So, it’s important to remember to use the same browser on the same computer to both generate the keypairs and collect the certificate. Historically, only Firefox and Internet Explorer contained the cryptotools capable of generating public/private keypairs that could be certified by a CA. At the time of writing, Let’s Encrypt doesn’t offer S/MIME certificates. I’ve used a number of services in the past raging from Verisign, StartSSL, InstantSSL to Comodo, but currently, only Actalis offers free certificates for personal use. The number of sources of free S/MIME certificates has dried up recently. If you don’t have your own in-house certificate authority, you can obtain individual key/certificates from a number of public certificate authorities (CA).
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