Email encryption MS outlook

Was using comodo email SSL certificate in MS Outlook email program with a friend. Theirs expired last week, mine next week. Comodo doesn’t offer free certificates anymore. Will Lets encrypt allow us to install ssl certificates and encrypt email with attachments through MS outlook ? If so are any older versions of outlook compatible ? Is there any charge to use certificates for personal or commercial use ?


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Unfortunately Let’s Encrypt do not offer S/MIME certificate (the certificate that allows you to encrypt a email address’s outgoing email).

Thank you

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