Sync many USB thumb drives to PC or NAS?

purdybread

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TL;DR: I would like to be able to sync 5 or 6 individual USB drives to a folder on PC/NAS as and when they are plugged in.

I have a user that insists on storing various stuff on an array of USB pen drives, so he can 'take it with him when needed' However he isn’t using the USB drives purely just for transportation, they often contain the only copy of some of his data.

I have stressed and stressed and stressed the potential problems with this, not to mention he can remote in to his PC when he wants, negating the need to take the data with him.

Anyway he isn’t going to change his ways so I was hoping I could set something up that any time he plugged a drive in it would sync it to a folder on the PC or better still the local NAS drive. I looked at SyncToy and Aoemi Backupper but unless I'm wrong they seem to be more suited to syncing a single drive, with an identifiable folder structure.

Is this maybe something for command line or scripts? I know little of either, but enjoy a challenge :)

Any help appreciated
 
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Why not convince him to use some sort of DropBox style sync folder on all his devices and dump the thumb drives completely?

I can understand that having to remote desktop into his work computer is a pain every time he needs to open a file, but having a sync folder is even easier than the thumbdrive.
 
Why not convince him to use some sort of DropBox style sync folder on all his devices and dump the thumb drives completely?

I can understand that having to remote desktop into his work computer is a pain every time he needs to open a file, but having a sync folder is even easier than the thumbdrive.

Oh believe me I have tried. But you know the type, older, don't like change, have their own methods, etc etc. Still uses an xp box at home, aol email, only recently convinced him to ditch IE.

At this stage I'm trying to cover my own ass, if I can backup the drives when he plugs them in at work I can rest easy knowing that if the drives fail or get lost I have had the foresight to do something about.

He will be in for quite a shock when the boss (my client) swaps out the windows 7 boxes for Windows 10 in the next few months!
 
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