vSphere 6.5 – Unable to upload files to Datastore or deploy OVAs

This post is applicable to customers using VMware vCenter Server 6.5.

Problem:

  1. vCenter Server deployed with Self-Signed Certificates.
  2. Login to vSphere Web Client.
  3. Try to upload a file to a Datastore and receive the message: “The operation failed for an undetermined reason. Typically this problem occurs due to certificates that the browser does not trust. If you are using self-signed or custom certificates, open the URL in a new browser tab and accept the certificate, then retry the operation.”
  4. Try to deploy an OVA file and the deploy OVA task hangs at 0% and must be cancelled.

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