3 months is doable, but don’t expect beauty 
it takes some time … is not recommended if you have te time offcourse only thing is, you can get sometimes questions… and there is a moment is dificult to see from where it comes but stil it can work.
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After a while you might need to update the keyring first and then update the rest. That is what I had to do after updating a VM for the first time in 4 months.
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Just a hint on the side, just using yay is the same as yay -Syu.
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Once a week, huh? 
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Indeed, just ran into that problem on a system that hadn’t been updates since 1 Aug. For those that don’t know how to do it, run this first, then update everything else:
sudo pacman -Sy archlinux-keyring
Edited to remove a typo in the command above.
That does update everything else…
If you want to update only the keyring you can use:
sudo pacman -Sy archlinux-keyring
Just make sure you update the system immediately following that to avoid a partial upgrade.
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The longer you wait, the greater potential that you will need some manual intervention. A month old system may just work or may need some help. It depends what you have installed and what happened in the course of that month.
That being said, it isn’t impossible to update an older installation.
I have updated Arch installs that were 2 years old. It required a bunch of manual work but it was possible.
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You are correct, should be -Sy. It’s just such muscle memory to type that u, I typed in unconsciously…
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