I guess I'm not paying too close attention here.  =)
Is the cabrillo text file in otherwise proper form?  The problem probably 
relates to rule against using the "/" character in a file name.  This would 
be true in either DOS or Windows.  As long as your callsign is correct in 
the Cabrillo report, I believe everything should be ok.  Just rename the 
appropriate Cabrillo file with your callsign.  Also, ARRL wants the 
Cabrillo format to have a "log" extension, rather than a "txt" extension.
73,
Ken
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