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How to move large number of files from one drive to Another Overwriting older files and keeping new ones intact

I want to move a large number of files from one drive to another. However, if I encounter duplicates, I would like to have the older copy overwritten.
Is the drag-and-drop method smart enough to detect whether I'm overwriting and old version of the file?
I'm always afraid that when I click "yes to all" the unthinkable is going to happen and I'll overwrite the newer file with the older copy.
... or do I have to buy a file migration app.
Disaster RecoveryStorage SoftwareWindows 7

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8/22/2022 - Mon