Calendar in outlook 2016 is not updating
There are various degrees of malfunction you may have to contend with dealing with the Outlook Search Index: it can completely stop working and give you zero results; it may show results up to a certain date; or the Outlook Search Index will tell you that there are items that are still waiting to be indexed.
These issues could have many different roots, and can be fixed by doing different things. When dealing with Microsoft Outlook Search not working, it is important to just keep calm and follow the steps provided here.
It is quite easy in Outlook 2016 to check if your mailbox is being indexed.
To check what you’re indexing in Outlook 2016 just follow this specific path: This is where you can make sure that Outlook has been selected for indexing.
In previous versions of Outlook, you could specify which mailbox or .pst/files within Outlook to index, but in Outlook 2016 you either index Outlook completely or you do not index it at all.
Does another Outlook mean new or different Outlook search problems?
Not exactly, but Outlook is an email client that is used quite frequently, and like anything that is used frequently; it requires some attention and maintenance to keep it working.