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Setting up OfficeClip SMTP with Gmail

Use the following settings for Gmail

  1. SMTP Server: smtp.gmail.com.
  2. Port: 465.
  3. Require SSL/STARTTLS: Yes.
  4. Require SMTP authentication: Yes.
  5. User name: your Gmail email address.
  6. Password: your Gmail password.

If your Gmail SMTP is not sending out emails these could be due to:

Gmail Security system has blocked the IP of your server. When you try to send an email via Gmail SMTP, if you receive a reply from google saying "Could not Authenticate", you need to allow the new IP address to Google Account. You need to go to https://security.google.com/settings/security/activity and check mark on Allow less secure apps.

Also, check if your administrator has blocked the outgoing port 465 from your domain

To check the low-level SMTP negotiations go to https://your-officeclip-ip/officeclip/systemtest.aspx?mode=1 (note that the link is dependent on your installation of OfficeClip).