Hi sifu-sifus sekalian, planning a 14 days trip to Japan on Nov. these are the draft itinerary, need more research.
Day 1 - 31st Oct, Wednesday
345pm reach Kansai Airport
Free & Easy & check in hotel
Day 2 - 1st Nov, Thursday
- USJ whole day
(Choose weekdays, not so pack on weekend)
Day 3 - 2nd Nov, Friday
- Nara day trip
Day 4 - 3rd Nov, Saturday
- Kobe day trip
Day 5 - 4th Nov, Sunday
- osaka amazing pass
Day 6 - 5th Nov, Monday
- Kyoto
Day 7 - 6th Nov, Tuesday
- Kyoto
Day 8, 7th Nov, Wednesday
Kyoto - Tokyo 6 hours.
Day 9 - Day 14
Tokyo - not sure of the itinerary yet.
Will include Disneyland, Akihabara, Owl Cafe for now

Since I’ll be travelling a lot, I’ll get the 14 days JR Pass. Should I get Tokyo subway ticket? Understand that JR Pass cover most of the area

need to do more research for the line coverage
oh almost same timeline. me is 10th nov to 25th nov.
try to get 7 days JR pass instead since most of your trip is concentrated in either kansai area or kanto area. then from day 9 to day 4 can get the 72 hours subway tix.