Plesk

Error when connecting to a mailbox using SSL/TLS: ssl3_read_bytes:sslv3 alert bad certificate

Symptoms

Cause

The SSL certificate securing the mail server at Tools & Settings > SSL/TLS certificates is different from the mailbox that is being configured.

Note: SNI support is not available to the Postfix mail server on Plesk Onyx, more details here.

Resolution

Plesk Onyx

Upgrade Plesk server from Onyx to Obsidian, since Plesk Obsidian has SNI support.

Note: In case update to Plesk Obsidian is not possible, the domain, in which SSL certificate is protecting mail server in Tools & Settings > SSL/TLS certificates, should be configured as mail server address on the mail client software (Outlook, Thunderbird, etc.).

Plesk Obsidian

Secure mail on the domain by using the instructions from the article below:
How to assign a SSL certificate per domain to secure the mail server in Plesk (SNI support)