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Recommendation for a Windows 'Calandar Widget'
(lemmy.world)
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I think Rainmeter is your best bet. I haven't used it in a decade or so, so I have no idea how well it performs now, but it was the thing to have back in the good ol' days.
Ah, I forgot about Rainmeter...the most complex option for something seemingly so simple. I'm honestly surprised that a calandar widget isn't a more common thing.
For your needs, I don't think it would be that complex, and it should be able to do anything you need it to.
I'm not worried about, the more complex option is more fun anyways.