Heya, I found how you can digitally sign and encrypt emails! (It even gives them a cool icon for others to see!), and I haven’t seen anything about it before so I thought I’d share how I did it!

Do you also want to send encrypted emails and sign them? Just follow these few steps!

But beforehand, let’s define some terms :

  • Signed email : Email with a valid numerical signature. Anyone can read it and know it has not been modified since it was sent.

  • Encrypted email : Email encrypted with the recipient’s public key. They can decrypt it with their private key

  • S/MIME certificate : A .p12 file containing your private key (So keep it for yourself and don’t send it to anyone!!) and your public key.

Okay, now it’s time to…

Start the setup (Obtain an S/MIME certificate)

  • You’ll need to ask to an authority for a certificate. Personally I use Actalis because they give free certificates for multiple email addresses, valid for a year (you need to redo the setup every year). If you don’t want to use Actalis, more info is avilable here.
  • Don’t forget to put the website in english if you don’t understand italian.
  • Go on the page to request an S/MIME certificate, create an account and follow the setup. The verification email can take a little while (~2min)
  • When the setup ends, you’ll have a valid certificate in your dashboard (It can take a few minutes to appear if you just verified it) that you can download, and a password that Actalis emailed you to enable your certificate.

Install the certificate

  • Download the .p12 file, then open it, type your password, and leave the default options to install the certificate on your device (Android or PC, on Android pick “For VPN and apps”). Don’t delete your old one, so you can still decrypt old messages sent on the expired certificate
  • Use an S/MIME compatible email client. On PC, there is Thunderbird, on Android, FairEmail.
  • In your email client settings, importer the S/MIME certificate pofor signing AND encrypting your messages. It changes depending on your client, so here it is for Thunderbird :
    • In the top-right menu, go to Account settings, End-to-end encryption, underS/MIME click on Manage S/MIME certificates, Import and pick your.p12 file. Then, pick Select a certificate, and pick yours from the tab “Your certificates”.

An image is worth a thousand words (Sorry for the french)

Don’t forget to check the box to sign and/or encrypt every message just below, if you want!

Communicate with someone

Once this is done, here is how you can communicate…

  • …While signing your messages :

It’s easy, just click on “Sign” before sending. Usually, email clients show a small medal next to your name to show the email is signed.

  • …While encrypting your messages :

For that, you’ll need your recipient’s public key. They needs to send you a signed message (not encrypted, since you don’t have each other’s key at this point) where you can get their public key from their signature, and add it to your email client, which will allow you to encrypt messages you send to them. Then, send them a signed email (you can encrypt it) so they can get your public key and add it to their client, and then you’ll be able to exchange encrypted emails!

I’m not an expert and probably made a few mistakes, if you spot any please tell me in the comments and I’ll try to fix the guide!

  • Kualk@lemm.ee
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    2 months ago

    Yes, it exists.

    But the receiving side needs to have its own certificate or to be more correct a private key represented by the certificate.

    Most people don’t know or don’t bother to obtain one.

    Same problem if PGP is considered.

    Cert based solution is supported by many clients, so it is easier on end user than PGP. But PGP is easier to manage for free. So there are some trade offs on both sides.

    The technology is very old for both cases. It has not caught on due to friction of key management (PGP private key or certificate in case of S/MIME).

    It is perfect if you want to communicate with family or friends as you can ensure everyone in your circle has their own private key. Even then I guarantee you will experience some friction to get this through.

    Organizations can have it easier as they can issue certificates to their users. But then problem of trusted certificate authority comes into play, if they use their authority. If they use well known authority, they have to pay.

    So, you can see how there’s friction in the solution. IMO, It is a good solution.