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How to avoid holding Options that expire worthless?
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[Options ABC] Triple Witching Day: The Essential Survival Guide for Today's Options Trading

Hello everyone and welcome back to moomoo. I'm options explorer. In today's [Options ABC], we're diving into the concept of Triple-Witching Day.
There’s a myth surrounding Triple Witching Days - that they bring a 'curse' of plunging stock prices.
But does data support this notion? And how does it affect options trading?
Let's explore together today whether there's any reality to this belief and how it could potentially influence your options trading strategies.
Note: The term 'Triple Witching Day' has replaced 'Quadruple Witching Day' after single stock futures trading ended in the US in 2020.
Ⅰ What is Triple Witching Day
Triple Witching Day happens on the third Friday of March, June, September, and December each year.
On this day, three types of financial market contracts expire simultaneously:
1. Stock index futures
2. Stock index options
3. Stock options.
Below is the 2024 options expiration calendar 2024 provided by moomoo:
[Options ABC] Triple Witching Day: The Essential Survival Guide for Today's Options Trading
Ⅱ Why Triple Witching Day matters
On Triple Witching Day, retail investors and fund managers often rush to close or roll over their expiring positions.
This flurry of activity typically results in increased trading volume and can cause notable price volatility in the market throughout the week.
There are three reasons why Triple Witching Day command investor attention:
1. Huge Trading Volume
Because multiple financial derivatives expire on the same day, many investors will engage in buying and selling activities either before or on the expiration day to close or roll over their positions.
This concentrated flurry of trading typically leads to a significant increase in market trading volume.
For example, on December 16, 2022, the trading volume of the S&P 500 reached a six-month high.
2. Price Volatility
With a surge in trading volume, market volatility also increases, which can lead to pricing anomalies.
During Triple Witching Day, trading volumes often peak in the last hour of the trading session, This happens because many traders choose to adjust or close their positions just before the market closes, leading to larger price swings towards the end of the trading day.
While this can present some arbitrage opportunities, it's crucial to be mindful of the risks involved.
3. Early Market Moves
As people become more familiar with the concept of Triple Witching Day, the phenomenon of market participants trying to get ahead of expectations often occurs.
On the eve of Triple Witching Day, the market typically has certain expectations about potential volatility.
These expectations can lead traders to act early, thereby influencing stock prices.
For example, if there's a general market expectation of a price movement in a particular direction, traders might act in advance, which in turn affects the actual trend of stock prices.
Ⅲ Survival Guide for Triple Witching Day
Is the Triple Witching Day 'curse' – that stock prices always fall – something to be wary of?
The chart below is the average of the high minus the low of the last 50 observations of options expiration day (black line), quadruple witching (blue line – the flat “top” is the observation), and any trading day (red line).
It should be noted that Triple Witching Day is perhaps somewhat more volatile than both options expiration day and a random day.
[Options ABC] Triple Witching Day: The Essential Survival Guide for Today's Options Trading
Based on the backtest by Quantified Strategies of 117 trades, the average loss per trade is 0.1% and the win rate is 51%.
For comparison, the average overnight gain on any random day is about 0.05%. Therefore, the Triple Witching Day is generally bearish.
More specifically, Bloomberg's 1994-2023 statistics on the historical returns of Triple Witching Days in the U.S. market show that the performance varies across different months.
Notably, Triple Witching Days in March and December seem more inclined to yield positive returns, while those in June and September might face some challenges.
When Triple Witching Day rolls around, there's no need to get anxious or worry about some kind of 'curse'.
The best mindset is to keep calm and make rational decisions based on your usual strategies.
Here are some considerations when it comes to Triple Witching Day:
1. Seizing short-term arbitrage opportunities
This refers to taking advantage of price fluctuations, especially during the witching hour, when prices can become particularly volatile.
This volatility may present options arbitrage opportunities. Investors may consider strategies like straddles or strangles when volatility increases.
However, this also means a potential disconnect between the implied volatility and historical volatility of options, providing opportunities based on volatility predictions.
However, these strategies require a solid understanding of options and practical experience, so they are not recommended for beginners.
2. Avoid expiring options when possible
During witching days, the value of options expiring on these days can be highly unstable and risky.
While volatility can present opportunities, trading expiring options during these times is akin to "picking up pennies in front of a bulldozer," implying high risk for uncertain rewards.
Therefore, it's advisable for beginners to avoid trading options expiring around witching days.
3. Plan ahead to roll over positions in advance of expiration dates
Leading up to Triple Witching Days, rolling over options contracts is a popular tactic.
For example, if Alice holds a call option expiring on a witching day and is uncertain about the price direction, she could close out her current short-dated calls and purchase new ones with a later expiration on the same stock.
This allows her to keep upside exposure in case of a rally, while mitigating the volatility risk from that immediate expiration date.
Rolling over options usually requires manually closing your current trade, then opening a new one. This two-step process can create delays that lead to price changes working against you.
But on moomoo's trading platform, investors can roll options in a seamless, one-click move.
By closing the old position and opening the new one instantly, moomoo looks to minimize slippage risks and secure optimal pricing.
To roll options, here’s what you do in the app:
Head to the 'Accounts' section.
Find the option position you want to change and tap "Roll."
Pick the specific option you want to update and tap "Trade."
[Options ABC] Triple Witching Day: The Essential Survival Guide for Today's Options Trading
Any app images provided are not current and any securities shown are for illustrative purposes only and is not a recommendation.
That's what today's lesson is all about. Please leave a comment if you have any questions or thoughts about it.
Risk Statement
The examples provided herein are for illustrative and educational purposes only and not intended to be reflective of results any investor can expect to achieve. The figures shown in the examples are not guarantees or projections, and no taxes or fees/expenses are included in the calculations which would reduce the figures shown. Actual results will vary.
Moomoo is a financial information and trading app offered by Moomoo Technologies Inc. In the U.S., investment products and services on Moomoo are offered by Moomoo Financial Inc., Member FINRA/SIPC.
This article is for educational use only and is not a recommendation of any particular investment strategy. Content is general in nature, strictly for educational purposes, and may not be appropriate for all investors. It is provided without respect to individual investors’ financial sophistication, financial situation, investment objectives, investing time horizon, or risk tolerance. You should consider the appropriateness of this information having regard to your relevant personal circumstances before making any investment decisions. All investing involves risks. Any examples are provided herein are for illustrative purposes only and not intended to be reflective of results any investor can expect to achieve.
Options transactions are often complex and may involve the potential of losing the entire investment in a relatively short period of time. Certain complex options strategies carry additional risk, including the potential for losses that may exceed the original investment amount. Supporting documentation for any claims, if applicable, will be furnished upon request.
Moomoo does not guarantee favorable investment outcomes. The past performance of a security or financial product does not guarantee future results or returns. Customers should consider their investment objectives and risks carefully before investing in options. Because of the importance of tax considerations to all options transactions, the customer considering options should consult their tax advisor as to how taxes affect the outcome of each options strategy.
Disclaimer: Moomoo Technologies Inc. is providing this content for information and educational use only. Read more
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