After playing around for weeks, some Outlook's default settings are just not that intuitive. Well, I'm based on IMAP account experience only.

Like most people out here, I'm not really a fan of Microsoft Outlook since I know how big, fat, and sluggish it is. I used to ask ones that use Outlook regularly why you have to use and how you live with it. The answer I always got, unsurprisingly, is they didn't know either whether they had another choices or they need to use it with an Exchange account.