$HIMS 20260109 32.0 PUT$ After months of successfully navigating the decline in HIMS from its $70 peak by aggressively lowering strikes on bi-weekly cycles, the strategy has finally reached a turning point with the current position expiring ITM. While the share price has retreated more than 50% and now sits below $32, this specific outcome was a conscious choice rather than a missed management opportunity. The decision to stop rolling "down and out" marks the end of a long defensive streak that kept the portfolio cash-heavy while the underlying searched for a floor. With the stock now hovering just above a significant gap from last April, letting this CSP expire ITM serves as the bridge between a pure premium-selling strategy and a directional long play.