Weekly notes from Roman's desk

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43 archived letters

2026

35 letters
📜 Weekly Guild Letter Roman Paolucci

Resilience, Survival, and Convexity

Language is Lossy Compression. A YTD Time Series of My Emotions. Survival is Progress.

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📜 Weekly Guild Letter Roman Paolucci

An Arena for Progress

The world is an arena for creative builders, men of action, and keyboard warriors.

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📜 Weekly Guild Letter Roman Paolucci

The Discord Extinction Event

To the men in this world that seek to destroy me, and those eager to watch me fall

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📜 Weekly Guild Letter Roman Paolucci

On a Train, Passing 100K

A note on 100k subscribers, noise, dreams, fears, and where the train is going next.

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📜 Weekly Guild Letter Roman Paolucci

I Was Never Any Good at Poker

Everything is a bet, including the writing of this letter. But what is the expected reward?

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📜 Weekly Guild Letter Roman Paolucci

Outcomes Are Never Enough

Ironically, optimizing for trading PnL is the least effective way to generate wealth.

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📜 Weekly Guild Letter Roman Paolucci

Empiricism and Bayesian Updating

Progress is highly non-linear and stochastic. Welcome to the game with rules you create.

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📜 Weekly Guild Letter Roman Paolucci

Critics and Cockiness Confidence

Bill Ackman lost $4B, and the media had a field day. But he had something others didn't.

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📜 Weekly Guild Letter Roman Paolucci

Acquiring The First Million

Dave Portnoy said it himself, the first million is the hardest, it took him roughly ten years to accumulate that kind of wealth.

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📜 Weekly Guild Letter Roman Paolucci

Updating Priors Takes Work

Trading and investing are a lot like Brazilian Jiu-Jitsu and fishing ... actually they're exactly the same.

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📜 Weekly Guild Letter Roman Paolucci

The Pokemon Cards in the Attic

I just generated some right tail returns with Pokemon cards.

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📜 Weekly Guild Letter Roman Paolucci

Unsolicited Financial Advice

The only thing better than financial advice or judgement is unsolicited financial advice or judgement.

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📜 Weekly Guild Letter Roman Paolucci

Hedging: Drag or Liquidity?

How many individual investors are asleep at the wheel?

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📜 Weekly Guild Letter Roman Paolucci

Bitcoin and Bottom Up Price Discovery

It's time we start talking about Bitcoin, but not in a crypto moonshot capacity, I'm not wired to think like that.

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📜 Weekly Guild Letter Roman Paolucci

Dirty Inflated Expectations

Rhetoric, particularly in finance, possesses words that have always troubled me. Primarily the notion of a bubble. These words are a cop-out (of learning the necessary math, probability, and statistics required to understand the amorphous statistical reality of the real world) to fear monger and doomsay.

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📜 Weekly Guild Letter Roman Paolucci

The Day Trading Thing

The day trader thing has always been ridiculous to me. Not in the sense that discretionary trading isn't viable, literally all trading is discretionary. Even quantitative trading requires discretion of model and parameter risk.

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📜 Weekly Guild Letter Roman Paolucci

Sports Gambling Discretionary Betting

My trade of the week was betting on the Knicks when the odds were heinously priced around the 4th quarter. A strategy (;p) I've used a number of times for everything from football games to MMA fights; useful and only opportunistic (not a trade that gets setup all that frequently, they're the favorite for a reason).

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📜 Weekly Guild Letter Roman Paolucci

Monetizing the Leverage Effect

The volatility risk premium, far from a secret, a structure that plenty of institutional funds exploit in the context of generating trading profits. Easier said than done? Absolutely, when are you risk-on, when do you lever up, how much can you lose and will it blow your account? All necessary questions with answers that are ever evolving.

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📜 Weekly Guild Letter Roman Paolucci

Banned for Impersonating (Myself)

Well I got banned from YouTube for impersonating myself, that was a fun week. Automations by LLMs (AI) initially created the ban, consistently denied appeals, and kept blaming me for "impersonating Roman Paolucci"...

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📜 Weekly Guild Letter Roman Paolucci

To Dot Com Crisis or 08' Crisis

Earnings season for big tech is in full swing and after Intel's stunning performance the waters are choppy in anticipation of setting the level for not only the next set of giants, but likely the trajectory of the markets as traders and investors continue to get numb (as they should) to the global geopolitics.

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📜 Weekly Guild Letter Roman Paolucci

Survival and Positive EV

I've been thinking a lot about survival recently and why most people can't shouldn't trade or even manage their own investments. Ephemerally, good decisions are not classified by the quality of the decision making process, but rather the P/L they carry. This couldn't be further from what's required of an active risk taker: to accumulate your statistical edge over time. There are statistical mechanisms to do this.

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📜 Weekly Guild Letter Roman Paolucci

The Ignorant Diversify (& That's Ok)

This is your reminder that nobody prices risk correctly. That is not an invitation to blindly trade arbitrarily risky products, rather, an invitation to master your quantitative skills to develop the ability to take advantage of misplaced risk opportunities and/or build concentrated portfolios to scale your wealth.

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📜 Weekly Guild Letter Roman Paolucci

Preserving Markovian Dynamics

If everything is path dependent why bother using a model that assumes the structure is Markovian? Non-Markovian models better capture empirical dynamics, though computationally intractable and useless on the desk we ought to use them, right?

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📜 Weekly Guild Letter Roman Paolucci

Everything is Non-Stationary

You can't transform the real world into a stationary distribution. In the classroom we are told to produce a distribution using the nth-difference, log returns, the list goes on. But where is time in that distribution? Do you really believe that a two dimensional distribution of returns tells the entire story? That it's just a matter of trivial econometrics or time series analysis to make informed decisions?

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📜 Weekly Guild Letter Roman Paolucci

The Role of Wealth Managers

I was long against hiring asset & wealth managers, an opinion I held strongly right out of school and into the first few years of my career as a quant.

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📜 Weekly Guild Letter Roman Paolucci

Emotional Algorithmic Trading

Algorithmic trading, systematic trading: "removes the human bias, the emotion from decision making in your edge" says the common man on LinkedIn. Really?

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📜 Weekly Guild Letter Roman Paolucci

A Friendly Reminder on Mathematical Models

Models are always wrong, that's not a hot take. I am, however, more critical than most of all forward looking probabilities, statistics, and similar measures.

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📜 Weekly Guild Letter Roman Paolucci

Live Class Section: Computational Finance

There are a few seats left for the next live class session on Quant Guild: Computational Finance. This class meets twice a week and prioritizes the quantitative toolkit necessary for advanced coursework in post-graduate academic programs and industrial roles in trading and market-making.

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📜 Weekly Guild Letter Roman Paolucci

Pricing Variance Swaps

Variance swaps are sick, and thanks to Goldman Sachs, Derman, Carr, Madan, and others, we have an elegant and intuitive understanding of the price under risk-neutral dynamics for a standard diffusion. In fact, the modern VIX is quite literally just the Goldman Sachs / Carr-Madan variance swap model printed on a ticker.

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📜 Weekly Guild Letter Roman Paolucci

What Exactly is Alpha?

If you survey finance majors in university (which I have recently done) and ask them "what is alpha?" you'll get a variety of interesting responses...

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📜 Weekly Guild Letter Roman Paolucci

A New Bazaar Item: Stochastic Model Calibration

A new offering has arrived to the Quant Guild Bazaar! Stochastic Model Calibration is available to all Quant Guild Members, or for 15 guild tokens.

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📜 Weekly Guild Letter Roman Paolucci

The Implied Volatility Surface

I want to share a note on what I consider to be the most important scientific construct in the trading of financial derivatives: the implied volatility surface. What does it tell us, how is it useful, and how can we access this information in a structured (and algorithmic) way as retailers?

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📜 Weekly Guild Letter Roman Paolucci

A New Class: Quant Stats

🚀 I am once again, so beyond stoked to announce a massive update to Quant Guild!

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📜 Weekly Guild Letter Roman Paolucci

Beta can be Smart, Very Smart

What is the difference between a portfolio manager or trader with effective timing of exposure to priced risk and a structural inefficient? Is timing exposure (beta) really alpha? In other words, if I know when to increase or decrease my market exposure and I can capitalize on reversion and momentum of that factor is that a strategy that produces alpha? Shouldn't alpha be orthogonal to facets of priced risk?

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📜 Weekly Guild Letter Roman Paolucci

So, Will LLMs Replace Everything?

I'm often asked about the impact of AI in quantitative trading. Large Language Models (LLMs) enable fast ideation and minimum viable products (MVPs), absolutely no doubt about that: quants leveraging artificial intelligence can be 10x more productive. But we suffer the same fate as a calculator, our LLM is really only as smart as our user. If you don't understand how to build what you are intending to (especially in a quant research or trading context) you will be met with an endless series of "You're right! I made a mistake! There is bias in this backtest!" by your LLM.

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2025

8 letters
📜 Weekly Guild Letter Roman Paolucci

Cheers to 2026

It's hard to believe this is the last Weekly Guild Letter of 2025, it's been a crazy year from creating over 75 open-source Quant Guild YouTube videos, building the entire Quant Guild platform from scratch, recording a 20+ hour Python class dedicated to quantitative finance available on Quant Guild, teaching three cohorts of live classes covering financial mathematics and quantitative trading, and of course, building discourses.io from scratch to package my academic and industrial quantitative research for retailers - what a year!

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📜 Weekly Guild Letter Roman Paolucci

Doomsaying for the Sake of It

I have a friend that traded options for 20 years and he trades now in a purely discretionary capacity. He always says things like "Roman, AI is a crazy bubble, I've seen this before", "Just wait until this AI bubble pops", "I wonder if the US will have a debt crisis before this AI bubble pops". He, along with all of these folks on LinkedIn posting about an impending doomsday, always give me a chuckle. This letter is dedicated to him (don't worry he knows, hey Jay!).

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📜 Weekly Guild Letter Roman Paolucci

Tis' the Season of Spotify Wrapped (2025)

Well, Spotify wrapped dropped last week so I figured I'd share my top artists and songs that got me through a series of 1 - 4am deployments, bad trades, 6am gym sessions, and of course, accompanied me while I conducted my own research.

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📜 Weekly Guild Letter Roman Paolucci

Path Signatures and Rough Path Theory

It would be hard to understate how excited I am about path signatures and rough path theory in general. Instead of trying to put it into words, I created a meme which took my longer to create than a simple Monte Carlo pricing engine. Totally worth it.

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📜 Weekly Guild Letter Roman Paolucci

My Desktop Exploded, Nice

You might remember how during my seminar with UCSD's Triton Quantitative Trading I mentioned that my computer needed an upgrade. Well, when I sat down at my desktop the other day I saw a beautiful rainbow, but not outside, it was a pixelated mess on my monitor instead of my code.

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📜 Weekly Guild Letter Roman Paolucci

A Quick 5min Adventure, In and Out

Last Thursday evening around 9pm I found time to resolve an issue in one of my systems. Nothing earth shattering, I estimated about 20 minutes to figure out what was going on and 5 minutes of actual coding. If you happened to be active in my Discord that evening between 11pm and 3am you will know this was not the case 😅

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📜 Weekly Guild Letter Roman Paolucci

Pricing Autocallable Phoenix Notes

Last week I worked on a series of interesting problems from the efficient simulation of fractional Brownian motion to the development of trading and hedging models for structured products, specifically the 🐦‍🔥 Autocallable Phoenix Note (sounds so sick, right?). What I've been calling "Quant Guild Season 2" is now in full swing!

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📜 Weekly Guild Letter Roman Paolucci

But It Worked On My Machine

It's been quite a week! After a 4am deployment and a few of those good ol' fashioned "But it worked on my machine" I was able to roll out a massive update to Quant Guild - welcome to what I'm calling Quant Guild Season 2.

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