I'd suggest to add a logger to gather as much details as possible using the 
UI:
- https://wiki.jenkins.io/display/JENKINS/Logging

IIRC, long time ago I had some issues with the Jira plugin something 
related with the restapi and login, but the only way I was able to debug 
what caused the issue was by adding loggers, even for the apache http 
library. I don't remember exactly how I fixed :(

Cheers

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