Regardless if you trade weekly or monthly options you are going to consistently go through expiration each year. That said, you should feel 100% comfortable with the expiration, exercise, and assignment process when you eventually encounter it - because you undoubtedly will if you plan to trade options long-term for income. If you don’t feel confident in the processes or have questions that you just can't seem to get answered, then this section will help you.
Options expiration basics and the roll of the OCC in options trading.
Understanding the different types of expiration settlement.
Weekly options expiration timing and mastering the new date "tags".
Mastering the entire assignment and exercise process from start to finish.
Conceptual discussion about trading duration (timeline) and mini-option contracts.