If Outlook keeps deactivating an add-in, first of all try to uninstall & reinstall the given add-in. If it doesn’t solve the issue and the add-in is still being displayed as inactive, please follow these steps to activate the add-in:
1. exit Outlook and uninstall the given Outlook add-in from your Windows Control Panel (see Add/Remove Programs or Uninstall Programs, depending on your Windows version);
2. open your Windows registry (run regedit.exe) and locate the following registry entries:
HKEY_CURRENT_USERSoftwareMicrosoftOffice15.0OutlookResiliency(replace 15.0 with your actual Outlook version: 15.0 means Outlook 2013, 14.0 means Outlook 2010, 13.0 means Outlook 2007, etc) – remove the REG_BINARY keys found in DisabledItems and CrashingAddinList:
HKEY_CURRENT_USERSoftwareMicrosoftOfficeOutlookAddins – remove the keys that refer to your troubled Outlook add-in. If you want to fix the OneNote Outlook add-in, remove the entry named OneNote.OutlookAddin.
3. reinstall the related Outlook add-in and restart Outlook: it should be loading fine now, without being listed as an inactive add-in.
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Also, found a couple registry keys to edit, dont have all of them at the moment but the most important is the key below.
Please Ensure the Load Behavior for the Key below is set to "3"
HKEY_CURRENT_USER\Software\Microsoft\Office\Outlook\Addins\ZohoCRMOLAddin.Connect