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Can I download this once and then copy it to my other machines or do I have to download this individually on every one?

yes, once you download it, you can copy over the .app installer on a USB disk and use it to install on your other machines. You can also make a bootable USB installer from the .app

http://povolotski.me/2013/10/12/osx-mavericks-gm-out-bootabl...

You can create a usb key installer and use it to install everywhere

Reply on news.ycombinator.com