Just wondering if this ever happens much??
ITM then OTM or vise versa...
Caveats at Expiration
While the majority of
options never reach their expiration dates due to traders offsetting or closing their positions before that time, some options do live on until their actual expiration times. This delay can create interesting dynamics because the last time for trading can be before the expiration time.
This time difference is not a problem when the
underlying security also closes for trading at the same time. However, if the underlying security does trade beyond the close of trading for the option, both buyers and sellers might find that the exercise of their contract is automatic if they were
ITM. Conversely, they may expect the automatic exercise, but after-hours trading in the underlying asset may push them
OTM.
Rules covering these possibilities, especially at what time the final price of the underlying is recorded, can change. So, traders should check with both the exchange where their options trade, as well as the
brokerage handling their account.
Example: SPXW Weekly Options
SPXW are
weekly expiration cycle options on the
S&P 500 Index listed by the CBOE. SPXW Weeklys are settled on the last trading day, typically a Friday for SPXW EOW Weeklys.
As with other afternoon-settled index options, the exercise-settlement value is calculated using the last (closing) reported sales price in the primary market of each component stock. On the last trading day, trading in expiring SPXW Weeklys closes at 3:00 p.m. Central Standard Time (CST). All non-expiring SPXW Weeklys, meanwhile, continue to trade until 3:15 p.m. CST.5