In that case, you can still use any of the workarounds below. Note: When using Outlook 2016 (MSI), you may not have this option available to you. Set your default online attachment behavior. File-> Options-> General-> Attachment options.Ask me how I want to attach them every time.If you do not like the default attaching behavior for files stored on OneDrive or SharePoint, you can luckily choose from 3 options While you can change the default, there are also various workarounds available when you want to remain flexible with how you are sending attachments. Of course there are valid reasons to still send an actual file instead of a link. Sending a link instead of the actual file has several benefits such as keeping the email smaller and making sure that people are always using the latest version of the file. Outlook has the option that allows you to send people links to files that you have stored in the Cloud like OneDrive Personal, OneDrive for Business or a corporate SharePoint server. How can I configure Outlook so that it always attaches my files as actual attachments and not as a link to the file on OneDrive? This also happens when I select a file via “Browse This PC…” and then select my locally cached OneDrive folder. Whenever I attach a file that is located within my OneDrive folder on my computer, it is being attached as a OneDrive link with a cloud icon and not as an actual file attachment.