My DW goes crazy with the planning. Not only trying to make sure we can do all we want to do but keeping in mind costs and looking for discounts, etc.
The last time we went to WDW she had an Excel Spreadsheet that color coded events, meals, parks... Every day after work, she would "Re-Evaluate" based on new information. (such as a reservation that we REALLY wanted opened up so she would cancel the old one that we settled for, update the spreadsheet, the colors, etc...)
My DD (17) told me the one day, that "Mom finally finished the itinerary" and this was 3 days before we were leaving. I just laughed. I told her that "Mom will probably make changes tonight when she comes home from work."
DD - "No, Mom said she was done with it."
Me - (laughing) - "Okay, we'll see."
I was wrong, she did not make changes that night when she came home from work. She came home late and didn't have time. She did however make changes the next day (2 days before we left).
Despite my DWs obsessive compulsive scheduling, I truly appreciate the effort she puts into it.
Already have a "Plan" for our June 2016 trip. I am sure it will change no less than 1000 times before the actual trip though.