Resolution:
There is a misunderstanding that HTTPS properties uploaded to a WSS folder for TargetOperations must specify absolute file locations for keystores. Because the properties file uploaded goes to /wss folder and the keystores uploaded go to /security/keystore folder. However, the keystore path references in the HTTPS properties file can be specified as a relative paths under $asgconfighome folder. For example, security/keystore/mykeystore.jks. Attached is a sample (Filename: req_https.properties) for reference. The property to look for in this file is "com.tibco.trinity.runtime.core.provider.credential.keystore.truststore.keyStoreLocation".