Pfsense Office 365 Smtp
Please check out Client was not authenticated to send anonymous mail through Office 365 for the latest information on this topic. Hi, We use the Office365 SMTP server to send e-mails Most of the times. Configuring SMTP e-mail notifications This recipe describes how to configure SMTP settings to send notification e-mails. Getting ready Sending e-mails from pfSense requires access to an SMTP server How to - Selection from pfSense 2 Cookbook Book. Outbound SMTP from TaskCentre to Office 365 is relatively straightforward. TLS authentication is required and is directed to port 587 instead of port 25 used when Exchange is hosted on-premise. Open the Send Email (SMTP) output configuration in Tools/Output. Take note of the configuration in the screenshots.
- Pfsense Office 365 Smtp Settings
- Pfsense Office 365 Smtp Outlook
- Pfsense Office 365 Smtp Setup
- Pfsense Office 365 Smtp Configuration
Prerequisites:
1- Office 365 Licensed User.
2- Windows Server 2016 OS.
3- Public Static IP (To add to the SPF policy to avoid getting emails flagged as spam)
4- Allow outbound port 587 on your Firewall.
Regardless of Windows Operating system you’re going to install the SMTP Role the steps are the same. You’re going to install the SMTP Server feature from the Server Manager as following:
First Launch Server Manager (Windows 2016) and click on ManageAdd Roles and Features
Next
Click next to choose the installation type, Make sure you choose the Role-based or Feature type of installation
Next select the server where you want to install the SMTP Feature
Pfsense Office 365 Smtp Settings
Click next to head to the next step, The SMTP feature is normally located in the Features page not the role so proceed further by clicking Next
Scroll down in the Feature page until you get to SMTP Server
Click on the checkbox next to SMTP Server and add the features which will automatically pop up
Click Next
Click Next again, Leave unchanged here
Click Install and you will get your SMTP Server ready
Open IIS 6.0 Manager to Manage your Relay
To setup SMTP server for relay through Office 365 follow those steps:
Set up SMTP
Open Server Manager, select Tools, and then select Internet Information Services (IIS) 6.0.
- – Expand the current server, right-click the SMTP Virtual Server, and then select Properties.
- – In the IP Address box, specify the address of the server that’s hosting the SMTP server.
- – On the Access tab, do the following:
On the Access tab, do the following:
- Select Authentication and make sure that Anonymous Access is selected.
Pfsense Office 365 Smtp Outlook
Select Connection > Only the List Below, and then specify the IP addresses of the devices that will be connecting to the SMTP server, such as printers.
Select Relay > Only the List Below, and then specify the IP address of the devices relaying through this SMTP server
- On the Delivery tab, select Outbound Security, and then do the following:
- Enter the credentials of the Office 365 user who you want to use to relay SMTP mail.
- Select Outbound Connections, and in the TCP Port box, enter 587 and select OK.
- Select Advanced and specify SMTP.office365.com as the Smart Host.
https://technet.microsoft.com/en-us/library/dn592151v=exchg.150).aspx>
Pfsense Office 365 Smtp Setup
Let’s make a test by creating a notepad file with the following Test
Ref:
Pfsense Office 365 Smtp Configuration
https://technet.microsoft.com/en-us/library/dn592151(v=exchg.150).aspx