When you drag files or emails between accounts in the new Outlook for Windows, you may encounter unexpected blocks or warnings. These restrictions come from data-protection policies that IT administrators apply to prevent data leakage across personal and work boundaries. This article explains the specific limits that can stop drag-and-drop operations and shows you how … Read more
When you drag an email attachment or message from the new Outlook for Windows to your desktop, the file is not saved directly to the desktop. Instead, Outlook creates a shortcut or moves the item to a hidden system folder, which can cause confusion when you try to locate the file later. This behavior is … Read more
When you switch from Classic Outlook to the new Outlook for Windows, saved MSG files from old emails no longer open by double-clicking. This happens because the new Outlook does not register itself as the default handler for the MSG file format. This article explains exactly why MSG files fail to open in the new … Read more
When you save an email as an EML file in Outlook, the file is stored in a specific folder depending on which version of Outlook you use. Classic Outlook saves EML files to a local folder on your hard drive, while New Outlook stores them in the cloud or a different local path. This article … Read more
If you relied on the Resend Message feature in classic Outlook to forward a copy of a sent email with the original headers intact, you may have noticed it is missing or behaves differently in the new Outlook for Windows. The new Outlook for Windows replaces the legacy MAPI-based architecture with a web-based platform, which … Read more
If you recently switched from classic Outlook to the new Outlook for Windows, you may notice that the familiar Recall button is missing from the ribbon. In classic Outlook, Message Recall lets you pull back a sent email if the recipient has not yet opened it. The new Outlook uses a different interface and feature … Read more
When you switch from Classic Outlook to the new Outlook for Windows, your sensitivity labels may not appear immediately in the ribbon or the email compose window. This happens because the new Outlook client uses a different mechanism to load Microsoft Purview Information Protection settings. In this article, you will learn how to enable sensitivity … Read more
Your organization uses Data Loss Prevention policies to prevent sensitive information like credit card numbers or social security numbers from leaving via email. The new Outlook for Windows includes DLP policy tips that warn users before they send a message containing sensitive data. However, the location of these settings and the limits of what they … Read more
You have configured sensitivity labels in Microsoft 365 but users still send emails without applying a label. The new Outlook for Windows and Outlook on the web enforce mandatory labeling only when the Microsoft Purview compliance portal policy is set to block unlabeled outbound emails. This article explains how to configure the exact policy rule … Read more
When your organization enforces mandatory sensitivity labels in Outlook, you need to block users from printing or saving emails as PDF files to maintain compliance. In classic Outlook, Group Policy settings can prevent PDF printing. The new Outlook for Windows does not support those same Group Policy settings, creating a compliance gap. This article explains … Read more