The questions I run through before opening a put or a call. Tick them off on screen, or print the page (or save it as a PDF) to keep a record.
This is the list I work from. Edit it for how you trade. Ticking boxes isn't a guarantee of anything, and it isn't advice.
Related: Stock research guide · Cash planner · Roll comparison
Risk notice: Options trading involves substantial risk and is not suitable for every investor. Cash-secured puts and covered calls can result in losses, including significant losses from owning shares that decline in value. Rolling does not eliminate losses or guarantee a profitable outcome. Premiums are not guaranteed income. The educational material on this website is general information only and is not personalised investment advice or a recommendation to buy or sell any security or options contract.