To The Moon

Shares of $Amazon(AMZN)$ closed at $209.87 on Wednesday, down 2.48%, as a potential legal dispute involving Microsoft and OpenAI weighed on sentiment.

Microsoft is reportedly considering legal action over a roughly $50 billion partnership between Amazon and OpenAI. The core issue centers on whether the arrangement violates Microsoft’s exclusive rights to provide API access to OpenAI’s services.

At the center of the dispute is Frontier, a new enterprise-focused product launched by OpenAI. The offering forms a key part of OpenAI’s recently announced partnership with Amazon, which also includes a commitment to purchase $138 billion in cloud services from Amazon Web Services. Microsoft argues that routing API requests outside its Microsoft Azure infrastructure is contractually unworkable and violates the spirit of its agreement with OpenAI.

While the legal uncertainty clouds the near-term outlook, the options market is flashing more nuanced signals. On one hand, substantial capital is positioning for — or hedging against — further downside in the short term. On the other, longer-dated positioning reflects a more moderately constructive view.

Key Options Metrics Snapshot

• Implied Volatility (IV): 35.57%, with an IV percentile of 52.19%, indicating neutral-to-fair option pricing.

• Block Trades: Large-scale buying of put options expiring Friday (March 20), particularly at $230 and $235 strikes — well above the current stock price — suggests institutional demand for “disaster insurance.”

• Open Interest (OI): For March 27 expiry, the $225 call strike holds the highest open interest (10,327 contracts), marking a key resistance level. Meanwhile, the $200–$230 range shows concentrated positioning on both sides, indicating intense near-term price contention.

$AMZN 20260327 225.0 CALL$

Source: Option Charts

Short-Term Hedging and Defensive Positioning

Heavy Buying of Near-Dated In-the-Money Puts

Wednesday’s block trades highlight a clear short-term theme: hedging and defense.

• AMZN Mar 20 $235 Put: Over 10,000 contracts bought, totaling approximately $25.67 million.

  $AMZN 20260320 235.0 PUT$

Source: Tiger Trade App

• AMZN Mar 20 $230 Put: Net purchases also exceeded 10,000 contracts, with about $20.29 million in premium traded.

  $AMZN 20260320 230.0 PUT$

Source: Tiger Trade App

Buying in-the-money puts — such as $230 or $235 strikes when the stock trades near $210 — typically serves three primary purposes:

• Downside Protection / Profit Lock-In (Primary Use Case):

For investors holding Amazon shares (with a cost basis below $210), purchasing these puts effectively insures the position. Regardless of how far the stock falls, the holder retains the right to sell at $230. Even in a sharp decline, losses are capped at: (stock purchase price + option premium – $230).

• Leveraged Bearish Exposure:

For outright bearish bets, in-the-money puts provide directional leverage. Although premiums are relatively high (reflecting intrinsic value plus time value), profitability can be achieved as long as the stock remains below the strike at expiration. The maximum loss is limited to the premium paid.

• Volatility and Structured Strategies:

Given their lower time value component, in-the-money options are more sensitive to underlying price movements, making them suitable for high-conviction directional trades. They are also frequently used in spread strategies — such as bear put spreads — to optimize cost and risk.

Strategy Takeaways

For option sellers, the surge in near-term put activity suggests heightened concern over tail risks. Investors seeking to collect premium may consider defined-risk strategies such as bear call spreads.

For those constructive on Amazon’s medium- to long-term outlook but cautious on margin exposure, bull call spreads offer a more capital-efficient way to express a bullish view with controlled downside.

Note: Options trading involves significant risk. The above analysis is for informational purposes only and does not constitute investment advice. Investors should fully understand the characteristics of options and assess their own risk tolerance before trading.