I'm on the other side...I sell the leaps!! But the longest I will go out is 18 months. A lot of BAD stuff can happen in those 18 months. The only ones I do it on are companies that are super solid and have a built in 6-10% profit if it gets called away. The last one I did was BABA. Bought it for $179.something and did a covered call for 18 months away Jan 21. The option was for the $180. and I got $21.+ ($2,100.+) for the option.