Odds on Open

The Secret to Uncorrelated Alpha in Crypto - Leigh Drogen on Starkiller Capital’s Sharpe Ratio of 4

Leigh Drogen, CIO of Starkiller Capital, joins the podcast to dissect the mechanics of a market neutral DeFi strategy currently operating at a 4 Sharpe ratio. We move past surface-level crypto narratives to analyze the quantitative scoring of protocol risk, code provenance, and the identification of incentivized spreads in carry trades. Drogen outlines a rigorous framework for position sizing based on a 1% max-loss rule and explains how Starkiller modulates risk across market regimes to extract uncorrelated alpha while avoiding the pitfalls of unsustainable yield and "fuckery risk" in liquid digital asset markets.The discussion shifts to the persistent alpha of cross-sectional momentum and why Starkiller views block space as a commoditized asset, drawing parallels to the fiber optic glut of the late 90s. From the market structure of token unlock schedules to the evolution of prediction markets like Estimize and Polymarket, we explore the intersection of regulatory arbitrage and table selection. This episode provides institutional-grade insights into portfolio construction, trend following, and the risk management frameworks required to navigate the liquidity and volatility of the modern crypto regime.00:00 Intro01:09 Mechanics of a 4 Sharpe market neutral DeFi strategy03:24 Quantifying protocol risk and code provenance06:40 Case study: Exploiting incentivized spreads in carry trades09:51 A message from ONYX10:53 Three primary sources of alpha in liquid crypto markets14:28 Capacity constraints and institutional yield compression18:54 Position sizing via the 1% max loss rule21:38 Pro-cyclical returns and the risk modulation framework26:44 Compounding capital through trend following and cross-sectional momentum33:35 Why momentum is the only persistent behavioral alpha38:52 Why block space is worthless: The fiber optic analogy42:30 Mitigating "fuckery risk" and vampire attacks in shorts48:39 Extracting alpha from token unlock schedules and market structure51:20 Lessons from building Estimize and the SEC/ForceRank fight55:00 The Polymarket origin story: Arbitraging regulatory hurdles01:01:45 Career risk premia and the value of "eating shit"01:05:34 Table selection: Positioning your career on the right macro curve

“Market Crashes Are Good for My Strategy” - One-Man Hedge Fund PM George Livadas

Apply here: https://onyxcapitalgroup.com/uni-studentsGeorge Livadas, Portfolio Manager and founder of Peregrine Capital, joins the show to break down the mechanics of running a concentrated, defensive long/short strategy as a solo PM. We explore how George generates alpha by systematically avoiding "hedge fund hotel" crowding, focusing instead on microstructure edges within niche sectors like non-bank financials and packaging to maintain a variant view. George details his portfolio construction framework—balancing core quality compounders with tactical value—and explains the math behind delivering equity-like returns while maintaining a beta-adjusted net exposure of approximately 35%.The conversation shifts to the evolving market regime, specifically how the dominance of multi-manager pods has created liquidity opportunities for patient, independent traders to exploit short-term data noise. George shares his technical survival guide for short selling, from managing volatility in "fraud and fad" names to recalibrating his process following the 2021 SPAC boom. We conclude with a deep dive into macro risk management, discussing how to insulate a portfolio against geopolitical tail risks and the psychological discipline required to develop a professional PM skill set without a traditional institutional pedigree.How do you stay independent in a market dominated by pods?00:00 Intro01:18 Selection criteria and sizing for defensive longs06:04 Sponsor break: Onyx Capital Group anniversary event06:42 Portfolio construction: Balancing quality and value factors09:13 How the SPAC boom changed short-side portfolio construction13:42 Why nimbleness and independent thinking generate alpha20:06 Capitalizing on the short-termism of multi-manager pods28:18 Managing macro tail risks without being wrong-footed38:26 Why defensive strategies offer an "inverse pod" return stream42:04 How to develop a professional PM skill set54:37 Circle of competence: Identifying disastrous longs and shorts

“If it is easy and obvious, there is no edge in it” - TD Quant Matt Schrager

In this episode of Odds on Open, TD Quant Matt Schrager discusses the microstructure of municipal bond market making and the technical challenges of extracting alpha from illiquid fixed income instruments. We analyze the shift from low-latency HFT frameworks to the probabilistic modeling and statistical pricing required for securities with fragmented liquidity. Matt details the mechanics of systematic inventory management, risk-adjusted P&L optimization, and the cultural integration of elite proprietary trading teams within institutional balance sheets.Schrager outlines a variant view on finding edge in "ugly," inefficient markets, focusing on the structural opacity of private credit and the electronification of commodities. The discussion covers the evolution of market efficiency, the role of LLMs in credit due diligence, and recruiting strategies for resilient quantitative talent. This episode provides actionable insights for hedge fund analysts, quants, and PMs on the relentless process required to maintain a competitive advantage in evolving market regimes.00:00 Intro00:01:29 Announcing OOO's Newest Sponsor00:02:20 Liquidity and latency differentials in the municipal bond market00:06:37 Probabilistic modeling and statistical pricing for low-frequency instruments00:10:50 Adapting HFT simulation and backtesting to illiquid fixed income00:20:33 Systematic inventory management and risk-adjusted P&L optimization00:27:36 Transitioning proprietary trading culture into a global bank infrastructure00:34:10 Scaling electronic market making into commodities and investment-grade credit00:41:24 Identifying edge in gnarly and inefficient corners of the market00:45:23 Structural opacity and the liquidity evolution in private credit00:56:21 Why elite trading organizations prioritize relentless process over magic01:04:16 Recruiting for resilience and the velocity of fundamental improvement01:11:02 How AI-native skillsets redefine talent in liquid market regimes

Ex-Tudor Quant PM: “There Hasn't Been a New Idea in Trading for 15 Years”

In this episode of Odds on Open, we go deep into the mechanics of edge, credibility, and the structural evolution of the hedge fund industry. Host Ethan sits down with Tom, a veteran Quant PM formerly of Tudor Investment Corp and Moore Capital, to deconstruct what separates the top-tier "pod shops" from the bottom 40% of funds that fail to preserve capital.Tom challenges the common perception of market randomness, arguing instead for a deterministic view of market structure where alpha is captured by modeling participant incentives rather than just price action. We discuss the "Unified Field Theory of Finance," the operational reality of running a billion-dollar book, and why the most dangerous trap for a PM is the "gamma trap"—trading steady returns for catastrophic tail risk.00:00 Intro01:18 Building institutional credibility for early-stage managers03:01 The Pareto distribution of hedge fund returns04:25 Applying the Unified Field Theory of Finance to fair value08:14 Trading against human incentives in a deterministic market13:54 Why allocators don’t steal alpha from prospective PMs18:26 Organizational advantages and risk management in pod shops25:16 Evaluating career edge in quantitative finance for 202630:48 Paul Tudor Jones and the art of game selection33:42 Analyzing the economic viability of starting a new fund35:16 Identifying common retail pitfalls: Mean reversion and arbitrage38:55 Why there hasn't been a new trading idea in 15 years43:22 Case study: Building NLP systems and managing strategy decay50:33 Managing tail risk: Physics vs. deterministic financial distributions55:33 Identifying the gamma trap in short-volatility strategies59:10 Career pathing for PMs after a fund blow-up1:07:53 SBF and FTX: Credibility vs. the "Founder-Genius" archetype1:13:44 Establishing proof-of-concept through audited multi-year returns

“Concentrated Strategies Will Do Extremely Well” - Sean Emory on Outperforming the Index

Sean Emory of Avery discusses the evolution of edge in liquid markets, specifically how to leverage alternative data—from App Store analytics to digital exhaust—to identify fundamental inflection points before they are reflected in the price. We dive deep into Sean’s underwriting process, exploring how institutional investors can use granular data sets to track thesis confirmation and identify a margin of safety in real-time. This conversation provides a technical breakdown of how to separate signal from noise in a market regime increasingly dominated by ultra-short-term microstructure and passive flows. Sean also breaks down his approach to portfolio construction, comparing the risk-return profiles of highly concentrated strategies versus diversified books. He explains why his firm prioritizes "the Six Ms" over standard volatility metrics to mitigate the risk of permanent capital impairment, offering a variant view on traditional risk management. The discussion concludes with the operational realities of the active ETF landscape, the impact of generative AI on market efficiency, and the psychological discipline required to maintain alpha when storytelling and euphoria distort traditional valuation frameworks.