Gal not updating
If the update mechanism appears to be broken for you, it could be because of a corruption in your OAB or in your mail profile.In that case, you can completely reset it by deleting the files making up the OAB or by recreating your mail profile.
In Outlook 2013 and Outlook 2016, you’ll find that this option is no longer available as full details are also used to build the Contact Card.
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Rather than waiting 24 hours for Outlook to update the Offline Address Book on its own, you can force an update via the Send/Receive menu button.
You can disable the option “Download changes since last Send/Receive” to make sure you get a complete fresh copy of the OAB but this could take longer to download.