I moved my Aperture educator's version onto my new iMac but now I cannot open my photos. Do I have to buy the latest version again?

OSX version 10.9.4
Aperture version academic 2.1.4

Aperture 2 is not supported on OS X 10.9, in fact it has not been supported since 10.6. While some of the functions might work overall it will not run sufficient;ly well to use and corrupting your library is a real possibility.
So yes you will need to upgrade to the latest version of Aperture by buying it in the Mac App Store. Keep in mind that Apple has announced that Aperture is being discontinued. It will work with the new OS coming out in the fall but will be replaced by the new Photos app now being  developed.
regards

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