I'm glad you started this thread and got so many replies because I asked your very question to a CM via Chat on DVC site and was told "they didn't have the answer at this time." I was sure the answer would be it activates the first time you go into a park, but when they gave me that reply I didn't know what to think! She told me to keep checking the DW site.
Basically my trip will be Christmas 2022 and probably a small one before that, but the way it works out I may have another short one after Christmas that falls in that 1 year period. I'm doing the math.
I was just so confused at the CM's confusion!

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I’m glad my thread was helpful to you! I had the same issues in the past when using the Chat feature or calling Disney directly. I find Disboards is a great place to ask questions there are so many people on here that have the same love of Disney and are willing share their knowledge and expertise to help others plan. I prefer asking questions on here over calling Disney directly actually. The people on here are wonderful and are so helpful and informative. Have a great trip in 2022!