I've read HoH tourney editions at least 3 times now, and each time is like reading it new.
While much of the info in it is old, and styles have changed, I am currently re-reading Super Systems, again, it reads as if new.
seem unique in this way. Once you learn Algebra, it internalizes fast. Once you read a History book, it does whatever history info does (it did not internalize for me).
But poker books are different. The first read thru, we seem to glom onto stuff we think we know, reinforcing it or learning that we were wrong and thus re-evaluating our thinking. We tend to nitpick stuff on the firsts go thru, and miss stuff that is important.
The good books are the ones that make us think and re-evaluate. They may seem outdated, but only because styles overall have evolved. Often they have evolved to the point where old styles can become new styles again.
On many occasions, when I have to internalize some particular action, I will do it at play tables, where I can do it over and over and over till it becomes 2nd nature.
So, yes, revisiting old info is more useful than most of us want to admit.