I have outbound emails filtered through Sophos and in the outbound gateway I have the ip of the firewall. The client can send emails out normally using outlook. The issue is when we have a mailbox set up to forward mail to a contact through the recipient / mail flow in the exchange admin center the email gets rejected by Sophos.

This is not an issue with the exchange server as it used to work when filtered through Reflexion. The minute we moved to Sophos Email it started to block any forwarded messages. Any help would be appreciated.


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Yesterday I had to enable an autoforward on the exchange server mailbox for a certain mailbox and that did not work. I ran into the message that we do not have permission and recipient is relay-eu-central-1.prod.hydra.sophos.com. I enabled bulk sender on the mailbox in Central but the volume is not the issue.

Your message wasn't delivered due to a permission or security issue. It may have been rejected by a moderator, the address may only accept email from certain senders, or another restriction may be preventing delivery.

Because if you do a auto forward on the Exchange, Exchange will forward the email in the name of the original sender. Which means, if somebody is sending you a email from @sophos.com Exchange will try to send this email with "FROM: @sophos.com" which of course breaks with a lot of stuff like SFP etc.

JTK In Outlook rules you have an option of forwarding to specific users or groups and forwarding the message to specific users or groups. It might look the same but the first relays the message with the original sender as email sender and the second forwards the message by adding FWD: and the forwarders e-mail adress (the original recipient) as e-mail sender. The difference for Sophos is obvious. The first is relay and not allowed and the second is allowed as it send from a domain email user.

So now of course the issue is since the email is no longer sent as the original sender when it goes to their ticketing solution it can't open the ticket as the original sender because it is forwarded as the email account that received it on Exchange :/.

The problem is only with remote domain delivery. You could check if you could set up another email connector to deliver e-mail directly (not via Sophos Email Gateway) for certain autoforwarded email accounts. As LuCar Toni pointed out the receiving remote domain may consider it spam as it can violate SPF and DMARC settings of the original sender.

The issue here seems to be since we have a sender connector set to send all domain emails * outbound to Sophos Email protect this rule will override any other send connectors. So if I added one like for all gmail.com emails send out through directly or through another host the catch all * rule will get it instead and go out through the Sophos connector to mail protect.

The Send connector that's used to route messages to a recipient is selected during the routing resolution phase of message categorization. The Send connector whose address space most closely matches the recipient's email address, and whose priority value is lowest is selected.

Microsoft Exchange Online is a cloud based messaging platform that delivers email, calendar, contacts, and tasks. Users with an Exchange Online license connect to Exchange Online through email and calendar clients like, Outlook desktop, Outlook on the web and Outlook mobile app to access email and collaboration functionality, including shared mailboxes, shared calendars and global address lists.

As an administrator for your organization, you manage your organization's Exchange Online service in the Exchange admin center (EAC). Use the Microsoft 365 admin center for simple email and user management tasks. Use the EAC in Exchange Online for more complex tasks. Learn more at Exchange admin center in Exchange Online.

I am subscribed to an email account using Exchange Web Services 2007 and processing attachments as new emails come in. I would like to mark those emails as "read" on the server after I'm done processing them, but I'm finding it's not as simple as setting the "IsRead" property to true. I've even tried the following:

A Microsoft Exchange account is a work or school email account. The organization that gave you the Exchange email account is running a Microsoft Exchange Server, or is using Microsoft 365 which uses Exchange Server to provide email.

When your business or school sets up their Exchange server, they choose what method your Exchange account uses to access email on the server. This will determine how your email works. Here are the possibilities - ask your business or school how your Exchange account is set up:

Exchange ActiveSync; MAPI/HTTP are methods for accessing your Exchange email, usually from a laptop, phone, or tablet. When you access or read your email, you aren't actually downloading or storing email on your mobile device; instead you're reading it from the Exchange Server. It allows you to access your email even when you're not connected to the Internet.

IMAP, like Exchange ActiveSync, is a method for accessing your email wherever you are, from any device. When you read an email message using IMAP, you aren't actually downloading or storing it on your computer; instead, you're reading it from the Exchange Server.

With IMAP, email in your Inbox, Deleted Items, Sent Items folders are synchronized between your device and the server. IMAP allows for limited calendar storage but does not support collaborating on a calendar with other users.

POP email is downloaded from the Exchange Server onto your computer. Once email is downloaded to your computer, it's deleted from the server. To access the email after it's downloaded, you have to use the same computer. If you access your email from different computer or device, it will look like some of your previously downloaded messages have been deleted.

With an Exchange email account, you can work on your email messages even when you're not connected to the Exchange Server in your business's IT department. This is called working offline or using Cached Exchange Mode.

Copies of your email and calendar items are kept on your computer in an offline Outlook Data File (.ost). This file is regularly synchronized with the items on the Exchange server in your business's IT department, when you are connected to it. It's an exact copy of your mailbox on your Exchange server.

Each device or application must be able to authenticate with Microsoft 365 or Office 365. The email address of the account that's used to authenticate with Microsoft 365 or Office 365 will appear as the sender of messages from the device or application.

Enter the following settings directly on your device or in the application as their guide instructs (it might use different terminology than this article). As long as your scenario meets the requirements for SMTP AUTH client submission, the following settings will enable you to send emails from your device or application:

For more information about configuring your own email server to send mail to Microsoft 365 or Office 365, see Set up connectors to route mail between Microsoft 365 or Office 365 and your own email servers.

For information about TLS, see How Exchange Online uses TLS to secure email connections and for detailed technical information about how Exchange Online uses TLS with cipher suite ordering, see TLS cipher suites supported by Office 365.

If the printer or application wants to send emails from a different account, the sign-in account should have Send As permission over that account. Otherwise, the result is an error similar to:

You want your device or application to send from each user's email address and don't want each user's mailbox credentials configured to use SMTP client submission. Direct send allows each user in your organization to send emails using their own address.

You want to send bulk emails or newsletters. Microsoft 365 or Office 365 doesn't allow you to send bulk messages via SMTP AUTH client submission. Direct send allows you to send a higher volume of messages.

There is a risk of your email being marked as spam by Microsoft 365 or Office 365. You might want to enlist the help of a bulk email provider to assist you. For example, they'll help you adhere to best practices, and can help ensure that your domains and IP addresses aren't blocked by others on the internet.

This IP address will be authorized to send on your domain's behalf. Anyone with access to it could send emails to any external recipient and it would pass SPF checking. You should consider carefully who has access to use this IP address.

The application or device in your organization's network uses direct send and your Microsoft 365 or Office 365 mail exchange (MX) endpoint to send emails to recipients in your organization. It's easy to find your MX endpoint in Microsoft 365 or Office 365 if you need to look it up.

You can configure your device to send emails directly to Microsoft 365 or Office 365. Use direct send method to send email to recipients with Microsoft 365 or Office 365 mailboxes in your organization. If your device uses direct send to try to relay an email for a recipient who doesn't have a Microsoft 365 or Office 365 mailbox, the email will be rejected.

If your device or application has the ability to act as an email server to deliver messages to Microsoft 365 or Office 365 and to other email providers, there are no Microsoft 365 or Office 365 settings needed for this scenario. For more information, see your device or application instructions.

SMTP relay lets Microsoft 365 or Office 365 relay emails on your behalf by using a connector that's configured with a TLS certificate (recommended) or your public IP address. Setting up a connector makes this option more complicated.

Once you choose Your organization's email server from the Connection from drop-down, Office 365 is automatically chosen from the Connection to drop-down. ff782bc1db

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