Raymond Chen's post on UUID sort orders has been indispensable to me at various points: https://devblogs.microsoft.com/oldnewthing/20190426-00/?p=10...

It's fun to note that the worst possible UUID sort order in existence isn't Microsoft's fault but Sun's. They missed the "unsigned" catch to those integers in the struct and Java sorts UUIDs as signed integers. (Which is why sometimes you'll notice in for instance Android apps Guids get sorted such that that 8000... < FFFF... < 0000... < 7FFF...)