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I have set up an internal SMTP Virtual Server relay in IIS that I want to use to relay LOB App messages to Office 365. <br />
<br />
I am able to use it, but ONLY if the sender of the message matched the address placed in the <b>Outbound Security &gt;&nbsp;Basic Authentication</b> field. <br />
<br />
How can I make this work so that I any valid LOB App sender (<i>with a valid O365 mailbox</i>) can send through it, I just want to limit it to IP addresses later for security. <br />
<br />
Thanks in advance.
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I have set up an internal SMTP Virtual Server relay in IIS that I want to use to relay LOB App messages to Office 365. 

I am able to use it, but ONLY if the sender of the message matched the address placed in the Outbound Security > Basic Authentication field. 

How can I make this work so that I any valid LOB App sender (with a valid O365 mailbox) can send through it, I just want to limit it to IP addresses later for security. 

Thanks in advance.

Office 365 Internal Relay

Exchange is the server side of a collaborative application product that is part of the Microsoft Server infrastructure. Exchange's major features include email, calendaring, contacts and tasks, support for mobile and web-based access to information, and support for data storage.

Exchange

Office 365 is a group of software plus services subscriptions that provides productivity software and related services to its subscribers. Office 365 allows the use of Microsoft Office apps on Windows and OS X, provides storage space on Microsoft's cloud storage service OneDrive, and grants 60 Skype minutes per month. Office 365 includes e-mail and social networking services through hosted versions of Exchange Server, Skype for Business Server, SharePoint and Office Online, integration with Yammer, as well as access to the Office software. All of Office 365's components can be managed and configured through an online portal; users can be added manually, imported from a CSV file, or Office 365 can be set up for single sign-on with a local Active Directory using Active Directory Federation Services.

Microsoft 365

IIS is Internet Information Services, the web server included with Windows Server operating systems. All current versions are built on a modular architecture; modules can be added or removed individually so that those required for specific functionality are installed. The full installation of IIS includes HTTP, security, content, compression, caching, logging and diagnostics.