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SSH support requires a reasonably recent version of Bouncy Castle. WDT picks up Bouncy Castle from WLST so, for example, the 12.2.1.4.0 GA release fails with the following error, as mentioned at https://github.com/hierynomus/sshj/issues/895. Applying a recent PSU should resolve the issue for 12.2.1.4 and 14.1.1.
SEVERE Messages:
1. WLSDPLY-20008: verifySSH argument processing failed: Failed to initialize SSH context: Failed to SSH connect to host myhost.oracle.com: no such algorithm: X25519 for provider BC
SSH support for the Update Domain Tool and Deploy Apps Tool does not work when using an archive file and the remote WebLogic Server is running on Windows using the optional, Windows-provided, OpenSSH component. This is due to an issue with the SSHJ library WDT is using. See https://github.com/hierynomus/sshj/issues/929 for more information.
See https://oracle.github.io/weblogic-deploy-tooling/userguide/limitations/limitations/ for the current set of known limitations.