I have had this problem too and managed to fix it. I just can't remember for sure which file caused the problem.
Anyway, go to your saved games folder for that career, probably something like:
\My Documents\SH3\data\cfg\Careers\"Captain Name"\
One of the files there contains an invalid date. I'm pretty sure it was one of the Log_*.cfg files, most likely Log_0.cfg in my case. Those files contain dates in the format:
Date=19390801
For whatever reason one of the dates was messed up and, if I recall correctly, read "Date=00000000", or something equally silly.
Fixing this line manually to show the correct date fixed the problem. Of course, figuring out what the correct date should be might be a problem. Just enter a date close enough if you're not sure. These dates are used to calculate the time spent at sea.
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