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https://support.google.com/a/answer/6374496?hl=en
To use hosted S/MIME encryption, S/MIME end-user certificates must be uploaded to Gmail. The certificate should meet current cryptographic standards and use the Public-Key Cryptography Standards (PKCS) #12 (a transfer syntax for personal identity information) archive file format. See this Internet Engineering Task Force document for information about PKCS #12.
https://security.googleblog.com/2017/02/hosted-smime-by-google-provides.html
To use hosted S/MIME, companies need to upload their own certificates (with private keys) to Gmail, which can be done by end users via Gmail settings or by admins in bulk via the Gmail API. From there, using hosted S/MIME is a seamless experience for end users.
https://www.xda-developers.com/gmail-v7-2-prepares-to-add-support-for-smime-enhanced-encryption/
Gmail v7.2 Prepares to Add Support for S/MIME Enhanced Encryption. If there’s one lesson everyone learned thanks to a certain high profile election, it’s the importance of e-mail security.Author: Mishaal Rahman
https://support.google.com/mail/answer/6330403?hl=en
Email encryption in transit S/ MIME is used to support enhanced encryption in transit, and automatically encrypts your outgoing emails if it can. Important: These steps only work if …
https://www.tomshardware.com/news/google-hosted-smime-gmail-encryption,33582.html
Google adopted S/MIME encryption for the enterprise version of Gmail, but it comes with a compromise: The encryption is no longer end-to-end, and Google can decrypt all S/MIME emails.Author: Lucian Armasu
The Gmail app on Android devices does not support S/MIME. Google does not currently support the S/MIME protocol on the Gmail Android application. You can receive digitally signed messages; however, you will not be able to verify digital signatures, and you may not be able to open email attachments.
https://answers.microsoft.com/en-us/windows/forum/apps_windows_10-outlook_mail/windows-10-mail-digitaly-signencrypt-emails-smime/c24742e1-f655-4c9f-bfc9-ee1f3fa69ac3
Apr 15, 2018 · Windows 10 Mail (and Calendar and Contacts) is a very basic product and as you day, doesn't support general S/MIME unless you are using an email address hosted on an Exchange Server (I've not actually tried this - but this is what the documents say).
https://www.computerworld.com/article/3322497/gmail-encryption.html
Gmail encryption: Everything you need to know This easy-to-follow guide will help you understand what's going on with Gmail encryption and what you can do to maximize your messaging privacy.
https://support.mozilla.org/en-US/questions/1057454
Somehow this does something different than configuring "send options". If I switch "always-html" off then mail goes to the gmail spam folder and if I switch it on mail arrives in the gmail inbox folder of my gmail contacts. Thanks again for your efforts.
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