Using New Outlook on Windows for professional communication and productivity
Hi @Jacob Wiggs
Recently, I have found multiple user reports regarding this issue. For now, this issue appears to be related to Microsoft Edge WebView2 Runtime 156.x. From what I understand, attachments fail to open from New Outlook when using WebView2 versions 156.0.4314.42 and 156.0.4314.50, while the same attachments open successfully after configuring New Outlook to use WebView2 Fixed Version Runtime 155.0.4283.62 instead. This behavior appears to indicate a regression in the WebView2 156.x runtime branch.
Reference: https://github.com/MicrosoftEdge/WebView2Feedback/issues/5782
Since your environment is also running WebView2 Runtime 156.x, it is possible that your New Outlook installation is being affected by the same issue.
As a temporary workaround, you may consider using Classic Outlook while this issue is being investigated. Additionally, I would recommend submitting feedback directly from New Outlook via: Help > Feedback > Report a problem. This will ensure the issue is routed to the Outlook product team for visibility and investigation. Based on the reports observed so far, the team may already be aware of the issue and could provide a fix in a future update.
I hope this helps.