Frequently Asked Questions

Stock Options

 What are the risks involved in trading options?

The risks from buying Options (if you decide not to sell them before expiration) are that they will expire worthless, assuming they are out-of-the-money. On expiry, if the Option is ITM by 0.01 or more, it will be auto-exercised by the OCC. Post auto-exercise, the underlying stock price may have drastic price movement(s) during the extended hours trading hours, which in normal circumstances warrant the position to be OTM. As such, for positions that are delivered/taken, delivery may experience a loss instead (even if the auto-exercise was ITM).

Aside from buying Options, many investors get excited about selling Options because they get paid upfront for their trades.

Investors that sell short puts and covered calls are taking on specific risks. In the case of a cash secured put write, you risk being put stock, which we have mentioned above. Let’s look at the Microsoft (MSFT) 21 December 2022 US$110 Put Write, which expired in-the-money, again.

If we sold one contract, we would be required to purchase 100 shares for US$110 per share at expiration, costing US$11,000. Every put write carries the risk of exercise. However, this is unlikely to happen, hence selling too many options that expire in the money can be costly.

In the case of a covered call strategy, the risk lies with the possibility of the buyer calling your stock away.

Assuming you bought 100 shares of Microsoft for US$110 per share, your invested capital is US$11,000. You decided to engage in a covered call strategy. If your covered call expires in-the-money, you would have been required to sell your 100 shares for US$100. The buyer would have paid US$10,000, resulting in loss in money on our trade although the premium from the selling of the call option will still belong to you.

When selling covered calls, you risk losing money from your stock position at times.


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