Hard time deciding when to purchase

Since dues are assessed and paid on an annual basis, you pay prorated dues from actual date of signing the contract, no matter what your UY is. So the later in the calendar year you sign, the less you pay for dues.
Yes, I understand that.

I’m unsure if signing on May 1 vs May 30th makes a difference. Is it prorated on a monthly or daily basis?
It's daily - they will list the number of days for which you were responsible for your dues not the statement you get after you close. And, just a small quibble, they will actually prorate from the day you tell your guide "yes, I want X." If you wait a few days to sign, you won't save any dues for those days between in between saying yes and signing.
 
It's daily - they will list the number of days for which you were responsible for your dues not the statement you get after you close. And, just a small quibble, they will actually prorate from the day you tell your guide "yes, I want X." If you wait a few days to sign, you won't save any dues for those days between in between saying yes and signing.

To expand, it’s the day the contract gets drawn up…which is typically the day you say “yes”!
 

It's so hard because I worry if the incentives later on are better, I'll kick myself for jumping the gun.

I do think there's almost zero percent chance of us going with 100 resale VGC now though. Quite a change from when I started this thread!
 
I also wish I knew when that new Disney CC was coming out. Because even if it's just 1% more cash back, that's roughly $300 right there. Plus the bonuses with the card.
 
It's so hard because I worry if the incentives later on are better, I'll kick myself for jumping the gun.

I do think there's almost zero percent chance of us going with 100 resale VGC now though. Quite a change from when I started this thread!
Base price increases usually outpace incentives. While incentives can be better the overall price will be still be better buying sooner. With that said, it likely wont change all that much in either direction. The biggest waste/risk of money is buying points if you don't need them.
Good point. Historically, has it always been 20 or has it been other amounts?
They were higher at one point. $22
 
Incentives probably won’t be better until late summer at the earliest, and by then the price will be higher and you’ll have missed a year’s worth of points you could have sold back. Consider buying 7 days before this incentive period ends so you can compare with next incentive period (which almost certainly won’t be a better deal).
 











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