I think your question is directed more at the enterprise, but for just one desktop,
I like to keep a folder structure organized enough to never have to rely on any extra tools to determine what I might save for possible later deletion. I might just make a folder and name it "older" or something similar, and then when I start running out of disk space, find one of these folders, quickly look at what is in it to see if I want to keep anything, and delete if it so be not needed, else I will use external storage.
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