Ok, I think I resolved it. I believe it was a library issue. I installed afflib and then reinstalled tsk and autopsy. Seems to be working now.
Thanks Eric and Jeremy.
The strange thing to me though is why the hash values wouldn't match when it tried to import something it didn't understand.
For example, this is the output from attempting to upload the jo-favorites-usb-2009-12-11.aff image and asking it to verify the image hash value against the original capture value (from the midterm file: hash.txt):
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Calculating MD5 (this could take a while)
Current MD5: 8FABF27A24E7851C1C448FBC04544C47
Integrity Check Failed
Provided: 9B12E279322223175F4B3E410A5118C3
Image not added to case
-------
When it doesn't recognize the image, is it actually modifying the image during import? Seems like a bad concept.
Thanks,
Zeyn