Pfsense Office 365 Smtp

Office 365 works differently then previous Exchange version where the Exchange Server was on preem. Resolution For NPrinting, go to Admin - Settings - Email Settings in the Nprinting Webconsole. SMTP relay lets Office 365 relay emails on your behalf by using your public IP address (or a certificate) to authenticate Office 365. To do this, you'll need to set up a connector for your Office 365 account, which is what makes this a more complicated configuration. In this scenario I would like to allow SMTP traffic to my internet provider so that an application in my test environment is able to send notification messages. In this environment I use pfSense. For this to work, you have to create a port forwarding rule on the LAN interface forwarding traffic to any IP with port 587.

Here I have enabledall the ports and choose the right certificate, I will also import theIntermediate certificate in case it was needed.

Hi, I am having trouble setting up an email service to send out email using a java program I have used the following settings props.put('mail.smtp.port', '587'); props.put('mail.smtp.host'.

I will go back tothe Exchange Server where I have all the certificates and export theIntermediate Certificate Portal 2 level editor mods apk.

In order to know theintermediate Certificate, I will go to the MMC and click on the personalcertificate and check it's path.

Iwill double click on the certificate and check its certification path

Pfsense Office 365 Smtp Setup

NextI will go to the firewall (NAT) part to configure the required ports and IPS.Click on Firewall tab and NAT

Note: On Exchangeserver the default gateway should be the LAN IP of the Pfsense or at least there should be a persistent route to the local IP of Pfsense.

I will save thisrule and check if I can browse to OWA from my browser, note that I amconnecting remotely and I have Exchange server hosted on hyper V from adifferent place.

Now I am replying the e-mail from Gmail to Exchange.

Everything seems to be working as expected..

Now it's time tomake sure that ActiveSync is working properly as well. I will first of alltest active sync with Remote Connectivity Analyzer www.testexchangeconnectivity.comor https://testconnectivity.microsoft.com

I will have to go toExchange Server tab and select 'Exchange ActiveSync' option for testing and click continue down right the window

Thenhere I will enter my credentials as you can see below

Testwill take about 15-30 seconds to finish

Thenhere it will show the expected result.

detailed result of the test

Pfsense Office 365 Smtp Settings

Note:

I have also tested it on my iPhone and it worked without any issue as well.

Hope this would be useful for anyone.

With the most Office 365 and Microsoft 365 plans comes the Exchange Online mail server. As long as you are using Outlook (or the Outlook app), setting up your mail is pretty simple. But what are the correct Office 365 SMTP settings for your scanner or web application for example?

Hi, I am having trouble setting up an email service to send out email using a java program I have used the following settings props.put('mail.smtp.port', '587'); props.put('mail.smtp.host'.

I will go back tothe Exchange Server where I have all the certificates and export theIntermediate Certificate Portal 2 level editor mods apk.

In order to know theintermediate Certificate, I will go to the MMC and click on the personalcertificate and check it's path.

Iwill double click on the certificate and check its certification path

Pfsense Office 365 Smtp Setup

NextI will go to the firewall (NAT) part to configure the required ports and IPS.Click on Firewall tab and NAT

Note: On Exchangeserver the default gateway should be the LAN IP of the Pfsense or at least there should be a persistent route to the local IP of Pfsense.

I will save thisrule and check if I can browse to OWA from my browser, note that I amconnecting remotely and I have Exchange server hosted on hyper V from adifferent place.

Now I am replying the e-mail from Gmail to Exchange.

Everything seems to be working as expected..

Now it's time tomake sure that ActiveSync is working properly as well. I will first of alltest active sync with Remote Connectivity Analyzer www.testexchangeconnectivity.comor https://testconnectivity.microsoft.com

I will have to go toExchange Server tab and select 'Exchange ActiveSync' option for testing and click continue down right the window

Thenhere I will enter my credentials as you can see below

Testwill take about 15-30 seconds to finish

Thenhere it will show the expected result.

detailed result of the test

Pfsense Office 365 Smtp Settings

Note:

I have also tested it on my iPhone and it worked without any issue as well.

Hope this would be useful for anyone.

With the most Office 365 and Microsoft 365 plans comes the Exchange Online mail server. As long as you are using Outlook (or the Outlook app), setting up your mail is pretty simple. But what are the correct Office 365 SMTP settings for your scanner or web application for example?

And what if you can’t use smtp.office.com, because you can’t use SMTP Client submission? In this article, I will explain how you can use the SMTP server from Office 365 for your application or device.

Office 365 SMTP Settings

Let’s first start with the most asked and simple to answer the question, what are the Office 365 Exchange Server settings? The settings below should in basic work for everyone with an Office 365 or Microsoft 365 plan that has Exchange Online.

• SMTP Server address: smtp.office365.com
• SMTP Port number: 587 (with TLS)
• Authentication: Required
• Username: <your Office 365 email address> ([email protected])
• Password: <your Office 365 password>

With the settings above you will have a sending limit of 10,000 emails per day and 30 messages per minute. Which should be more than efficient for most use cases. If you need more you will need to use the SMTP Relay.

SMTP with MFA

If you have MFA enabled for your account, then you can’t use your normal password to authenticate the Office 365 SMTP settings. You will need to create an App Password for this.

Another option is to use the Direct Send option that I will describe later on.

Office 365 IMAP Settings

To receive emails from Office 365 you may need to use IMAP. Again, if you are using MFA you will need to use an app password to set up the account.

• IMAP Server address: outlook.office.com
• IMAP Port number: 993
• Encryption: SSL / TLS
• Authentication: Required
• Username: <your Office 365 email address> ([email protected])
• Password: <your Office 365 password>

If you get an error Connection timed out, then most of the time the port is blocked in the firewall.

Office 365 SMTP Settings for Scanner or Application

To send an email from your scanner or application you can’t always use the first method. Not all scanners support SMTP with authentication and personally I don’t find it really convenient either. Another scenario could be that you don’t need to send the scans outside your organization.

This is also a limitation of this method, Direct Send, you can’t use this to send emails to external recipients. And to be exact, to people who don’t have an Office 365 mailbox (for example Gmail accounts).

Settings this up is a bit more complicated, but one you made to changes in Office 365, you can use this for every device or application in your organization.

1. Get your external IP Address, for example, add https://myip.com
2. Sign in to Office 365 with the tenant admin account
3. Go to Admin > Settings (click show all settings first) > Domains
4. Select your domain and note the MX record

1. Use the address, like <your-domain-com>.mail.protection.outlook.com, as the SMTP Server address.
2. In the From field, you can enter any email address you like, as long it’s within your domain. The email address doesn’t have to have a mailbox or a license. So you can simply use [email protected]<your-domain.com>
3. You also need to change your SPF record so includes your external IP Address is a valid address to send mail from. Be default your SPF records looks like this:

1. Change it to the following (where you replace 10.20.30.40 with your external IP address)

Pfsense Office 365 Smtp Outlook

You should now be able to send the mail from your scanner or application to your user’s mailboxes. Keep in mind that DNS changes, like the SPF records, can take a couple of hours to apply.