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Gmail - Google Mail with System Five

This document is also available as a FreshDesk Solution Article

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This will work in both the On-Premises version of System Five and in the System Five On Cloud environment.

Be aware that Microsoft Outlook configured with Gmail is a better user experience since it allows you to see what emails are being sent and received. With the Google Gmail setup, System Five is handling the sending of emails, and you are not able to track whether an email has been sent without opening a web browser and logging into Gmail to see if your email is going out. 
You don't need the virtual channel or the Remote POS Device Manager if Gmail is being used for sending emails from within System Five. To be clear It is only utilized to send emails from within System Five. System Five doesn't receive emails.
This Gmail setup does have it's limitations. We only present it as a solution for people that either doesn't have Outlook or don't want to invest in purchasing Outlook.

Prerequisite

You will need to have a functional Google Gmail account before you set this up. If you don't have one you can get one here.
Create Your Gmail Account

Gmail Settings

To enable POP in Gmail. Don't forget to click Save Changes when you're done.

System Five Setup

If you are getting access violations when trying to send invoices through Gmail, you may need to change the incoming POP port from :995 to :465
Even though we don't import emails into System Five, this incoming mail server setting must be there and set to a valid POP Address and port.

More Details

Error Messages

If you get an error saying invalid credentials, check that you have entered your password correctly in the email settings of System Five.

Also the error below could also point to invalid credentials.


If you are getting SSL Timeouts or SSL Authentication errors, two things may be causing the issue.

1. you can try setting the Incoming POP port from :995 to :465 and the Outgoing SMTP Server to :587.

2. Verify that your Gmail account allows “Less Secure” email programs to access Gmail.


Select Sign-in & security.

Make sure Allow less secure apps is On.

- If you are getting the error below saying “No Mail Client installed or configured…“

The issue is being caused by the “Connect to Outlook via OLE Automation” being checked in the user settings.

Even though this setting is greyed out it is still causing System Five to look for an email client.

To disable it you will have to set the Email Option to “Email through your email client” to be able to uncheck the “Connect to Outlook via OLE Automation” check box, and then re-select “Email Directly” Option, then click the OK button to exit.

Other Email Setups and Configuration

The following video will show the configuration settings and method for generated invoices in the PDF format and sending by email.

Configure and email PDF Invoices


Created by Steve Wind May 13 2019
Updated by Steve Wind April 21 2020