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SMTP with Office365 and Google Apps for Business

I am trying to setup Messaging in Mars options, but it does not work with SMTP settings for either Office 365 or Google Apps for Business. Do you have any recommendations for getting either to work with messaging? This is a must have for us because we have our encryption gateway configured to secure all outbound emails. Also, we would prefer this to go through Office 365 because of our archiving/journaling rules.

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    Johnathan Lucky Official comment

    I have seen this before, the link below will assist you in resolving the issue you are having with this at this point and time.

    Christiansteven.com/_support/TLSSMTP.docx

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