Or have you ever done a "digital clearout" instead? Chucking away old programs, CDs, wiping old HDs, deleting files deemed obsolete?
Have you ever deleted files, and then later regretted deleting those files?
I wonder if we are all digital hoarders to some extent since it's so easy to keep digital files?
The same with dropbox/gdrive, there are some files that I want accessible at all times, but no need to keep them on my laptop (selective sync them out). If I ever need those files I can simply go on the web interface and get them.