For anyone that cares, I figured out the "problem"... the webhelp files that it hits the wall on are the compiled search files... They are the only files in the system that have line lengths that are RIDICULOUS in length... I'm looking at one right now that has 32767 characters all on one line...
I'm absolutely certain that that's the problem... Thanks for everyone's help -- http://mail.python.org/mailman/listinfo/python-list