Office356 Mail - STARTTLS vs SSL

Copper Contributor

I'm trying to set up PingOne for Customers to integrate email services with Office365 and I'm receiving this message when testing the connection:

Could not connect to SMTP host:, port: 587; nested exception is: Unrecognized SSL message, plaintext connection?.

Ping support provided this guidance:
Looks like Office365 supports 'STARTTLS '(TLS) while 'SSL' connection is expected by PingOne (SMTPS).

Has anyone else seen this error message before? Is there a way to configure Office365 for SSL?

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