cover of episode 285 · Greg Magadini - Cashing in Through Exploiting Volatility

285 · Greg Magadini - Cashing in Through Exploiting Volatility

2024/8/6
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Tessa: 成功的交易需要强大的心理素质,能够接受亏损,并对市场风险有敬畏之心,不能盲目追求表面上的完美盈利。 Greg Magadini: 我拥有15年的衍生品交易经验,专注于波动性交易。2008年金融危机激发了我对金融市场的兴趣,之后我开始学习期权交易,并逐渐发现期权交易是一个持续学习和探索的过程,机会更多。我最初被期权交易中卖出看跌期权的策略所吸引。我的背景是金融,拥有经济学和会计学学位,并正在攻读FRM证书,同时注重学习编程和数据分析。我在2015年末开始独立交易,将5万美元的资金增值到130万美元,年均收益率约为120%。我的风险管理策略是每年提取利润,而不是追求资本增值。波动率交易的核心是均值回归,低波动时卖出波动率,高波动时买入波动率。在低波动时期卖出波动率和在高波动时期卖出波动率的盈利能力相当。我在大学期间就开始了交易生涯,早期经验主要在于管理他人的资金。在SMB Capital的实习经历让我学习了日内交易策略和心态准备的重要性。芝加哥的自营交易模式与纽约不同,芝加哥更注重对交易员的早期投资和技术支持。我在Chopper Trading学习了国债基础交易策略,这是一种类似期权交易的策略。我在DRW交易谷物波动率,利用商业对冲者的交易流获取优势。我在自营交易公司的工作中主要从事波动率交易,并非主动寻找波动率交易机会。我选择独立交易是因为自营交易公司的工作存在局限性,并且我希望探索加密货币市场。我最初进入加密货币市场是因为其价格持续创新高,且市场参与者较少。加密货币波动率交易是一个公平的竞争环境,存在许多传统市场中不存在的套利机会。加密货币市场存在与传统市场不同的波动率倾斜度,为套利提供了机会。在2020年第四季度,比特币的看涨期权价格远高于看跌期权价格,这为套利策略提供了机会。比特币的波动率远高于传统市场,且波动率倾斜度变化更大。在牛市和熊市中,加密货币市场中的套利机会会发生变化,但均值回归和风险溢价仍然存在。加密货币市场的隐含波动率往往高于实际波动率,期权价格也因此被高估。在加密货币市场中,期货价格与现货价格之间的价差(基差)可以提供套利机会。在市场崩盘期间,例如FTX危机,套利机会会发生逆转。在市场抛售期间,购买折价期货并持有,可以获得持续的收益。加密货币市场中的套利机会的存在是因为其独特的资本成本和交易基础设施。比特币现货ETF的出现将改变加密货币市场的套利机会。比特币ETF期权的推出将减少现有的套利机会。高杠杆交易不会阻碍比特币价格上涨,但会创造新的套利机会。可以通过分析期货未平仓合约来识别高杠杆交易者的清算点,从而制定交易策略。加密货币期权市场规模较小,伽马交易对现货价格的影响有限。我经常进行方向性交易,并利用均值回归策略管理风险。在2022年末的市场暴跌中,我会买入价内看跌期权并卖出价外看跌期权。价外期权对波动率的敏感性高于价内期权。在极端市场环境下,存在一些可以长期持有的交易机会。在震荡市中,可以利用加密货币市场中事件的定价效率低下进行套利。加密货币市场中事件的波动率定价往往存在偏差,这为套利提供了机会。我的交易收益在不同市场阶段相对稳定,但也会受到市场波动和自身操作的影响。在2021年,我因为错误的风险管理而遭受了重大损失。我在2021年的损失让我更加重视风险管理和均值回归策略。我不会管理他人的资金,因为我更喜欢灵活性和低压力。我创立并出售了Genesis Volatility公司,这得益于我独立交易的资金和时间灵活性。交易盈利并非线性增长,要做好心理准备应对亏损。交易员需要学会处理盈利和亏损两种情况。交易员要避免使用药物或不良饮食来应对压力。良好的风险管理有助于控制交易压力。交易应该被视为一个长期学习和自我发展的过程。我最大的挑战是克服交易中的负面情绪。我目前正在学习如何更好地持有盈利仓位。

Deep Dive

Key Insights

Why did Greg Magadini choose to focus on options trading rather than just trading stocks?

Options trading offered a never-ending pursuit of learning, with complex dynamics like non-normal distributions, volatility skew, and term structure. This complexity provided more opportunities for edge compared to simpler stock trading.

How did Greg Magadini start his trading career?

Greg began his career trading for a small prop firm while in college, managing a five-figure account with a goal of making 25% per quarter. He later worked at Chopper Trading and DRW in Chicago, focusing on volatility trading.

What was Greg Magadini's key strategy for making consistent profits in volatility trading?

Greg's core strategy was mean reversion in volatility. He would sell volatility when it was low and buy it when it was high, focusing on timing rather than direction. This approach allowed him to profit from the natural tendency of volatility to revert to its median value.

How did Greg Magadini turn $50,000 into $1.3 million in profits?

Greg bootstrapped his trading by starting with $50,000 and focusing on short-term volatility trades. Over nine years, he consistently pulled out profits, aiming for a median P&L of 120% per year, which he achieved without a down year.

What attracted Greg Magadini to the crypto market?

Greg was drawn to crypto because it was a new asset class with no historical data or professional traders dominating the market. This created inefficiencies and opportunities for edge that didn't exist in traditional markets.

What was Greg Magadini's most profitable trade during the 2020 bull market?

During the 2020 bull market, Greg profited from the extreme skew in crypto options, where calls were trading at 40 volatility points above puts. He used strategies like buying Bitcoin, buying a protective put, and selling a covered call to lock in a 1:3 risk-reward ratio.

How did Greg Magadini handle the stress of trading?

Greg managed stress by not trading other people's money, which reduced pressure. He also took breaks after losses, avoided substances, and focused on long-term development rather than short-term gains.

What challenges does Greg Magadini face as a trader?

Greg struggles with holding onto winning trades for too long due to nervousness as profits grow. He is also aware of the emotional volatility that comes with trading and works to manage it through breaks and self-reflection.

What advice does Greg Magadini have for aspiring traders?

Greg advises traders to expect volatility in their P&L and to respect the game of trading. He emphasizes the importance of learning to handle both winning and losing trades, as both are part of the journey.

What is Greg Magadini's view on the future of crypto trading?

Greg believes that as traditional finance flows into crypto, inefficiencies like the variance risk premium will diminish. However, he sees opportunities in volatility events and the introduction of new products like spot Bitcoin ETFs and their options.

Chapters
Greg Magadini shares his journey from prop trading at DRW and Chopper Trading to trading his own book, bootstrapping crypto volatility with options, and achieving consistent profits. He discusses his strategies, including mean reversion in volatility trading and taking advantage of market inefficiencies in crypto.
  • $50,000 to $1.3 million in profits over nine years
  • Consistently profitable, with an average annual return of 120%
  • Focus on short-term trading with a hard-line risk management strategy
  • Mean reversion as core component of volatility trading
  • Counterintuitive trading: Sell volatility when low, buy when high

Shownotes Transcript

Translations:
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Don't expect to have like this perfectly linear P&L curve that you're making money consistently every day. Expecting that is like having a boxing career without accepting that you're going to get punched in the face. Like those things go together. And if you look at traditional firms, there's a reason why hedge funds have an asset under management fee. There's a reason why big banks who don't have prop desks anymore, but have principal desks

also sell services. There's a reason why prop shops give their traders a draw. You've got to smooth out that P&L, so expect that. Otherwise, if you have this unrealistic expectation of an Instagram trader, which is very popular right now, where everything is a profitable trade, you're not giving respect to the game. Markets, speculation, and risk. This is the Chat with Traders podcast.

Welcome to Chat with Traders, episode 285. I'm Tessa.

Two years ago around this time, Ian and I took the helm of Chat with Traders, and what a journey it's been. Hosting alongside Ian has been an incredible adventure, and as always, thank you for your listenership and support. We hope you're doing well. So I'm not athletic, and I don't usually watch sports, but I've been inspired by the 2024 Olympics this year. Have you been watching? My favorite things to watch are gymnastics and swimming. It's just so fascinating.

thrilling and exciting to see them perform. The Olympians' focus, practice, hard work, sacrifice, and winning mindset is truly amazing. Does this sound familiar?

The mental toughness, discipline, and hard work, those aspects of the Olympians remind me of the similar levels of commitment required for success in trading. Some of you know that I've gone all in on trading in the past couple months, being even more quiet than I already am naturally, and completely laser-focused because I am going to be a successful trader. There, I said it.

You know, for a long time, I found it hard to say those exact words to myself out of fear of failure and being embarrassed. You know, like, what if I don't do it? What if I don't make it? What if I can't do what it takes? I've come to learn that having the courage to believe in ourselves first is key because no one else can truly do that for us. And second is that we must embrace failure.

We must want to embrace the journey and the hard work because guess what? There are no shortcuts that work in the long term. So if you're in that stage in your journey and this resonates with you, I hope you have the courage to tell yourself with conviction that you will become a successful trader. Say it out loud. Believe it.

Hey, and by the way, listening to the inspiring guests we've had on Chat with Traders can also be a great way to stay inspired and motivated and not give up when things get tough in your journey.

Speaking of inspiration, today in chats with Greg Magadini, a seasoned trader who started his career as a prop trader for DRW and Chopper Trading in Chicago. And also at some point he traded with SMB Capital. He eventually ventured out to trade his own book, basically bootstrapping crypto volatility through options trading and transforming $50,000 into $1.3 million in profits over nine years without a down year.

He also had the time to be an entrepreneur and co-founded an analytics platform. How did he do all of this? Well, you'll hear more about his journey and interesting strategies. By the way, for some, there may be some advanced trading terms and topics in this interview, but I see it as a chance to expand our horizons and learn about what other amazing traders do. So without further ado, ladies and gentlemen, we are so pleased to present Greg Magadini.

Greg, welcome to your first time here on Chat with Traders. Yeah, thank you so much, Ian and Tessa. I'm very happy to be here. It's an honor. Yeah, great. So tell us a little bit about your background.

Yeah, sure. I love to jump into it. I'm 36 years old, French, Canadian, American. I started trading about 15 years ago, been trading derivatives, was really focused on vol. My career really started in prop trading. I did prop trading for about five years at a few different firms. Then in late 2015, I quit my prop trading firm to go trade my own book and have been trading my own book for about eight or nine years now.

What got you into the financial markets in the very beginning? Early on, what really piqued my interest was the 2008 financial crisis, really trying to understand what was going on there. You know, what was the kind of the background history to the housing crisis and what kind of opportunities that provide.

And that's really when I first discovered the markets. And then I think about a year later, I discovered options. Me and my good friend, Will Warren, who's very successful in his own right now, we decided to start doing options trading together and really kind of start digging into how those dynamics work. And ever since then, options have kind of always been a focus of mine. And what drew you to options specifically instead of just going long or even short stocks?

Yeah, initially, really kind of the shortfall side of the trade was something that was really interesting to me. It almost seemed like you could get paid for like putting in limit orders type of deal when you're selling cash secure puts, things like that. And then my friend was very focused on the long side of the trade or long ball. So he kind of dug into that side of it.

and we kind of discussed a whole bunch. And I just realized that options were kind of like this never ending pursuit. So you understand how the instruments work. Obviously there's a lot of dynamics in the market itself that you're trying to learn, but then you get into the math behind non-normal distributions and what's

Why are options price with them skew? Why is there a volatility surface? Why is the term structure different between different expirations? And then finally, you start getting into working with the options data and essentially understanding

understanding different types of models and calibrations and things like that. So it's just kind of this never ending journey. And it's one of those markets that it's, since it's so complicated, there's just more opportunities for edge in it. Well, you dived right in after only a year, dived into the more complicated aspects of options. Do you have a math or finance background in school or something that drove you to that?

Yeah, so my background is in finance. I did economics and accounting in school and then did the CFA, which is not really trading related necessarily, but it's just something that was interesting to me. Currently doing the FRM as well. That's just something else that's very interesting to me that I've just been working on, but it's very kind of a personal goal. As I've developed in my career, I've been more focused on learning to code, working with the data, analyzing sort of historical data, which I'm sure we'll talk about, crypto volatility

a little bit later as well as just regular vol. But that was kind of the journey into my own trading. - So give us an example of some of the early trades that you made and what were your thought processes around that and kind of some of your early results. - Just kind of started with the back half of the question. So when I started trading my own book, this was in late 2015,

It was very kind of scary at first to sort of quit and go on my own. I had a little bit under 50K. I wasn't sure if that was going to really work out. Was that going to be enough? And so ended up working out pretty nicely over the next eight or nine years. Went from 50K and I pulled out about 1.3 million in profits from the market, all short-term trading, about 90% short-term trading, not like long-term investments or anything like that.

And then really kind of my risk management strategy is just a hard line. So basically what I do is I trade a low six-figure account, and then every year I pull out the P&L. So I'm not trading for capital appreciation. I'm trading for income. And the average P&L or the median P&L is about 120% per year. I try to target 100% per year and really make enough money to sustain a lifestyle, so to speak.

In terms of different types of trades and setups like that, so one of the things about vol trading that's really interesting or kind of broad picture, starting with vol trading, what's really interesting is vol has a couple components that day trading equities or something else doesn't have. So mean reversion is sort of the core component.

proposition to vol trading. So what I mean by that is if you look at sort of the median value of the VIX, for example, the median value of the VIX, depending on what time range you measure is about 16. And so, you know, when the VIX is at 11, that in the long-term, we're going to go back to that median value or the 50 percentage value

percentile. If we're at 35, we know that we're going to go back down to that 16% level. So what happens is you don't really need to guess on direction anymore. You start guessing on timing. And so even though everyone knows that the median is sort of the target of mean reversion, the tricky part becomes that the obvious trade, or how I like to think about it, the obvious trade becomes expensive to hold.

So for example, VIX is a great example. If you look at CashVIX, CashVIX is at 11. Well, if you wanted to bet that VIX is going to go back up, you can buy the VIX future. And so the VIX future will usually trade at a premium when you're in a low vol environment. So it'll be trading at 12, CashVIX is at 11. All else held constant, that future is going to lose about one point, down from 12 down to 11, or call it about 8%.

So over 12 months, that really adds up. And so what happens is, in my mind, one of the nicest trade setups is to do the counterintuitive trade. So when vol is low, you sell vol. When vol is high, it's actually a great time to buy vol. One of the things that really stands out is if you, for example, looked at some of these fixed ETPs,

Let's just say UVXY and you really compare 2017, which was like a record low vol year, persistently low vol. And you compare it to say 2020, which was obviously the COVID year where vol did a massive rally. I think the VIX hit the 80 handle.

One of those situations where if you were going to sell the top tick of vol in 2020, UVXY, and hold that short for 12 months, you would make about the same P&L than if you just sold UVXY at the beginning of 2017 and hold that short for 12 months throughout the year. So selling vol at the low is basically crazy.

give or take as profitable as top ticking the 2020 COVID crisis and selling the tippy tippy top of vol and holding that short for 12 months. So that really is kind of sort of the underlying core setup that I try to think about when I'm looking at vol trading. I'm happy to jump into a couple more like distinct scenarios, but that's kind of the broad picture.

Uh-huh. Yeah. So my understanding is you had some experience at prop firms and I kind of like to go back to that timeframe. And I'm assuming that's before you ventured out on your own. And what are some of the things that you learned at the prop firms experience?

And what did you trade? Yeah, absolutely. So I traded a couple of places. I was actually pretty lucky to start while I was in college, like trading for a small prop firm, a family office. I didn't really learn a lot of strategies here, but I learned really what it was like to trade other people's money. Someone gave me a small five figure account. He wanted me to try to make 25 percent per quarter. That was sort of the benchmark that we're aiming for. It's pretty high.

And he didn't really have any strategy. It was kind of like, do what you want to do. So one of the things that I started trading was kind of options on a Delta basis to try to essentially make that money. I think the first quarter actually did make the 25%. And then the next quarter, it was like a small loss. And after that, it was a scratch. And after that, we just decided to unwind positions. And I was happy to have one year of experience. But it was one of those situations that most of the experience came about dealing with someone else's money and trading with someone else's money.

But along the way, I was reading a lot of books consistently. This is my early years. I think I've been trading for maybe two or three years at that point. Spent a lot of time reading books, trying to find strategies that would work, things like that.

And I came across One Good Trade, which is Mike Belafiore's book. Mike Belafiore, for listeners who don't know, is who runs S&B Capital in New York. He's one of the co-founders. And that was a really interesting book because day trading equities is kind of its own beast. And when you think about day trading equities, a lot of sort of the mental preparedness comes from

almost being like an athlete, looking at charts, practicing your setups, having, you know, game, game set mind in the morning and getting ready to deal with contingencies and stuff like that. Very different from sort of maybe the nerdy quant sort of, uh, model of trading. Um, that was very interesting to me. I had never really come across that. So I ended up, you know, getting in touch with those guys, doing a summer internship there, met some amazing traders, uh,

Peter To, one of them, who became one of my great friends, who was probably one of the best equity day traders that I've ever met. One of the great things about a prop desk is you get surrounded by these amazing, amazing traders. You get to chat about different ideas. So that was kind of interesting. But truly, my professional career started when I finished college. So I went to Chopper Trading in Chicago and DRW in Chicago. And

That was a very different model. So if I look at

A lot of people, when they think about finance, they think about London, they think about New York. Chicago is kind of a lot of people don't think about Chicago, but Chicago is really the capital of prop trading. And it's a very different model for prop trading than what you would see in sort of the New York style. So a lot of the traditional prop models are, you put up zero capital, you get to use their capital, but you get like a straight fee split. So call it 50% fee split.

The Chicago model is also you put up zero capital, but they invest a lot into their traders upfront. So for example, most Chicago prop traders start off as a clerk. They also pay you like a base salary.

So they call that a draw. So you're either making between 50 and 100K base salary. And then the capital that they allow you is just kind of on a bigger scale. And then also there's sort of a technology edge. So it's never really something you could reproduce on your own necessarily as sort of an individual because you have sort of like this –

infrastructure stack that helps you get in and out of trades. So kind of a really good example is when I was at Chopper Trading, really where I got started professionally is trading the treasury basis. Treasury basis is a very kind of interesting product. It's a convex product. So if you think about treasury futures, for example, for anyone who's new to treasury futures, futures have a deliverable behind them, but treasury bonds are complex.

kind of not fungible. There's a bunch of different bonds that are closely related, but they're not exactly the same. So what ends up happening is that short treasury future holders are given sort of a basket of potential bonds that they can deliver. And so what happens is that you get this cheapest to deliver sort of methodology behind the future. And so what happens is as bonds rally, the cheapest to deliver would be sort of a

a low duration bond and as bonds sell off, the cheapest to deliver will be this high duration bond. So long treasury future holders end up having this negative convex exposure.

And on the flip side, treasury bonds themselves are convex products. So the dollar value of a basis point as bonds increase in value increases, and as the dollar value of a basis points as bonds sell off, decrease. So if you combine those things together, long bond, which is positive convex, short future, which is short negative convex,

you get like this convex, convex exposure. And that really starts to look option-like. And so a lot of the strategies there that you learn about are mean reversion strategies. And you're trading sort of these massive packages of bonds, you know, might be 20 futures by 10 bonds, something like that.

or a hundred futures by 10 bonds, depending on how big the bond size are, usually it's a million dollars. And then you do these mean reversion strategies. So that was something that was kind of interesting and a very different way of thinking about the markets. Did you trade any other type of commodities or securities while you were there?

Yep. So the other type of security that I traded was grain vol. So that's kind of another interesting sort of strategy, very tech centered as well. So

all the bond trading was all on screen, but in grains, for example, there's still sort of these natural commercial hedgers. So, you know, people were growing corn and wheat and all that stuff, and they're not necessarily going to have, you know, General Mills is not going to have a trading desk necessarily. So what they do or what farmers do is essentially they'll want to hedge out their future crop.

crop production and so I'll just route an order down to a broker. The broker will essentially split that order up with traders on the floor. And so there's kind of this natural commercial hedging flow. And so that's why there's still a pit on the floor for trading grain options.

And then there's sort of the upstairs on screen where you can obviously trade options on grains just like you would like an equity option. And so what happens is that the sophisticated firms will have a desk that straddles both centers, both on floor and on screen. And essentially, as flows come in, they'll essentially take the other side of it and try to get some edge getting in and out of position and then kind of as a broader portfolio context,

You trade this across multiple floors and essentially start looking at relative vol between say corn and wheat. What are sort of the normal distributions of that relative vol? What are the typical correlations between the assets? Things like that was typical beta between the asset. And now you have sort of a, you straddle the venues to get in and out of trades. So that really helps you trade sort of a

A type of trade that doesn't necessarily have like a super large edge, but it's sort of a persistent edge. And by being able to get in and get out at favorable prices, you can essentially really trade a nice core portfolio around that. And so that's kind of the thinking there as well.

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So did you specifically seek out these, you know, kind of trading these volatility opportunities or did the firm specialize in that? Because it seems like you almost went straight to these volatility plays from a very early on, right? Yeah, so that's a great question. So Chopper, the first firm, really specialized in trading the basis, right?

So that was really their core product. And they were basically one of the biggest players in the game there. And they spent a lot of time figuring out the technology stack to get in and out of those spreads and things like that. So that kind of just happened to be how I got that. It just happened to be that I fell on that desk, so to speak. It was a very interesting product. It's not something I would have ever sought out personally. But what I really liked

wanted to trade and have always wanted to trade is volatility. And so eventually I sought out the desk for trading volatility at DRW. That ended up being sort of the last one that I did before I went and traded on my own. And one of the big reasons for wanting to trade on my own is that, you know, typically with these types of role, you start off as more of like a clerk position. And so typically the new guys get stuck on the floor.

But training on the floor is actually like a very difficult skill set. So it's an old school skill set where you're doing a lot of like calculating spreads in your head. You have to be able to like know all the hand signals. You kind of got to like...

out-bully the other traders. So you get heard from the brokers and can get a piece of the flow. Sometimes you take a bad trade just in order to have favorable, consistent treatment from the broker. No one wants to take the trade. You'll be the guy who takes the trade. So when there's a good trade that comes on, the broker will return a favor. It's all these little dynamics. The problem is that

It's kind of a dying sport, so to speak. So it's, it felt like it was a dead end and the investment to become an extraordinary good floor trader, uh, wasn't going to be worth it. And I can 10 years, this thing might be gone or, or whatever it is. So, um, got to learn a lot, but definitely it wasn't where I wanted to end up. Were you able to trade your own account on the side?

So that's very difficult at a prop firm. You typically need to get clearance for every single thing that you do. So yes, you can put on like investments, but if you're going to be an active trader on the side,

not really feasible, at least where I was, because you just got to get compliance right off on every single trade. And these firms, especially in the case of DRW, those are multi-strategy firms. So they do everything. They trade bonds, they trade equities, they trade futures, they trade future options. They do so on a discretionary basis, they do so on a high-frequency basis, they do so on a quantitative model basis. And so

Everything is being touched, so to speak. So there's always a compliance kind of sign off that has to go through. And how long were you there and what motivated you to leave and venture out on your own? Yeah, absolutely. So I was there total about three and a half years. And then what really motivated me to leave was is really kind of a motivation.

not being stuck on the floor. And then B, one of the things that was really interesting is that a lot of people started going out and venturing out into crypto. So DRW is famous for, you know, Michael Moransky starting the crypto desk over there, inspired a lot of people. And so essentially, you know, a lot of entrepreneurs in the crypto space have come from DRW. And for me, that started kind of like

ringing some bells. I had been following those markets for a little while, but I never thought about sort of going into them. And then there was just kind of this wave of people who eventually left DRW to start projects in crypto. And so I decided to dip my toes by trading a vol book and trading a crypto book. And eventually I fell into crypto vol.

Uh-huh. So to give the listener some perspective, what was Bitcoin trading at back then when you decided to get into this? When I first started trading Bitcoin, this was in 2013, it was about $600 or I had just broke 200 going on to a thousand. So it was 600 when I got in. And in late 2015, I think Bitcoin was maybe 1500 and Ethereum was maybe $8. So very kind of low prices. Yeah.

What were the main attraction points about crypto for you? Did you because after all, a lot of people saying, oh, it's it's worth nothing. Initially, it was basically just looking at charts like when Bitcoin broke 200 and I first got into crypto myself, that was just like you buy the new all time high break. Like this is a new asset class. No one knows what it's worth.

It's making new all-time highs. You don't sell that. You have to buy that. It's almost like a no-brainer, especially with an asset that isn't crowded yet. So that was sort of the first initial aspect. And then there's kind of all these different sort of waves of

of crypto opportunities. There's like the ICO wave, there's been essentially like today, like an airdrop wave, things like that. But to me, what's really interesting about crypto and especially crypto vault trading is that because no one knows what this is worth and no one has 50 years experience trading crypto, it's really a truly even playing field.

And not only is it a truly even playing field, but for the most part, and especially at the time, there was maybe like four or five professional firms trading it, DRW being one of them, but everyone else was kind of a retail trader. And so a lot of, you know, in economics, they would say efficient markets would make sure this never happens, but a lot of like

of opportunities that you would see just like a triangle arbitrage between three exchanges for example well that existed in 2014 2015 2016 um and then really in

even to this day in the vol space, which I'm sure we'll talk about, there's a lot of opportunities that you would see in crypto vol that you wouldn't necessarily see in traditional markets because A, there's more players in traditional markets. So if flow is very one-sided, there's someone on the other side who's willing to take the other side of a trade. But in crypto, sometimes the herd just goes one way and the prices go crazy that there's so much

pricing edge to be taking the other side of different types of trades, that it's just kind of a profitable strategy. So if you have experience, you know what you're looking at and you know what to look for, just good opportunities there that you wouldn't necessarily find. So you weren't just simply going long and holding onto it for months, kind of a buy and hold investor. What were you doing? Like, give us an example of these inefficient opportunities you were taking advantage of.

things that I've seen does very interesting trading vol. Is the skew so for example if you're looking at. The big coins skew compared to say you know traditional equity skew. In the S&P 500 for example puts are usually skewed over calls. That's kind of a persistent dynamic one of the dynamics is the spot vol correlation another dynamic is the index correlation. So meaning that when the index no one price is

prices crash, correlation goes to one. The diversification effect of the index goes away, so there's more volatility to the downside. Then there's the fear factor panic as prices crash, there's volatility as prices go to the downside. Crypto is very different. It's almost like no one cares about it in a bear market and bear markets are a gentle grind lower.

And then there's sort of this fear of missing out on the upside when markets rally. And so some of the types of opportunities that I've been able to trade is, for example, when the, let's say, Q4 2020, the calls, the 25 delta call for Bitcoin was trading about 40 vol points above the 25 delta put.

Typically, a normal skew range would be, you know, five to eight ball points. Forty ball points is just like absolutely insane. And so so for our listeners, just so they understand. So that's saying that the the price of the call options are essentially very high relative to where they should be or have been historically. Is that correct?

Yep, exactly. And so what that means you can do is that you could do some sort of like scholar strategy. So basically, you buy Bitcoin, you buy a protective put, and you sell a covered call. But because the call is so expensive, you could lock in three times the potential upside. The call is three times farther away than the current price.

compared to the put. So you have like a built-in one to three risk reward. So that's a type of strategy that's very low risk, very safe because you have maxed out all the potential losses and you could really leverage that thing up. And then you wait till the market gets a little bit more normal and maybe the risk reward goes from one to three to one to two and then you take that off. And so you don't necessarily even have to wait for this thing to come all the way back.

So typically in the regular stock market, how often does this occur and what would be a more normal range so we can get a perspective on the difference between Bitcoin and regular financial markets?

Yeah, absolutely. So for example, if we're just looking at S&P 500, let's just start with the vol level. So Bitcoin vol on average is about 50 in the recent years, but it's been as high as 150 for 30 day at the money vol.

If you just look at the VIX, the median or the average between 16 and 18. So the absolute vol level is a lot bigger. And then if you're looking at that skew, for example, like the 25 delta skew, typically in the S&P 500, the 25 delta put is going to be about three vol points above the 25 delta call, give or take three to five. And in Bitcoin, not only is it reversed where the call is more expensive, but there's a

Typically, it's about eight, but there's been scenarios like I just talked about where it's as high as 40. That's just a perspective. One more quick perspective there is that in traditional markets, the dynamics of the skew are pretty consistent and stable. But in crypto, what happens is that if crypto is euphorically bullish and it becomes bearish,

you'll actually get a scenario where the puts become more expensive. So like the variance of the skew itself is very high. So that's kind of another dynamic that's very interesting that people don't necessarily think about. But that's just the nature of this being a new market. And, you know, things are figuring themselves out as the market has more consistent players and consistent flows. This type of like variance of the volatility surface will go away.

So you first got into crypto 2013. When did options start appearing for Bitcoin? Yeah, so the very first options really started appearing on Darebit. And so I think the very first option traded in November 2016.

And then really when I started trading, it was in 2019, April 2019. And so to this day, it just remains sort of the main venue. People trade crypto options, but we're starting to get new products. So CME obviously has the CME Bitcoin futures and future options. We've seen products built on top of those Bitcoin futures like Biddo and

And that type of product has options as well. So that's an equity product that is built on top of rolling the semi futures. And then there's options on top of that ETF. And now we have the spot Bitcoin ETF live and hopefully we'll get options on that soon. And so what really I'm thinking is we'll start to see a lot of traditional flows from the equity markets start to affect crypto and the crypto wall surface. And some of the different dynamics will start to be priced out.

So speaking of these inefficiencies, what did you notice over time period, say, for example, in the early bull markets of 2021, 2020, 2021, and then the subsequent bear market and the FTX debacle? Did these inefficient opportunities, did they expand or contract significantly during the bull markets or the bear markets?

Yeah, that's a great question. So just for context, just for listeners, for context, there's a couple of things to think about when we're trading vol. So one of the aspects besides mean reversion is the variance risk premium. So basically what that means is, you know, because owning a convex product is so attractive,

typically to be a seller of a convex product or a seller of options, you need to get paid above expected value. So by definition, you know, in the long term, you know, over a large sample size, selling options has a positive expectancy versus buying options. And so in crypto,

In the bull market, for example, what we would see is that because everyone wanted to get long exposure, a few things would happen. A, vol started trading huge levels over implied. For example, if you look at SPX versus VIX, the long-term variance risk premium of selling options in SPX is about five vol points.

In crypto, the average variance risk premium is 20 vol points, but that includes the times that it was negative. So really, the extreme extended portions have been as high as like 35 to 40 vol points. And so options as a whole start to become very expensive because there's sort of this euphoria, and I'm willing to get long at any price. So that's one component.

The other component, and this is a lot simpler, but it comes back to the rates trading portion of my career, where you could trade the basis in crypto.

In crypto, the basis really compares the future price of Bitcoin versus the current spot price. And if you annualize that differential, you can get the annualized basis. So the annualized basis in Q4 2020 was as high as 40% annualized. So that means you buy Bitcoin, you sell the future, and you do nothing else. You just hold it to expiration when both converge, and you have an annualized return of 40%.

That type of trade still exists today. In April 1st of 2024, the annualized futures basis was 30% annualized. So that type of trade still comes in. And so something else that we have to consider is not only do options become extremely expensive

when we're in euphoric markets like 2020 or Q4 2020. And then the option skew becomes very extreme. So the calls are much more expensive than the puts.

and then add in the rates component where the basis is very extreme. So you're trading futures options. The future is trading 30% above spot annualized. The call is way more expensive than the put in terms of relative all, and then calls and then options as a whole are too expensive. So all those three sort of dynamics together create this very interesting opportunity

And then to your point, when we have market crashes, some of these opportunities flip around. So when the FTX crisis happened. So before FTX, we had Terra Luna. That was in June. Then we had Three Arrows Capital, which is a big prop desk in crypto that went bankrupt.

And they had to liquidate a bunch of assets. Well, those created huge sell-offs in 2022. So June 2022 and November 2022 for FTX. And the basis actually went negative. So futures were trading below spot. The put skew completely reversed. And so you had sort of the inverse situation of the bullish market. So to have that huge variance in the vol surface and in the futures,

futures term structure creates very interesting opportunities on both the long side and the short side. - So when the market crashed and the futures were trading for less than the spot, what strategy did you implement then?

Yeah, absolutely. So one of the most interesting one was on Darebit. So Darebit had Solana options. FTX was a huge backer investor in Solana ecosystem. They had a bunch of Solana on their balance sheet. And so when FTX went bankrupt, Solana took a disproportionate hit.

And then the market was anticipating this long balance sheet to be liquidated to push prices even further down. So in the futures market, crypto likes to trade this perpetual future, which you can basically think of it like a future that never expires, but the basis is paid out every eight hours in something they call funding. And so in that type of situation, we had a

a crisis where Solana cash prices were at about, we call it nine or $10. And then the Solana perpetual future was trading at a 30% discount. And that 30% discount, that differential is supposed to be paid out every eight hours. So in annualized yield terms, it's just like a crazy percentage number. And so there's those types of strategies where you can basically buy the underlying future

and then either sell the perpetual or buy the perpetual and sell the spot or do that type of trade, basically betting convergence, or just buy the discounted perpetual and just hold it and hope it pops back up. So those are some of the interesting strategies that were available. So if one bought the perpetual at that time during the sell-off at a 30% discount to the underlying price,

And if they just held it, what would happen then, say, as Solana starts to recover? They're continuously getting like these dividends streaming into their account. And then would the dividends stop when the when the perpetuals, i.e. the futures were equal to the spot price?

That's exactly right. Yeah. So there was three bucks of convergence on a $6 perpetual. And the longer it took for that conversions, the more often you would get paid that $3 difference while you wait. So, wow. Yeah. So it adds up pretty quickly for sure. Why is it that these opportunities weren't pounced upon by Wall Street? I mean, this seems like a no brainer.

Yeah, so that's a fantastic question. So the first question is like, why do these things exist in the first place? And then why is no one like taking advantage of them? So really kind of quickly speaking, why do these opportunities exist in the first place? Well, the first thing is when the market is in sort of this extreme fear of missing out,

people are willing to pay a 40% premium on a future because they feel like the asset's going to go up 2x or 3x in the next two months. And so 40% per year, but you only hold it for three months is really 10%, but the asset went up 200%, you're willing to pay sort of that difference. Now, another aspect is

you and I coming from traditional finance backgrounds, we say, okay, 40% annualized, like you take your, some guy with a hedge fund has a billion dollars under management. He just puts that trade on and then walks away. Why even mess around trying to make a 200% return? So one of the things that we have to realize is that the crypto ecosystem has a different cost of capital basis. And what I mean by that is that

If you wanted to sell the perpetual, there wasn't necessarily a direct trad fi or direct traditional finance infrastructure way to do that. There's the CME contract. I'll jump back to that in a second. But in traditional finance, a lot of people have prime brokers. So even though they might have a certain amount of capital, they can use, let's say, Goldman Sachs as your prime broker. They can use Goldman Sachs' balance sheet to essentially put leveraged trades on.

But in the crypto ecosystem, once you get in the ecosystem, you don't necessarily have a source of capital for leverage. And the only source of capital for leverage ends up being these futures, these perpetual contracts. And so that 40% annualized reflects sort of the leverage cost of capital in the system.

And so it's not that anyone has an alternative. It just happens to be that. So your opportunity cost of taking that trade is essentially whatever the opportunity cost is of being invested in crypto. Now, in traditional finance, the CME future, yes, you could actually sell the basis on the CME future. The problem with selling the basis on the CME future is that it's a difficult trade to manage from a cash perspective.

Within the crypto ecosystem, you own Bitcoin, you deposit Bitcoin at the exchange, you sell the future against your Bitcoin. In the CME world, you have US dollars and you have to hedge those US dollars or you have to invest those US dollars in some side of crypto in order to hedge the short CME future. A short CME future has a pretty high margin requirement. What do you do to do that?

Really, this is where I think we're going to start to see these types of opportunities disappear because Wall Street will be able to step in. But one of the things is that now that we have the Bitcoin spot completely,

contract, because before we didn't have this, excuse me, the Bitcoin spot ETF, because before we didn't have a Bitcoin spot ETF. Well, the Bitcoin spot ETF is a perfect hedge, not perfect, but it's a really close hedge to the CME Bitcoin future. So you can sell the future and as prices rally, your long ETF position is going to offset the future losses.

you couldn't do that before because the only ETFs were built on top of the CME futures themselves. So you can't sell the basis and buy a product to hedge it that also is on the other side of the basis. So now for the first time ever,

you can actually, you know, the Wall Street can take the other side of that trade. Wall Street has a much lower cost of capital that mimics risk-free rates. So the Wall Street cost of capital for one year is around 5% or 5.5%, where in crypto it's as high as 30%. So now we are, in my mind, we're going to see that convergence come in. And to my earlier points around vol trading, where the variance risk premium in crypto is on average around 20 vol points, while

Once we get the spot Bitcoin ETF options, we'll see Wall Street be able to squeeze out that variance risk premium as well. That's what I think is going to happen in the next couple of years. I see. So for right now, now that they don't yet have the options available on the ETFs, that's working in favor of you because you can take advantage of this, right?

But once those options become available, then the big guys are going to get involved and then your opportunities that you've been taking advantage of will diminish. Is that accurate? Yeah, that's absolutely accurate. And that's structurally accurate. Cyclically, it's kind of hard to say because maybe the first day options trade.

All the retail people buy a bunch of options and the opportunity is even more true. It's hard to say exactly the dynamics of the flows, but this is why I love to share these ideas because these ideas, there's an opportunity to take advantage of them now, but they're not going to be around forever. And so, you know,

It's not like some forever secret. There's no magic recipe that's just gonna be a perfect winning strategy and stick around forever. So, yep, I'm happy to share them now and they will go away in a few years. - Yeah, so I've been hearing from some Bitcoin people on YouTube that supposedly since the Bitcoin ETFs were approved,

that Bitcoin cannot make meaningful advances when the futures open interest is very high, meaning there's a lot of leverage in the system, a lot of traders buying the futures because they can lever up, what, to one or 20 to one or more, and that it's in the interest of the people who want to buy

get Bitcoin for the long term, maybe the ETFs or the whales, to shake out these leveraged longs periodically by instituting short attacks to liquidate them. Is that much of an issue? Is Bitcoin being held back by these ultra leveraged longs?

I think there's kind of two sort of answers to this question. The first part is Bitcoin being held back. So in my mind, no, because what happens is people get, so I think the thesis is people buy the future instead of Bitcoin. So then the bid for Bitcoin goes away. So then there's no reason for Bitcoin prices to go up. The problem is, is that if people are buying, uh,

the future or the perpetual, there's a transfer mechanism, which is the funding rate or the basis that creates an incentive for people to sell the future and buy the underlying spot market against it. So the bids end up still going into the spot market and moving the price higher. Now, the second part is, is there an incentive or a trade where the market is levered long to maximum

and then there's an opportunity to essentially shake them out and trade against sort of those shakeouts. So yes, that is 100% an opportunity. That's something, you know, I started a company around crypto derivatives, crypto vol and crypto futures. One of the things that we looked at a lot and started researching a lot and building sort of analytics around is where, at what prices does the open interest in futures

occur so you can get a good idea of sort of the total concentration of levered longs or levered shorts in bull markets and bear markets what prices those

were done and then you can figure out sort of the leverage ratio of the exchanges as well. So just kind of give a good example. So in traditional finance, you know, all the trades get settled at the clearing house and then the clearing house will publish sort of the end of day futures open interest. But in crypto, it's very different because every exchange is its own sort of settlement layer. And so they publish instantaneous open interest marks.

And so what happens is you can actually look at all the trade data. You can measure who's paying the spread. And you can assume for the most part dealers are passive and takers or the aggressors who are paying the spread and establishing longs.

And then what else you can do is you can look at the total open interest of the exchange and you can look at on-chain, you can look at its asset base. So from there, you can see, okay, there's, you know, a billion dollars in deposits, but there's $10 billion of notional open interest. And so that gives you a good estimate of the leverage ratio. And so now you can say, okay, the leverage ratio for these customers is XYZ.

Dave, there's this much open interest I got established at this price. There's this much open interest I got established at that price, so on and so forth. And now you can figure out sort of what are the liquidation pain points. And all that data is collectible as well. So you can see liquidations in real time.

So, yes, that gives us a perfect idea of like where people's stocks levels are, where people's pain points are and like where there's potential for selling because of liquidation activities. And yet those are great sort of trading strategies and opportunities. Do you ever try to take advantage of those yourself?

So I mostly trade crypto vol. I haven't done sort of momentum trading strategies like that personally, but we definitely have customers and partners who definitely do do that.

So in the stock market, we've heard a lot about the meme stocks and market makers supposedly needing to hedge their gamma exposure, meaning there's so many options being bought that they can be a driver for the stock itself when they try to maintain their delta neutrality.

Does something like that exist in crypto? I mean, are the number of options being traded so high that the market makers end up having to do that themselves? They have to buy the underlying to hedge their exposure? So, yeah. So that's a really great question. So,

In terms of market sizes, if I look at SPY open interest in the option market versus the market cap of SPY or the S&P 500 ETF, the open interest in the option market is about 200% the market cap size. In crypto, the open interest in the option market of Bitcoin is about 6% the market cap. So the relative size of the derivatives market is really, really small compared to SPY.

And so I don't think we're at the point yet where gamma or delta rebalancing from gamma exposure affects the underlying spot price, but here's what I do think it affects. So we spent a lot of time doing research and building tools around gamma exposure. Again, same type of thinking here where we have instantaneous changes in open interest. We figure out

The way that we do this is we look at the spread or the top of the order book right before trade occurs and the top of the order book right after a trade occurs. We figure out who paid the spread, how did the best bid or best ask react? Is this a big iceberg order that's chopped into smaller orders? If so, then they should be all grouped together, so on and so forth, a bunch of different rules.

Then from there, we get a final gamma exposure of dealers. For example, today, dealers are short a lot of $70,000 strike calls. That's what the street wants to buy. They feel like there's going to be a rush to new all-time highs, so to speak. Because the market's so small, I don't think it affects the spot market.

Deribit being the exchange where all the dealers have their options position, the only way that they can hedge or rebalance their Delta exposure is by using the futures market at Deribit or the perpetual futures market at Deribit. What happens is as we start to violate these levels,

dealers hedge in the underlying perp funding is the translation mechanism that reflects this. And so you get these sort of blowouts and funding or these, these new levels of funding exposure, expansion and contraction. So how often do you actually take a directional trade? Are you kind of Delta neutral yourself, always looking for those spreads and locking them in so that you're not taking a direction that one way or the other?

No, I definitely like direction. And one of the things is that even when you're trading vol, because of nature of volatility correlation, there's almost always sort of a-- unless you're hedging that component out as well, there's almost always sort of a directional exposure as well. So for example, I like-- and this is really what I've learned in prop trading, especially trading those last two firms.

A lot of traders will fade the move. And what that means is that you're not trying to guess the future like an investor would. You're actually taking the other side of a reactionary moment. And so, for example, the SVB banking crisis, that was a big moment. Well, that will cause a lot of markets to instantly kind of go haywire.

And really, as a discretionary trader, what I like about this, me and my friends like to call this cowboy Christmas, is because it's one of those situations where there's no, it's a sample size of one. And so there's no like high frequency firm that's kind of, you know, figured out how everything should move in this type of situation. It's actually the type, these are the times where like quant strategies break and discretionary traders have an edge.

So I like to do fade moves. And one of the structures that I'll do is typically like a one by two. So, um,

When vol explodes higher, and for example, I expect vol to go down a little bit, I'll own the one and I'll sell two of the further out of the money trades, excuse me, options. At the beginning of the trade, this might be delta neutral, but there's still a directional component to it. If the market goes back down, if vol exploded higher as the market moved higher,

Vol is going to go back down if the market goes back down a little bit or does nothing. But if it continues higher, you're still going to get hurt on the vol side as well. So those are the ways that I like to think about it. And really, the secret there is managing that type of trade. Typically, with mean reversion trades, you leg into the position, usually not like a one-clip thing. And then you kind of--

you know, scale into it and manage that trade over a few days and then kind of hold it for the meat of the move. I see. So if we go back in time, say when the market was getting routed in late 2022, after FTX blew up and Bitcoin was say right around 17,000, give us an example of an actual trade that you would put on, you know, going long or short, these different options and how long did you typically hold them for?

Yeah, absolutely. So a great example of this in the FTX crypto crisis, you would have the put skew become very expensive compared to historical levels. So the out-of-the-money puts are very expensive.

Fall is high altogether. So the type of trade that I would do is I would buy it at the money put, sell to, let's say, the 25 delta put, try to put that on at a zero cost or maybe a slight credit. And then if I feel like the market's still very sketchy, I might buy a very short-dated, way out of the money insurance premium, just a throwaway option to cover that second unit.

And then I typically hold that for about three days to maybe a week. And then that trade will come in. So one of the things that you want to keep in mind is that if you, this is really kind of an option pricing thing that I discovered over the years or the way that I think about it anyways. If I look at a high volatility option that's at the money,

Well, an at-the-money option will have a very high vega, but the vega value compared to the premium is relatively low. So for example, like a one-year SPY option that's at-the-money maybe costs about $28, but the vega is going to be about $2. But if I look at, say, a five delta SPY option, like something that's really far out of the money,

The premium is about, call it $2, but the Vega is about 50 cents. And so the Vega in terms of, in percentage terms of the premium is a lot higher. So what happens is,

If you think about it mathematically, if you have an at-the-money option and you increase volatility, you own an at-the-money option and you increase volatility, the value of the option goes up because you might become more in the money from the higher of all, but the probability of being in the money is still 50%. You're still at the money. It's still a coin flip. But if you look at a way out of the money option and you're

call it when you put it on, it's three standard deviations out of the money. While the prob, the probability of being in the money is about 15 basis points. But if fall goes higher, so 15 basis points, about one in six 51 and one in 650 times. But if vol goes higher that you go from being three standard deviations out of the money to two standard deviations out of the money, then you go from one in 650 to one in 40. And so the,

it's less about the extent of being in the money versus the probability of that option being good goes up so much. So that's why out of the money options have like a higher percentage sensitivity to Vega.

And so that type of trade with the Bitcoin trade, any sort of, you know, calming down a fall, those two out of the money puts quickly decay compared to the at the money. And so now you've got this very different type of profile and payout. So during that time, did you see any opportunities that were so unusual, so good that you say, well, forget just doing it for the next four to seven days or however long short term you were?

can we lock in something, say for the next six months or a year, and then just go off, you know, go off on vacation or something? Is it,

Any opportunities like that during those extreme times, either bullish or bearish? Yeah. So there was one that was very interesting. This was actually during the COVID crash. And this is a kind of a longer term trade that occurred in the rates market, in the crypto rates. But basically during the COVID cycle, you know, long dated futures typically trade at a premium to short dated futures.

And so when COVID crash came and Bitcoin dropped from like 5,000 down to 3,000, what you could do is that you could buy a lot of the long dated futures, you know, six months out and they were trading at like a pretty significant discount, maybe 5% to spot. And then you hedge that by essentially selling the perpetual. So the perpetual also has negative funding. So when you're selling it at the beginning of the trade, you're kind of making money on the right hand, but losing money on the left hand.

But what you're betting is mean reversion. And so the mean reversion is that when the market calms down, people want to buy Bitcoin again. And that long-dated future is going to start pricing in positive carry once again. And then the perpetual will start trading at a premium once again. So your long-dated future, you'll make the appreciation there in terms of price. But then the short perpetual will flip from

being negative funding to positive funding as well. And that's one of those types of trades where you can hold that thing for a long time and you can just kind of continuously make money on it, both on the perp side from funding and then on the long dated side from the relative appreciation. And so that's kind of one of those types of rare trades like that. So the funding rates are definitely something to look at in sort of tail situations.

And what about for like, say the last four months when we've been in this choppy sideways kind of market? What has been your strategies during this current market? How do they differ from before? Yeah. So we've had a couple of really interesting strategies.

in the past, recently with a spot Bitcoin ETF, but also in the recent past as well. So one of the things in crypto vol that is not figured out, that's been figured out in traditional finance is volatility events, quote unquote. So volatility events are something like earnings in the equity space.

or non-farm payrolls in the bond space or the CPI number. So one of the things that we've noticed is that a lot of the events in crypto, people don't know how to price them yet because there's just, again, sample size of one. So going back to September 2022, which I know is not four months ago, but just for example, we had Ethereum go merge to proof-of-work into proof-of-stake.

And so when that happened, essentially the one day implied volatility into that event went from 80% annualized to 190%. So you have about 110 ballpoint expansion going into the proof of stake event.

And really, when the event happened, like the market didn't even there was like not even a tick in the underlying that underlying realized ball was basically zero. Nothing happened. And so the option market kind of really, really overpriced the potential for disaster. You can maybe argue maybe a disaster would have happened and it's not overpriced. But in my mind, it's one of those things where there's a really good opportunity there.

In the past four months, when we had the spot Bitcoin ETF, we kind of had that same type of event where vol got really bid into the spot ETF announcement. Then we had sort of the fake announcement tweet where the SEC kind of fake tweeted or got hacked or whatever that the spot ETF was approved. And then we saw we got a preview into the market reaction.

Then vol remained consistently high, didn't really adjust at all. Then we actually got the reaction. We got the approval and vol for the next four hours didn't even come in. So it was one of those situations where we're so used to traditional finance where the market instantly reacts and

People have iterated and thought through all the different trades so many times, there's very little edge left. But in crypto, we had a situation where not only did vol get bid, but there was not even a reaction post-event. There was one good counter argument to that where, well, maybe the real vol event is when the ETF actually starts trading so we can understand the flows and maybe that moves the market. But my counter argument to that is that you still have this conditional probability that changed because you could have

The denial of the ETF is now off the table, so vol should at least adjust for that conditional probability changing. But nonetheless, that was a great example of an opportunity that has existed. How have your returns varied during the different market phases from the bear market to the mega bull market to the sideways market? Or can you differentiate? Is there much differentiation between?

those different times and then the type of returns that you've been getting.

Yeah, yeah, that's a great question. So my personal trading profitability has been pretty consistent year to year. I've never had a negative year. I think my worst year is maybe up 20%, but the median year is still about 100%. But that being said, the reason why I trade, you know, I don't compound my account and I pull money out all the time. 2021 is a great example where, you know, I blew up a...

I was able to recover the rest of the year, but I took a really stupid risk. It's one of those things where the pullback in crypto cost me a lot. Basically, long story short, just to dig into it a little bit, we had this mega rally

And then I kind of missed a bunch of sort of the trades that I wanted to put on. And I kind of missed a lot of the move. And I was just kind of frustrated. And so I decided to sell like a couple of puts. I figured like I'll buy crypto if it goes down here. And I oversold some puts thinking like, oh, you know, like it won't get too bad. And then the market kind of had this nasty pullback.

And we had all this dynamics that I talked about where the futures basis contracted and went negative, ball went up as market went down, put skew kind of blew up in my face. And it was one of those situations where like,

You lose like 50% of your value and you're like, I don't want to close this out. I don't even want to lock this in. And that ended up being probably one of my worst blowouts in my career. Very unpleasant, unfun. It's one of those things where anyone who's been a trader knows that

There's times where like you really hate yourself if you trade poorly. And so it was really kind of a tough time, but I was able to make it back throughout the year and end up the year very good. 2021 was a great year for me, but halfway through it did not feel so good. So was that, did that experience drive you toward those more neutral positions where you're capturing reversion to the mean and out of whack prices?

So I still think I'm not against betting on direction. I think direction is very valuable. But it was one of those situations where if you're going to sell something like that, start buying a tiny insurance, like a throwaway insurance, like a very short-dated option against your long-dated option, something like that. Because what can happen is that these things can just move so fast that

Yeah, you're kind of stuck in a position that like you're just jammed with it. You don't there's nothing you can really do about it. I mean, you could just take a huge loss, but it's just you get stuck between a rock and a hard place. Tell us about any new TradFi crypto products on the horizon.

Yeah, absolutely. So obviously we have the spot Bitcoin ETF. We got the ETH ETFs to start trading today. So that's very interesting. So these spot products are game changers for traditional finance to start getting into the market. And then we're going to get

hopefully options against these products. But one of the things that's really interesting is the existing products, BIDO and BITX, those are very interesting because I alluded to earlier today that they are ETFs that are built on top of the CME futures, which means they capture and are affected by things such as like the futures roll down or the contango, the basis. But then there's also different dynamics to them. So BITX is a 2X BIDO,

And so anyone who's traded sort of levered ETFs before understands sort of the decay component into these ETFs. So an ETF, you know, if something drops 50%, it has to rally 100% to come back to even. So a 2X product, you know, is really affected by that sort of that compounding decay where it always falls from a higher denominator and rallies from a lower denominator.

This is even more true in a high volatility product. So that gets exacerbated more. So a 75-vol product has three times the effect of the two-time decay than a 25-vol product. And so crypto is a very good candidate to make that decay product play.

Then the other thing to keep in mind is a product like Biddo also pays out a dividend. Because Biddo is a futures product, a lot of futures P&L as the market rallies gets paid out as a dividend. This creates a concavity to the prices. As Bitcoin rallies, Biddo will underperform in price terms. If you're trading something like that one by two structure, I guess really interesting because when you're trading these out of the money options,

the out of money is really affected, is really being priced on vol. But as you come closer and closer to the money, then the price path of the future expected or the four essentially starts to affect it more. So you basically have this really interesting aspect where the one by two, like the twos kind of flatten out as your one starts to get into the money. So there's a really kind of interesting structure there that I like a lot.

Have you ever considered trading other people's money or introducing other outside money into your system because or is the liquidity there for you to do that? So I've thought about that. I have like some some really good friends and partners that I work with today that would be good for that. I've actually decided that that is not something I want to do. That's a level of stress that I don't want to deal with.

And it's one of those things where you're making a trade-off between time and money or flexibility and money. So there's a lot of stress in managing other people's money. Even on a prop desk, there's a lot of stress there that I don't necessarily feel with when I'm trading my own money.

And I think I will forever not trade other people's money is my conclusion, but I have considered it. But no, I think that's my conclusion. I'll forever just trade my money. And it's nice to have the flexibility to do what you want to do. So for example, when I started Genesis Volatility, which was a crypto options analytics company and later sold that to Amber Data, well, the reason I could start that company is A, I

I had the trading profits to fund it, but B, I also had sort of the flexibility to double up my time. So instead of just doing my own trading research and keeping that for myself and trading it, I decided to make sort of that aspect, the data research, data management, data analytics, part of it public, share that and sell that as a product and still trade it myself. So there's kind of that double use of time and it's slightly different than trading other people's money and a little bit less stressful.

Excuse the last interruption here. This is Tessa. We hope you're enjoying this episode so far. If you love the podcast, please give Chat with Traders the best review you can on whatever platform you're listening from. This will help us to keep the episodes coming. Also, if you haven't subscribed to our email list, please hop on to chatwithtraders.com and click on subscribe so we can keep you posted of information that may be of importance. Thank you. Now back to the chat with our guest.

Kind of closing thoughts for our listeners. What do you think is realistic in this market in trading crypto and in what, doing what you're doing? Yeah. So, okay. So I would say as a trading career and you'll, anyone who's done data science knows this as well. Like edge is noisy, like parameters are noisy. So when you calculate, just like when you calculate correlation or vol, the change in the level of all is noisy along the way. And so your edge is,

as a trader is noisy along the way. And what I mean by that is that

Don't expect to have this perfectly linear P&L curve that you're making money consistently every day. Expecting that is like having a boxing career without accepting that you're going to get punched in the face. Those things go together. And if you look at traditional firms, there's a reason why hedge funds have an asset under management fee. There's a reason why big banks who don't have prop desks anymore but have principal desks

also sell services. There's a reason why prop shops give their traders a draw. You've got to smooth out that P&L, so expect that. Otherwise, if you have this unrealistic expectation of an Instagram trader, which is very popular right now, where everything is a profitable trade,

you're not giving respect to the game. There's two sides to trading. And just like yin and yang, things are going well side, and then there's learning how to deal with things that are going bad side. So I think that's a really realistic way to look at these markets. And how do you deal with stress? So this is very interesting because dealing with stress, anyone who's been in the trading community knows stress.

knows what the main trap is. The main trap, you don't want to turn to substances to deal with stress because it's very easy to fall in that trap because just like P&L is volatile, the emotional journey of a trader is very volatile as well. And so there's a lot of incentive or it's very tempting to start drinking or doing drugs and stuff like that in order to manage stress.

or even eating bad food. That's probably always been my hardest one is eating bad food. 'Cause it like numbing yourself is very tempting when your emotions are going super haywire. So really the way that I like think about it, and this is again, kind of back to my own risk management. This is kind of back to my decision on not trading other people's money. Trade in a way that like you can handle it. For me, if I traded my whole account and I lost all the P&L I had made over the past decade,

I couldn't psychologically handle that. And so the way that I deal with that is that I don't put all my money, I take money out. And like we've just talked about, I had a bad situation in 2021 where I lost a lot of money. It sucked, but like it wasn't, you know, it wasn't the end of the journey, so to speak. And so I think that's really a way to think about it. Also, like trading is a long, long, long term journey. It's not like

You'd be much happier consistently making a little bit of money with real skill than getting lucky and making like $10 million on some luck. I know it sounds like you'd rather have the $10 million. I promise you, like you want to use it as a self-development journey. That's like, that's the true thing.

fun of trading. It's getting lucky on some trades. It's almost like it's like being like born rich. It's not the same thing as like building your own business and like earning it. That's how I think about it. So is there anything that you struggle with as a trader? What do you struggle with most? Yeah. So I think that

Well, psychologically speaking, I think the emotional component has always been sort of the hardest struggle for me in trading is like basically not hating yourself when you suck. And that can lead to like a bunch of like hard struggles, like doubling down or like

trying to trade larger to just make the pain go away, so make the money back to make it go away. Over the years, I've learned how to deal with that. So now instead of doubling down or having bad trading behaviors, not only do I feel disgusted with the markets that I just don't even want to look at the screen, I close all my positions is step number one. Two is I just decide I'm not going to trade for a while, a couple of weeks or a month. And then three is kind of take a mental break. I

almost go on vacation. So that's something that's helped me deal with that. But in terms of actual trade sticking points that I've been working on, one of the things is I'm very good at scaling in and out. But I think some of the other traders I know, some of the best traders that

that I've learned from, especially at Chopper Trading, they're very good at holding winners for a long time. That's always been something that's hard for me. The larger the winner gets, the more nervous I start to feel. And so that's a sticking point that I'm working on. Well, great, Greg. Thank you very much for coming on with Chat with Traders. Thank you so much. Really appreciate it. Yeah. And how can our listeners get in touch with you?

Yeah, absolutely. So you guys can follow me on Twitter at Genesis Ball. If you also want to check out crypto options analytics, you can go to pro.amberdata.io. And then I actually write a weekly newsletter talking about crypto ball, crypto ball trade ideas completely free. That's amberdataderivatives.substack.com. Fantastic. Thanks for coming on the show. Thank you.

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