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Signing emails

Signing emails are sent one of two ways:

  • From your mailbox through Microsoft 365 (Microsoft Graph). The email comes from your own address and is saved in your Sent Items. This needs you to be signed in with Microsoft at the moment you act: always the case in Teams, and in the browser after Sign in with Microsoft.
  • From the service through its email provider. The sender shows as Your Name via the service’s sender name, from the service’s address, with replies going to you (Reply-To). Emails that aren’t on your behalf come from the service’s address only.
Email Sent to When How it’s sent
Invitation (Please sign …) Signers whose turn it is When you send From your mailbox if you’re signed in with Microsoft; otherwise, or if that fails, from the service on your behalf
Invitation for the next signers The next group in an in-order request When the previous group has signed From the service on your behalf
Manual reminder Signers whose turn it is who haven’t signed When you choose Send reminder From your mailbox if you’re signed in with Microsoft; otherwise from the service on your behalf
Automatic reminder Same On the schedule you chose From the service on your behalf
Copy notice (… shared … with you) People who get a copy When you send From the service
Completed Every signer and copy recipient, and you When the last signer finishes From the service, with the signed PDF attached if it’s 10 MB or smaller, plus a download link
Declined You When a signer declines From the service, with their reason
Canceled Signers who were already invited When the request is canceled From the service, with your reason

Other emails from the service: email confirmation and password reset for owners, a welcome message when an owner adds a user (on the owner’s behalf), and a payment-failed notice to owners. See Mailgun for how operators set up the sending domain.