If you want it automated, an oversimplified way would be to use an MS-DOS batch file or a Unix equivalent for Mac OS or Linux. I could write one in 10 minutes. You'd still need a removable drive, though. The main problem is you would need to interact where an identical filename exists. Forgotten how (un)sophisticated each console is regarding mentioning which is newer.
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Life is like an adventure game: if you don't click, you don't get it
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