Macs can read NTFS file systems right out of the box.
He's doing the right thing. Just copy everything to the external drive, and then copy it to the Mac. Once that's done, just change the file system of the external drive to HFS+ and then use it as a Time Machine backup device.
As for the "larger than 4GBs on a Mac" thing... Apple added support for large file sizes back in 1999, so I think he should be ok.
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