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Most external devices like those are plug and play (Plug n Pray) and if it is not working it is because:
A the Mac is new and will not recognize "legacy" tech.
B To my knowledge there is no drivers for those but it should work on PC's.. even then you may have to use a DOS shell to get it to copy/transfer properly
see if there is an available Mac "DOS" emulator.. this may work but it may not... If you are trying to transfer native mac programs then even PC may not "see" what is on the disk.. so If you go a PC rout you may have to use a "MAC" emulator to see the data.. hopes this helps.
OSX updates are downloaded and shown in the AppStore on your Mac. If you go to the App Store and select the updates tab at the bottom, you should see El Capitan as an update there. All you need to do is hit install if you have downloaded already.
There could be many reasons. You haven't stated the OS of your computer or the game version. You have to match the compatibility of the software program and your operation system, windows/ Mack-book etc. before installation. Check these and provide additional information so relevant help can be posted for your convenience.