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I have been having this exact same issue. It showed up after I upgraded to a new MacBook Pro and used a time machine backup to restore. I tried re-indexing outlook, tried rebuilding the Outlook main identity, ensured both Mojave and Outlook were the latest version (running Outlook 2019), and nothing worked. Today I wiped the entire hard drive of the new MacBookPro and re-installed a fresh version of OSX 10.14.6 as well as a fresh version of Outlook 2019 (version 16.27). I then downloaded mail directly from the Outlook/Exchange server after setting up the accounts and had the same problem, search still not working. So I went and re-indexed the Group Containers folder in library again and still nothing. This is a big problem and I'm at a loss as to how to fix it.
Earlier all the six versions of Microsoft Office 2011 when they were launched they were only supposed to launch these all in the USD prices and then after they used to launch in the Indian market in the currency of the Indian rupees. In the month of September and in the year of 2006 the USD prices of Microsoft Office 2011 for Mac was released by certain retail channels of the internet as well as on the radio. And all these six variants of Microsoft Office 2011 for Mac were downloaded from the various Microsoft market places. And in the retail shop, they were providing in the low-cost because all retailers sold Microsoft Office 2011 for Mac service pack 1 and provided the facility of upgrading to a higher version of Service Pack using software updates. 2b1af7f3a8