
The Wall Street Skinny INDUSTRY S2E6 | "Short to the Point of Pain": GameStop, Short Squeezes, Fundamentals and More
In this episode, we break down Season 2, Episode 6: "Short to the point of pain". The plot centers around FastAid, a company caught in the middle of a short squeeze reminiscent of GameStop’s 2021 rally. We analyze the mechanics of short selling, how hedge funds and institutional traders manage risk in volatile positions, and why liquidity and market perception play crucial roles in determining price action. The episode highlights how traders react to crowded short positions and the ways in which misreads on positioning can lead to significant losses. The discussion also touches on market-making, bid-ask spreads, and the importance of accurately assessing order flow in a high-pressure trading environment.
Jesse Bloom’s reference to the Martingale betting strategy provides insight into flawed risk management approaches that have historically led to major financial losses. We break down how doubling down on losing trades can amplify risk, drawing parallels to hedge fund collapses and the dangers of overleveraging in financial markets. Additionally, the episode examines how narratives and sentiment, rather than fundamentals, often drive price action—echoing the GameStop short squeeze, where retail traders forced institutional investors to exit short positions at unsustainable prices. The FastAid trade also raises questions about the role of market makers, liquidity providers, and how short-term pricing inefficiencies can be exploited.
Beyond the trading floor, the episode also explores the broader implications of professional decision-making in finance. Gus’s career shift highlights the tension between public service and financial ambition, mirroring real-world debates about the role of finance professionals in shaping economic policy. Meanwhile, the discussion of legacy and career trajectory reflects how individuals in finance weigh personal fulfillment against external expectations. As the episode unfolds, it underscores the high-risk, high-reward nature of trading and the broader structural forces that shape financial markets.
Learn more about 9fin HERE
Shop our Self Paced Courses:
Investment Banking & Private Equity Fundamentals HERE
Fixed Income Sales & Trading HERE
Wealthfront.com/wss. This is a paid endorsement for Wealthfront. May not reflect others’ experiences. Similar outcomes not guaranteed. Wealthfront Brokerage is not a bank. Rate subject to change. Promo terms apply. If eligible for the boosted rate of 4.15% offered in connection with this promo, the boosted rate is also subject to change if base rate decreases during the 3 month promo period.The Cash Account, which is not a deposit account, is offered by Wealthfront Brokerage LLC ("Wealthfront Brokerage"), Member FINRA/SIPC. Wealthfront Brokerage is not a bank. The Annual Percentage Yield ("APY") on cash deposits as of 11/7/25, is representative, requires no minimum, and may change at any time. The APY reflects the weighted average of deposit balances at participating Program Banks, which are not allocated equally. Wealthfront Brokerage sweeps cash balances to Program Banks, where they earn the variable APY. Sources HERE.
