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What is the worst IT setup you have seen at a company?
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You don't actually have to set all the modification dates to now, you can pick any other timestamp you want. So to preserve the order of the files, you could just have the script sort the list of files by date, then update the modification date of the oldest file to some fixed time ago, the second-oldest to a bit later, and so on.
You could even exclude recently-edited files because the real modification dates are probably more relevant for those. For example, if you only process files older than 3 months, and update those starting from "6 months old"^1^, that just leaves remembering to run that script at least once a year or so. Just pick a date and put a recurring reminder in your calendar.
^1^: I picked 6 months there to leave some slack, in case you procrastinate your next run or it's otherwise delayed because you're out sick or on vacation or something.
Change the date on all the files by scaling to fit the oldest file. Scale to 1 year as a safe maximum age. So if the oldest file is 1.5 years old, scale all files to be t/1.5 duration prior to now.