I just booked a January date for the same reason. I put $51 cash on the reservation. I did not check to see when my last $50 credited but I seem to remember it credited almost immediately after the charge posted. Mine is pending right now so will watch it for a few days and if I'm too early I'll just cancel and rebook.
EDIT: I get confused on anniversary date. I opened the card 1st week of November 2020. Annual fee posts Dec 1.
I can see that I got the credit for late November bookings the last two years so I should be good to go. If it doesn't credit, I can rebook and try again, but I personally should be okay.
Looking at it again, the credit posted on the same date the charge posted after it was no longer pending.
If I were you I'd check your statements beginning with April 2025 to see if there are any credits you may have forgotten, as it looks to me my credit is available in November before my annual fee posts Dec 1.