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Site 1: They seem to be Media Kits (whatever they are...), see below for their statement.

Please Note: Media Kits are disks containing software that can only be used if your organisation has an existing Licence Agreement. As part of such agreements, users will be provided with a licence key that will enable the software. Without the required licence key, the software will not install.

Site 2: Maybe the same as above, but couldn't find a clue.
Here is some part of their licensing business:
http://uk.insight.com/content/solutions/software-services
 
Just come across this in ebay. Looks genuine but dont understand how he has so many discs?

ebay: 330345528444
 
Just come across this in ebay. Looks genuine but dont understand how he has so many discs?

ebay: 330345528444

He might be a member of an organization that just bought a ton of iLife licenses, but they also came with disks. Why would you need a hundred physical copies?
 
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