Summary

This article documents an issue experienced following an upgrade to 2018 R3.

Synopsis

Following an upgrade, the web application now fails to start with the following error:

java.lang.IllegalStateException: Unable to complete the scan for annotations for web 
application [/codeinsight] due to a StackOverflowError. Possible root causes include a too low 
setting for -Xss and illegal cyclic inheritance dependencies. The class hierarchy being
 processed was [org.bouncycastle.asn1.ASN1Boolean->org.bouncycastle.asn1.DERBoolean->org.bouncycastle.asn1.ASN1Boolean]

Discussion

Reinstalling the system resolved this issue.