Outlook Keeps Asking How Do You Want To Open This File

How do you want to open this file – Outlook

In Windows 10, many types of files can be opened via one or more programs. For example, you can open a photo with the Photos App or with Microsoft Paint, among others. As such, if you have set any of these apps as the default program to open JPG files, other apps like Outlook will keep seeking your permission and ask you How do you want to open this file? In this post, we are talking about JPG files as an example, but a similar process applies for other file formats as well.

Can’t open JPG files in Outlook

Try the following solutions and see if they fix the problem. 1] Set a default program

Open Settings > Apps > Default apps. Here, scroll down and move to ‘Choose default applications by file type’ link. Now, scroll further to locate JPG and set the program you want to use. These posts will show you in details how to set Program defaults and how to set File Associations & Extensions defaults. 2] Using Registry Editor Create a system restore point first and then open Registry Editor and navigate to the following path address

When found, right-click the .JPG folder and select ‘Delete’ option. Exit the Registry Editor and restart your computer. Hereafter, you should not see the popup appearing again and asking you to how to open jpg files. Fortunately, this solution works in many cases. If everything fails, uninstall Outlook and try reinstalling it and see if the problem is resolved.