To Kovidgoyal,
Do you think if I downloaded Sigil I could use that to define the order of files read in such a way that the jpg would be the first to appear by default? (Although I worry that I'll be spending more time learning programming than actually reading books

Also I don't know what you meant by "IIRC." On the other hand I wonder if, since K2 reads AZW, if I use that format as output would there be any difference in the read-order of the files?
By the way I just started the whole e-reading approach and luckily found and installed Calibre before I even received my e-reader. Glad I did because this is the best program I've seen for conversion and library organization. Simply amazing. Thanks