Using New Outlook on Windows for professional communication and productivity
I've been experiencing the same issue. Attaching files used to be much easier before the update. Since they introduced the "Avoid duplicate" rework, attaching files has become much more manual and cumbersome. The suggested files list doesn't update, and only shows 3 now when it use to be more. I work for an organization that deals with clients who use external SharePoints. We will never be on the same SharePoint, we cannot share live files, and I can't sync SharePoint to our work computers as it would slow them down. It seems like the updates were designed with personal use in mind, not for organizations.