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"Failed to send request" Data Loader (Windows)

We are coming across the "Failed to send request" error (pictured below) when importing data via Data Loader UI.  This seems to be happening anywhere between records 5,000 and 5,600 (out of a 6,000+ record CSV file).  On the SF end, we have an after insert/update trigger on this object (just something to keep in mind since the trigger is processing these records as they are imported).


It appears that this is an issue outside of the data set since the errors would otherwise be written to the resulting failure file generated by Data Loader. The import process takes ~15 minutes to get to the 5,000 record mark so I wouldn't think that the connection is timing out or anything.


Anyone have any ideas?


 Data Loader Failed To Send Request Error

UPDATE: I upgraded Data Loader from 12.0 to 15.0 in the hope that this would resolve the underlying issue.  My first import test successfully completed just over 6,000 records, however the second quit after 5,600 again.