There have been some opportunities lately buying cheap options on expiration day, a few minutes before the close and then trading the after hours market in the stock. For example in Tesla the just out of the money puts and calls, that appear to be worthless, were trading around .10 on Friday. If you buy these it allows you to trade the after hours market of the stock. Tesla had a range of about 6 after hours Friday, so you would have been able to make some money doing this. SPY is another good candidate. If you consider this trade, make sure you know your brokers cutoff time in accepting exercises and how to submit them. The OCC has a 530pm et deadline, but most brokers will have an earlier cutoff time. Also it will help with the margin on buying the stock if you have a PM account.