
Flirting with Models
Corey Hoffstein
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Top 10 Flirting with Models Episodes
Goodpods has curated a list of the 10 best Flirting with Models episodes, ranked by the number of listens and likes each episode have garnered from our listeners. If you are listening to Flirting with Models for the first time, there's no better place to start than with one of these standout episodes. If you are a fan of the show, vote for your favorite Flirting with Models episode by adding your comments to the episode page.

Scott Phillips - Finding Ugly Edges in Crypto Markets (S7E15)
Flirting with Models
03/03/25 • 68 min
Scott Phillips is just the second independent trader I’ve interviewed for this show.
Like many independent traders, Scott found that his constraints – including the size of their capital pool, the ability to execute trades efficiently, and a lack of supporting infrastructure – made trading anything but loose-pants trend following almost impossible in traditional markets.
These constraints led Scott to look for easier markets to trade: markets where the edges were so big they could survive inefficient implementations. All of which brought Scott to crypto in the late 2010s.
While our conversation is, at a high level, mostly about trend following, we spend a lot of time discussing what makes trading these markets unique. For example, with tens of thousands of spot cryptocurrencies, how do you choose what to trade? How do you choose which venues to trade at when liquidity is so fragmented? How do you deal with the fact that both crime and degenerate gambling are real idiosyncratic factors?
More than anything, painted between the lines, Scott provides a master class in thinking about edges.
I hope you enjoy my conversation with Scott Phillips.

Giuseppe Paleologo - Multi-Manager Hedge Funds & Thinking Deeply About Simple Things (S7E11)
Flirting with Models
09/02/24 • 92 min
In this episode I chat with Giuseppe Paleologo – or Gappy as he likes to be called. Currently on garden leave, Gappy has previously worked in Risk & Quantitative Analytics at Citadel, as Head of Enterprise Risk at Millennium, and most recently as Head of Risk Management at HRT.
We begin the conversation with a discussion as to what a quant researcher actually does at a multi-manager hedge fund. As a semi-support role to the fundamental PMs, Gappy explains how portfolio manager coverage, factor hedging, and internal alpha capture can all work together to help maximize firm P&L.
We then discuss the broad field of factor research and portfolio construction, where Gappy shares some of his strongly held views, both on how factors should be constructed as well as how they should be utilized. Topics include returns versus characteristics, mixing versus integrating alpha signals, single- versus multi-period optimization, and linear- versus non-linear models.
Please enjoy my conversation with Giuseppe Paleologo.

15 Ideas, Frameworks, and Lessons from 15 Years
Flirting with Models
08/28/23 • 34 min
Today, August 28th, 2023, my company Newfound Research turns 15. It feels kind of absurd saying that. I know I’ve told this story before, but I never actually expected this company to turn into anything. I started the company while I was still in undergrad and I named it Newfound Research after a lake my family used to visit in New Hampshire. I fully expected the company to be shut down within a year and just go on to a career on Wall Street.
But here we are, 15 years later. I’m not sure why, but this milestone feels larger than any recent birthday I can remember. I’m so incredibly grateful for what this company has given me. I’m grateful to my business partner, Tom. I’m grateful to employees – both past and present – who dedicated part of their lives and careers to work here. I’m grateful to our clients who supported this business. I’m grateful for all the friends in the industry that I’ve made. And I’m grateful to people like you who have given me a bit of a platform to explore the ideas I’m passionate about.
Coming up on this anniversary, I reflected quite a bit on my career. And one of the things I thought about was all the lessons I’ve learned over the years. And I thought that a fun way to celebrate would be to take the time and write down some of those ideas and lessons that have come to influence my thinking.
So, without further ado, here are 15 lessons, ideas, and frameworks from 15 years.

Devin Anderson – Strategy versus Structure in Tail Hedging (S6E14)
Flirting with Models
08/14/23 • 71 min
My guest is Devin Anderson, co-founder of Convexitas.
The theme of this episode, as you can likely guess from the title, is strategy versus structure. While we often focus on strategy specifics on this podcast, Devin hosts a masterclass as to why the structure you wrap your strategy in can ultimately determine the type of strategy you can deliver.
Specifically, we discuss option-based tail hedging and the types of strategies that can be delivered in hedge fund, mutual fund, ETF, and separate account wrappers.
In the back half of the conversation, we dive into how Convexitas implements their risk mitigating strategies. Specifically, Devin explains why Convexitas focuses on convexity with respect to the S&P 500 and actually refuses to customize this mandate, despite having the ability to do so at scale.
Finally, we end the conversation on a bit of a spicier note, where Devin explains why most market pundits overstate the influence large, scheduled derivative rolls might have on the underlying market.
Please enjoy my conversation with Devin Anderson.

Martin Tarlie - Bridging the Gap Between Financial Planning and Portfolio Management (S6E13)
Flirting with Models
08/07/23 • 55 min
In this episode I speak with Martin Tarlie, a member of the Asset Allocation team at GMO and spearheading their work on Nebo, a goals-based investment platform.
Martin describes Nebo as, “bridging the gap between financial planning and portfolio management,” with a key innovation being the reformulation of risk from volatility to not having what you want/need when you want/need it. In other words, constraints on both wealth target and horizon.
This reformulation of the core problem introduces a number of complications to the portfolio optimization process. For example, under classic power utility, lower volatility is always preferred. But if you’re an investor expecting significant shortfall with respect to your wealth targets, increased volatility may be something very much worth pursuing.
We spend plenty of time in the weeds discussing topics such as: the limitations of dynamic programming via backwards indication, the term structure of return variance, ergodicity economics, and portfolio selection sensitivity to utility function choices. And while these are all important details, at the end of it all, what Martin stresses most is that it’s the reformulation of the problem being solved that ultimately leads to a more pragmatic solution for allocators.
Please enjoy my conversation with Martin Tarlie.

Grug Capital – Grug (Finally) Teaches Us MEV (S6E12)
Flirting with Models
07/24/23 • 47 min
In this episode I speak with Grug, an anonymous MEV searcher on the Ethereum blockchain. If that sentence made no sense to you, I promise this will be a fun episode.
To begin the conversation, Grug explains the basic architecture of the Ethereum blockchain and how its structure allows for the emergence of MEV strategies like sandwich attacks, arbitrage, and liquidations.
He discusses some of the criteria he looks for when identifying a profitable MEV strategy and provides examples of some of the long-tail approaches he has deployed in the past as well as some of the risks associated with them. We discuss the pro-cyclical nature of some of these strategies, the role of retail flow, and the edge in being able to deploy rapidly.
Grug also provides his thoughts on the impact of alt-L1’s and L2’s on MEV, airdrop strategies, and the end game of MEV if Ethereum infrastructure becomes too centralized.
Please enjoy my conversation with Grug.

Doug Greenig - At the Frontier of Trend Following
Flirting with Models
07/17/23 • 62 min
My guest this episode is Doug Greenig, CEO and CIO of Florin Court Capital.
Florin Court specializes in delivering an alternative markets CTA, trading over 500 markets ranging from Turkish cross currency swaps to French power markets.
We spend the majority of the conversation discussing what makes these markets unique from traditional markets traded by CTAs. For example, who are the players in these markets, what are the unique considerations for introducing and sunsetting markets, and why we would expect these markets to trend in the first place?
Doug also explains why he thinks these markets tend to behave better than traditional markets, why you don’t need special trend signals to trade them, and the significant diversification potential they can introduce.
Please enjoy my conversation with Doug Greenig.

Return Stacked® Bonds & Managed Futures ETF
Flirting with Models
07/11/23 • 68 min
In this episode, Corey Hoffstein, CIO of Newfound Research, Rodrigo Gordillo, President of ReSolve Global* and Adam Butler, CIO of ReSolve Global, delve into the concept of return stacking and introduce the innovative RSBT Return StackedTM Bonds & Managed Futures ETF.
This podcast is essential for investors, financial advisors, and anyone interested in learning more about return stacking, the RSBT ETF, and the potential benefits of combining bonds and managed futures for portfolio diversification and risk management. Don't miss out on this insightful conversation to deepen your understanding of these innovative investment strategies and their potential impact on today's complex financial markets.
They cover a wide range of topics, including:
• The motivation behind the return stacking concept and its relevance in today's market environment
• The history of institutional leverage and diversification in retail portfolios
• The advantages of using return stacked strategies for portfolio construction and risk management
• The role of bonds and managed futures in building a robust, diversified investment portfolio
• The importance of low correlation between asset classes for effective diversification
• The mechanics of combining bond exposure with a managed futures overlay in the RSBT ETF, including the use of cash collateral and Treasury Futures
• The benefits of using ETFs as capital-efficient building blocks for return stacking
• The potential for a family of return stacked ETF products to address various investor needs and preferences
• The significance of managed futures as a "third leg of the stool" for managing inflation and mitigating market risks
• The challenges and opportunities related to implementing managed futures strategies and managing leverage in retail portfolios
• The goal of matching the RSBT ETF's bond strategy to core US fixed income, such as the Bloomberg US Core Aggregate Bond Index, and adjusting duration accordingly

Pim van Vliet – A Detailed Dive into Low Volatility Investing (S6E10)
Flirting with Models
07/03/23 • 68 min
Today I speak with Pim van Vliet, Head of Conservative Equities at Robeco.
It will come as no surprise, to those who know Pim’s work, that we spend the majority of this conversation talking about conservative investing. Specifically, we discuss the low volatility anomaly. But rather than rehash the usual high level talking points, I wanted to dig into the more practical considerations.
For example, how are low volatility and low beta different? How do selection and allocation effects contribute to low volatility investing? Are low volatility and quality actually different anomalies? And how should we think about the influence of currency in a global low volatility portfolio?
While Pim has nearly three dozen research publications to his name, he provides the balanced perspective of a practitioner, acknowledging the practical limitations to managing money in the real world.
Please enjoy my conversation with Pim van Vliet.

Wayne Himelsein - The Quant Philosopher (S2E7)
Flirting with Models
06/17/19 • 76 min
In this episode I chat with Wayne Himelsein, president and chief investment officer at Logica Capital. To our conversation Wayne brings over two decades of experience managing long/short portfolios, ranging from statistical arbitrage to factor long/shorts.
For as deep in the weeds as he liked to go as a quant, Wayne has a philosopher’s streak and Twitter is his soapbox. Of course, 280 characters can be limiting, so I start out conversation by putting Wayne in the hot seat and ask him to explain the deeper meanings behind some of his recent tweets.
Using these philosophies as a foundation, we then dive into long/short portfolios. We talk about the practical difficulties of managing these strategies and Wayne explains why he believes that beta-neutral is a fool’s pursuit.
We then switch topics to tail risk hedging. These sorts of strategies are notorious for their bleed, and we discuss whether the payoff is ultimately worth the cost of insurance. Wayne describes a few ways in which the bleed can be managed and the ensuing tradeoffs with each method.
In discussing both long/short and tail risk hedging strategies, I ask Wayne what due diligence questions he would ask if he were evaluating another manager. I find this question always provides great insight into what managers of these strategies actually think is important. Wayne does not disappoint.
I hope you enjoy my conversation with Wayne Himelsein.
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FAQ
How many episodes does Flirting with Models have?
Flirting with Models currently has 109 episodes available.
What topics does Flirting with Models cover?
The podcast is about Investing, Podcasts and Business.
What is the most popular episode on Flirting with Models?
The episode title 'Devin Anderson – Strategy versus Structure in Tail Hedging (S6E14)' is the most popular.
What is the average episode length on Flirting with Models?
The average episode length on Flirting with Models is 60 minutes.
How often are episodes of Flirting with Models released?
Episodes of Flirting with Models are typically released every 7 days.
When was the first episode of Flirting with Models?
The first episode of Flirting with Models was released on Jun 26, 2018.
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