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Money Stuff

Bag of Snakes

Friday, 1 May 2026 · 3 min read · Listen to the episode ↗

The discussion explores key themes in investment strategies, focusing on Bill Ackman's new closed-end fund amid challenges in investor confidence and valuation. It also highlights difficulties multi-strategy hedge fund startups face when trying to attract capital, shedding light on the dynamics of investor psychology in private credit markets. Additionally, the conversation touches on market volatility and long-term strategic planning, while hinting at the broader implications of these trends for technology sectors, including AI and blockchain developments.

Kelly Cavagnaro, Managing Director at Janice Henderson Investors, emphasizes the importance of collaboration in investment strategies. Bill Ackman, founder of Pershing Square, is launching a new closed-end fund, Pershing Square USA (PSUS), which raised $5 billion in its IPO but is currently trading below its net asset value. Ackman faces challenges in convincing investors that the fund will trade at a premium post-IPO, a rarity in the market, and acknowledges the disappointment surrounding its initial expectations versus current valuation.

The IPO process involved anchor investors who secured $2.8 billion before the public offering, leading to perceived unfairness as pre-IPO investors profited while IPO investors incurred losses. The conversation highlights the motivation for hedge fund management companies to go public to access closed-end fund capital, with the limited number of publicly listed hedge funds exemplified by the Man Group. Ackman's firm structure aims to provide stable recurring revenue compared to traditional hedge funds, which often rely on performance fees.

Bobby Jan, founder of Jane Global, is returning outside capital to focus on managing money exclusively for Millennium, illustrating the challenges faced by multi-strategy hedge fund startups. The discussion emphasizes the difficulty of breaking into this sector, particularly due to high fixed costs and scale requirements that make it hard to attract new investors. Early returns often fail to entice investors away from established firms, complicating the landscape for new entrants.

The conversation also touches on the financial dynamics of multi-strategy hedge funds, noting the high costs associated with pass-through fees and the complexity of their operations. Capacity constraints can hinder effective fund management, and the financial strain on portfolio managers, who receive high salaries without meeting return expectations, is a significant concern.

A comparison is drawn between hedge fund portfolio managers and tech startup employees regarding compensation structures. Investors in startups are often willing to wait for long-term returns, while those seeking steady annual returns are not ideal for startups that are not currently profitable. Many high-earning hedge fund employees prefer to maintain their lucrative salaries rather than gamble on equity in startups.

Investor psychology in private credit, particularly regarding non-traded BDCs, is discussed. Investors may hesitate to sell at a loss, preferring to wait for full returns, indicating a lack of panic in the market. The current market price being significantly lower than net asset value does not compel investors to sell, reflecting a general preference for stability during market dislocations.

The podcast also covers a short squeeze involving Avis, where the stock price surged from around $100 to over $700 before dropping back to $100. The earnings call revealed disappointing results, but this was deemed irrelevant in the context of the short squeeze. Two hedge funds, SRS and Pentwater, owned more than 100% of the stock through actual positions and derivatives, with Pentwater selling a significant amount at the peak, generating substantial profits. The implications of short swing profit rules are noted, particularly regarding Pentwater's need to return profits from shares sold within six months of purchase.

The conversation delves into the complexities surrounding Pentwater's stock sales, particularly the challenges posed by Section 16 rules and an earnings blackout. Despite these hurdles, Pentwater managed to profit without directly selling stock, raising questions about their increased stake from 9% to 50% and the potential for a short squeeze. The hosts speculate on how investor psychology and market dynamics could influence the stock's price surge, noting confusion over the execution of such large transactions simultaneously.

The discussion also emphasizes the importance of long-term thinking in market strategies, including planning, diversification, and preparation for volatility, while acknowledging that even the best strategies cannot prevent every bad day. The hosts conclude with a light-hearted remark about the significance of observing body language during earnings calls.

This summary was generated from the episode transcript and can contain mistakes.