Outlook is absolutely the worst. I don't know why we switched away from Google. My biggest problem is that Outlook cannot send large attachments, so every time I want to share literally anything (wouldn't even send a powerpoint with 7 slides in it), I have to upload it to dropbox. But the dropbox account associated with the mines email has such little storage capacity that I can only have a handful of files on it at one time. So I have to continuously manage my dropbox account in order to share files.
It's incredibly annoying and inefficient. Google was way better. We can do better.