We're seeing the following exception in our bamboo server logs when bamboo attempts to send a notification to hipchat:
2012-10-05 12:51:17,268 ERROR qtp1977220433-6806274 HipchatNotificationTransport Error using Hipchat API: sun.security.validator.ValidatorException: PKIX path building failed: sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target
at com.atlassian.bamboo.hipchat.HipchatNotificationTransport.sendNotification(HipchatNotificationTransport.java:75)
2012-10-05 12:55:08,067 ERROR AtlassianEvent::0-BAM::EVENTS:pool-2-thread-5 HipchatNotificationTransport Error using Hipchat API: sun.security.validator.ValidatorException: PKIX path building failed: sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target
This means that the SSL is not convinced that Bamboo is using the host it says it's using. If you're using a self-signed cert, make sure that it has your FQDN, or if you're using a commercial cert, make sure Tomcat is aware of its network location.
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