people.

Ari Redbord (27:33):

So what I've learned from Nick Carlson, who's the foremost expert on this stuff is they want to be called DPRK, so I call them North Korea under all circumstances.

Jessi Brooks (27:41):

Yeah.

(27:42):

No, I think you're right. And let's break down North Korea for a second. I know you do it on this podcast all the time, but they are building a nuclear weapons system with the money that they hack from crypto. That is not just a threat far away that will never touch crypto users in the United States or a financial system. That is a real threat we need to be thinking about. So to me, it's just making it all more tangible. What is illicit finance? That is a terrorist that could bomb a town that has vulnerable people. So let's just put that into a framework and I'm not sure exactly how to make that more tangible because sometimes you need to explain concepts, but it's really like, what is illicit finance? So that's number one. Number two is the taking responsibility. And we talk about this a lot on DEX.

(28:31):

So when there's a big hack, there is a lot of finger pointing and it really should come down to a true understanding of who is responsible for what and who is not responsible for what and who has built something and not controlling it anymore. It gets back to what B was talking about, about defining control and who is actually controlling it. Because one of the most beautiful things about crypto is that it's interoperable and that entities rely on each other in some way and protocols might be layered on top of each other. But what also comes with that is one week link can affect links 10 down, whether it be tops, whether it be protocols, 10 hops down or whatever, that is all interconnected. And so we need to work more collectively on this problem for security.

Tuongvy “Vy” Le (29:21):

Obviously all the hacks that we've seen in the past few months have been really just devastating from the perspective of people being hurt and losing money, protocols having to shut down and it's just being really hard for the industry to come back from something like this. The reason I'm actually optimistic, I work at a DeFi company. So when this stuff happens, I'm literally just on the phone with our security folks and our engineers for 72 hours straight. It's intense. The reason I think we are still optimistic about the future of DeFi despite all of the stuff that's been happening Happening is that smart contract security has actually gotten really, really good over the years to the point where if you look at a lot of the recent hacks, they weren't actually exploits of smart contracts. It's so funny, when we were at the Eve Wealth Summit, I was talking to another wonderful GC in crypto and she was saying that's the good news is that this was actually just a stupid people problem.

(30:28):

It was about people not taking governance and operational security seriously. Just very simple basic things. If you're a signer on a multi-sig, have a dedicated device for that. Don't use the computer that you do work and personal stuff on and that you download random files on. Don't use that to sign your keys. Just basic operational security stuff. But the good news is that that is very solvable. I think we actually have reached the point in the industry where it's finally been a real wake-up call.

(31:05):

I think as an industry, we really are starting to take a lot of this stuff seriously. So I feel really optimistic.

Ari Redbord (31:12):

I'm optimistic too. I mean, I think there's two pieces to this. When I think about it, there's the, look, we have to harden our cyber controls, and I think that's really what you're getting at. There will be eventually standards if not best practices. And I think we see that playing out today. But I take this other tactic it's like, let's stop talking about the DeFi protocols and start talking about North Korea. We need to be on the offensive. If North Korea can steal 600 million from DeFi, we should be stealing it back. And that is a lot of what I think we need to be leveraging every sort of national security tool to do. Katherine, I've heard you talk about the visibility, the traceability of on- chain markets. You mentioned even in the prediction market space, it's interesting, you have polymarket on chain, you have others that are not.

(31:53):

And I almost feel like, hey, if we're in a world where everyone is on chain, your regulator, CFTC in this case, would have more visibility than ever before. How do you think about this new financial system?

Katherine Kirkpatrick Bos (32:03):

Well, it's actually a perfect segue because people think privacy bad, privacy bad guys. And this is something that I personally have advocated against. There was actually, I was on the SEC round table for financial surveillance and privacy back in December, which was that philosophically has really been led by Commissioner Perse in starting the conversation about how privacy is not a bad thing. And I take that a step further where privacy is a necessary thing if markets are going to move on chain. And I think a lot of people in this space, myself included, I've never been a true crypto evangelist in that I don't believe crypto's going to replace Fiat. I think it's going to scale into a fully complimentary asset class, which is what we're seeing. And then I also think the underlying technology is going to make markets more efficient and faster, which is again, what we're seeing real time.

(32:58):

But if you look at your average investor or hedge fund or we could go on and on and on, they're not going to trade at scale on chain. So what do we need commercially? I'm a big advocate of privacy technology as a need commercially as on chain activity scales. And there's also a multitude of mechanisms where you can have privacy without sacrificing risk management or compliance. A lot of the more sophisticated technology using Xero and Alsh groups have things like a viewer key, audibility, a slew of different technology mechanisms, which makes Jessi and I's favorite term programmable risk management or risk management that can plug into privacy under the hood in a way where you're not intermediating privacy technology.

Jessi Brooks (33:48):

One other point is we talk a lot about security and privacy, but I think we should take it a step further and talk about how national security and privacy should be going hand in hand as well. I think believe in the constitution Ari and I, you and I fought for it and stood by it for so long. There is a reason why we stand behind it. And a big part of it is the alignment and balance of national security and privacy. And there is a real ability using new technologies, not just crypto, but also AI and other sort of financial tooling to ensure that we can protect national security while ensuring the privacy of our financial transactions, but also our entire lives because that should not be accessible to the government, to any party we do not have it in our pocket to be able to be accessible to.

Ari Redbord (34:40):

Via, any thoughts overall on privacy? And honestly, while we're at it, what I did want from your last answer I actually wanted to build, just talk to us a little bit about your work at Vita today.

Tuongvy “Vy” Le (34:49):

Yeah, I think Veta is such an interesting company because we're trying to be the translation layer between DeFi, which is very powerful and complex and the real world requirements of institutions and everyday users. So for me, that's actually a very personal mission because I feel like I've spent so much of my career being that translator. I mean, I think that applies to all of us translating between regulators and builders and lawyers and engineers and policy and the technology and between crypto DGENs and TradFi institutions. So the problem we're trying to solve now, and I really do think it's such a marker of how far the industry has come and how much it has mature. Institutions really want access to crypto and they want access to DeFi. And I think the misconception is that institutions want DeFi to become TradFi, but I don't think that's actually true.

(35:55):

I think they just want DeFi to be safe. The power of DeFi is that it can be all the things that we were talking about, programmable and transparent and interoperable and composable. And so I think institutions see the power of that, but they need to understand things like where does control sit, what is the strategy, what the risks are, how do the assets move? What happens in a stress event? What diligence should they be doing and how do they explain this to all of their internal stakeholders? And so the lesson for us at Veda has been DeFi is powerful. People want it, everyday users want it, but the market needs to build products that are more usable, have better risk controls. Obviously we need just more legal clarity around a lot of this stuff. We need better operational infrastructure and we need just better interfaces and user experiences between on- chain systems and the real world.

Ari Redbord (36:52):

Amazing. I'm going to ask one sort of quick question. Jessi, what are you most excited about right now

Jessi Brooks (36:57):

Agentic Finance and how it can operate on chain and it doesn't have to solely be on chain, but that can be on avenue to enable an endless array of financial transactions and varieties that we cannot possibly imagine. To me, there is a true opportunity to find a path forward for the security abilities of AI, the transparency and immutability of crypto to work together to really recreate the financial space at a speed that we have sort of been hoping for for a while.

Ari Redbord (37:32):

Amazing answer. KK.

Katherine Kirkpatrick Bos (37:33):

I would say I'm really excited about Perps, obviously.

Ari Redbord (37:39):

Very on brand for the Princess of Pers. Love it. I'm on

Katherine Kirkpatrick Bos (37:42):

The board of Brett Harrison's company, Architect, which recently required DCM and has been trading non-crypto perps offshore out of Bermuda for a while. So I think non-crypto perpetual futures are really interesting. I'm also just really, I continue to be incredibly passionate about infrastructure, interoperability, bridges, Oracles, all of the things that are going to help facilitate the convergence between TradFi and DeFi. We are finally seeing that at scale. It's very exciting. I love the products that are helping do that under the hood and are helping make it safer in the process.

Ari Redbord (38:23):

Other than the Knicks, what are you most excited about right now?

Tuongvy “Vy” Le (38:26):

Oh my gosh. Okay. So my entire personality these days, and I'm sure it's so annoying to all of my friends and family, but I'm just so excited about what we're building like Vaults. I think Vaults are going to be really critical infrastructure for crypto to succeed and to go mainstream. And it's funny because we talk about institutional adoption, it's kind of like a bad word, but the way that I think about institutions getting more involved, to me, that just means more everyday users are going to get to access this technology and to benefit from it. So to me, institutional adoption is not a bad thing. It means more crypto for the world. So that's what I'm excited about.

Ari Redbord (39:05):

Amazing. All right, Katherine, I'll start with you with this one. What makes you happy? What do you do outside of work? What gives you energy?

Katherine Kirkpatrick Bos (39:11):

Spending time with my family, of course. I, unlike some people in crypto, actually have a lot of civilian friends. My husband's in TradFi, so I love obviously hanging out with him and our kids and intellectually talking about his perspective on the space, reading books about crypto, books not about crypto, history, biography, getting out of the bubble, lifting weights and walking, which is every 40-somethings women, women's MO right now, lifting heavy weights, walking, traveling, skiing. One day I'll get back to scuba diving when my kids are older.

Ari Redbord (39:49):

Amazing. Jessi, what do you love to do? What are you passionate about outside of this space?

Jessi Brooks (39:56):

Yeah, I am a total hobbies, girly. And so my current biggest hobby is definitely Claude Code, but-

Ari Redbord (40:04):

That does not count.

Jessi Brooks (40:06):

I love Legos. I build a lot of Lego sets. I still play guitar and sing very poorly. I don't do it in public at professional settings anymore. And I go to a dog shelter and volunteer there a lot. Anytime I can surround myself with animals, particularly dogs and see the world through their eyes, it just gives me such joy, especially seeing them on the beach as you know, I do love at Beats. All

Ari Redbord (40:29):

Right, V, what do you got for me?

Tuongvy “Vy” Le (40:31):

Oh gosh. Okay. So I have three young kids, so a lot of my real life is just-

Ari Redbord (40:36):

Yeah, suttling them. They're

Tuongvy “Vy” Le (40:37):

Wonderfully ordinary. School, travel, beaches on the weekends, trying to create little traditions for them. But personally, I love reading. I love horror movies. I love sking, live music. I love Nashville. And any chance I can get to go to a crypto event there, I'll always say yes. I love being near the water and I love listening to the same Bad Bunny song 10 times. This is a thing about me that I think people find crazy. If I like a song, I will listen to it 10 times in a row.

Ari Redbord (41:10):

Famously, we talk about country music a fair amount on this show too because it's a passion of mine. Are you a country person or just love the overall Nashville vibes?

Tuongvy “Vy” Le (41:19):

I love that there's a city out there that has such a sheer amazing concentration of Schneer talent. To me, that is such an incredible thing and it's just fun. We were just there actually.

Ari Redbord (41:32):

Amazing. And it was incredible. I mean, to see all of crypto at Ruby's was one of the true thrills of my career. I was like, I can't believe this is happening right now. Some of the most important regulators in the world were listening to music with us, which was pretty cool. That is awesome. Thank you so much for the conversation. I feel like there's so much more we could have talked about today and maybe this is like, I don't know, DEX in the city TRM talks mashup one or something like that. Well, we'll have you on. We really appreciate it. I would love to come on. Oh my goodness. Absolutely. Absolutely.

Katherine Kirkpatrick Bos (42:04):

We need to have you on ASCP.

Ari Redbord (42:05):

As long as you call me Mr. Big or something or some version of that. Aiden, right Aiden, you guys are the Carrie Bradshaws of crypto. I don't know. Thank you so much for joining TRM Talks and I cannot wait till next time. That was a really special episode. I thought of TRM Talks. And honestly, for me personally, as I mentioned, V and Katherine and Jessi have been people I've looked to in our space for advice and guidance and career stuff and just to have them on the show together. But what's so fun is that they really do bring these really unique perspectives. And whether it was intentional or not with DEX in the City, V has this really deep background as a former regulator at the SEC, Katherine representing CFTC registered entities for years and then Jessi and I having been colleagues at DOJ for so many years, you'll have that really different perspective and different expertise.

(42:56):

And I love what they're doing is really tackling the sort of really key issues of the day as they're happening in real time. Really cool conversation today. I love the going deep on perps with Katherine, really hearing Jessi's perspective on keeping the ecosystem safe, particularly around hacks and then V really talking about the importance of tech neutral regulations. If we're going to regulate, it's not regulating technology, it's regulating outcomes. I thought that was one of my favorite pieces of the conversation today. So looking forward to doing more, looking forward to going on DEX in the City. Look, I think you all know that the reason I have the energy that I have and the reason I love this space is the people and these are three of those people for me. On the next TRM Talks, I sit down with the CEO of Comply Advantage, Vatsa Nara Simha.

(43:44):

If you love the show, leave a review wherever you're listening to it and follow us on LinkedIn to get the latest news on crypto regulation, compliance and investigations.

TRM Labs (43:56):

TRM Talks is brought to you by TRM Labs, the leading provider of blockchain intelligence and anti-money laundering software. This episode was produced in partnership with Voltage Productions. The music for this show was provided by Ecolix.

Ari Redbord (44:13):

Now let's get back to building.

\

About the guests

Katherine Kirkpatrick Bos

Katherine Kirkpatrick Bos most recently was the General Counsel of StarkWare, prior to joining StarkWare, she was Chief Legal Officer of Cboe Digital, a US regulated exchange and clearinghouse for crypto spot and crypto derivatives markets, and General Counsel ofMaple Finance, a capital-efficient corporate debt marketplace which facilitates crypto institutional borrowing via liquidity pools funded by the DeFi ecosystem.

Before going “full-time crypto,” she was a partner in the Special Matters and Government Investigations practice at the global law firm King & Spalding, where she co-chaired both the firm's Financial Services Industry and Fintech, Blockchain, and Cryptocurrency groups. In private practice, Katherine represented corporations and individuals under investigation by a large number of US and global government and regulatory entities, including the DOJ, SEC, CFTC, NFA, OFAC, FINRA, state AGs, the NY DFS, the Senate's Permanent Subcommittee on Investigations, the OCC, and the Fed.

Katherine has extensive experience with digital assets and is a thought leader on DeFi, tokenization, crypto privacy, cryptocurrency regulatory developments and credit markets, anti-money laundering, and blockchain-related compliance. Katherine’s comments have been featured in publications such as the Financial Times, Fortune, theAmerican Banker, Coindesk, the Hill, and many others. Katherine has been recognized as “40 Under 40” by both Global Investigations Review and Benchmark Litigation.

Katherine earned her undergraduate degree, cum laude, from the University of Southern California. She received her law degree, cum laude, from Notre Dame LawSchool, where she serves on the Executive Advisory Committee of the board. Katherine also serves on the Board of the Illinois Blockchain Association and of Architect Exchange (AX).

Jessi Brooks
Ribbit Capital

Jessi Brooks is General Counsel and Chief Compliance Officer of Ribbit Capital, a global fintech and digital asset venture firm with almost $20 billion in assets under management. At Ribbit, she advises portfolio companies on regulatory risk, compliance frameworks, and strategic legal execution across AML, sanctions, blockchain governance, and AI policy, and works directly with lawmakers and regulators shaping the global digital asset landscape.

Before joining Ribbit, Jessi was a national security federal prosecutor at the US Attorney's Office for the District of Columbia, where she led multi-agency investigations into cyber-enabled crime, sanctions evasion, and illicit finance. She managed some of the Department of Justice's first cryptocurrency cases, developing deep expertise in the intersection of financial crime and emerging technology at a time when few enforcement institutions had developed it.

Jessi loves deep dives on the intersection of AI and crypto, programmable risk management, and navigating emerging regulatory frameworks.  She co-hosts DEX in the City, a weekly crypto law and policy podcast on Unchained.  Her commentary has appeared across legal, policy, and industry publications. Jessi holds a J.D. from Stanford Law School and a B.A. from the University of Virginia.

Tuongvy “Vy” Le
Veda

Tuongvy “Vy” Le is General Counsel at Veda, building vaults to make DeFi programmable and accessible for institutions and retail. She has held senior legal and policy leadership roles across the crypto industry, including as General Counsel of Anchorage Digital, Partner and Head of Regulatory and Policy at Bain Capital Crypto, and Deputy General Counsel and Compliance Officer at Worldcoin.

Earlier in her career, Vy was Senior Counsel in the Enforcement Division and Chief Counsel of the Legislative Affairs Office at the US Securities and Exchange Commission, advising Congress on emerging financial markets and legislation. Vy has served on the CFTC digital assets advisory committee and on the boards of multiple blockchain policy associations, and began her career at the international law firm WilmerHale LLP.

She is a graduate of Yale Law School and speaks and writes frequently on how emerging technology can help modernize markets, including in outlets like Bloomberg, Fortune, Law360, and CoinDesk. She co-hosts the weekly crypto legal podcast “DEX in the City.”

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