I don't know anything about Macs, but Morzhoff's suggestion about the stand-alone firmware updater is a good idea. You can also put it on a CD or USB flash drive and run it from a PC, saving you the hassle of doing a full install of Connect on somebody else's machine. If you go to the sony.com site and click on Service and Support, Drivers, then type in "PRS-500" for the model and select "Updates" you'll find the download.
I'm not sure about protected content (i.e. stuff you buy from the Connect store for a Reader properly authorized to your account) but you can put any non-protected files (RTF, LRF, PDF) on a card and just put that in the Reader.
If you do a search of the Reader forum here for "mac", "parallels" or "bootcamp" you'll find a lot of discussion about running the Connect software on an OS-X machine. But, as noted above, doing a firmware update under a virtual machine environment is very risky since that code tends to be sensitive to small timing or interface issues.
Hope you get your Reader working, but at worst it will just need a trip back to Sony. Let us know how it works out!
Cheers,
Bob
Last edited by BobVA; 07-29-2007 at 08:38 AM.
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