I always start w/ when do I want to go & then figure out which annual allotment of points I can use to book that trip.
A Feb. 2023 trip would occur during a June use year’s 2022 allotment (6/1/22 - 5/31/23.)
Then I consider do I have points leftover from the prior year’s allotment that I have banked or can still bank & need to use before they expire - so any 2021 points I need to use up?
Then I figure whether using my banked & my current 2022 annual allotments gives me enough points to book what I want.
If I’m still short points I can borrow up to half of next years 2023 allotment.
Resale contracts have differing point situations, some may have banked points already - aka loaded contracts, others may have no banked points, zero current points, & occasionally less than a full allotment of next years points - aka stripped contracts. It’s smart to work out how the point situation in the contract you are looking at works w/ your own short term needs. Long term, of course, you’ll be managing your own points, but if you have several listings to choose from then the current point situation can play into how much you’re willing to pay for one contract v. another.
Because you must bank points in the first 8 months of your use year - so for June that’s by January - if you buy a June use year contract right now you’ll likely lose any unbanked 2021 points so they have no value to you. A December use year contract, on the other hand, doesn’t have to bank until the end of July - so 2021 points in one of those still have a lot of value. It would be the opposite if you were buying in Sept..