Disable SwyIt! Outlook security warnings:
REG ADD "HKCU\SOFTWARE\Swyx\OutlookAddIn\SecurityManager" /v "DisableOutlookSecurityWarnings" /t REG_DWORD /d 1 /f
Register the AddIn as an exception:
REG ADD "HKCU\Software\Policies\Microsoft\office\16.0\outlook\security\trustedaddins" /v "adxloader.dll" /t REG_SZ /d "KHDLALJBAGOJBOOGOCEAHGCCKGDFMAHFDCCHOLJC" /f REG ADD "HKCU\Software\Policies\Microsoft\office\16.0\outlook\security\trustedaddins" /v "adxloader64.dll" /t REG_SZ /d "JMFBHDDLHHIONJCOMFGAIPELDIPH" /f
Use Office Outlook Security Hash Tool x64 for generating the Outlook Security Hash
Never warn, disable all macro's:
REG ADD "HKCU\Software\Policies\Microsoft\office\16.0\outlook\security" /v "level" /t REG_DWORD /d 4 /f
Group Policy:
Administrative Templates > Microsoft Outlook 2016 > Security > Security Form Settings > Outlook Security mode > Use Outlook Security Group Policy
Administrative Templates > Microsoft Outlook 2016 > Security > Security Form Settings > Programmatic Security > Automatically Approve for each prompt
Result:
REG ADD "HKCU\Software\Policies\Microsoft\office\16.0\outlook\Security" /v "AdminSecurityMode" /t REG_DWORD /d 3 /f REG ADD "HKCU\Software\Policies\Microsoft\Office\16.0\Outlook\Security" /v "PromptOOMSend" /t REG_DWORD /d 2 /f REG ADD "HKCU\Software\Policies\Microsoft\Office\16.0\Outlook\Security" /v "PromptOOMAddressBookAccess" /t REG_DWORD /d 2 /f REG ADD "HKCU\Software\Policies\Microsoft\Office\16.0\Outlook\Security" /v "PromptOOMAddressInformationAccess" /t REG_DWORD /d 2 /f REG ADD "HKCU\Software\Policies\Microsoft\Office\16.0\Outlook\Security" /v "PromptOOMMeetingTaskRequestResponse" /t REG_DWORD /d 2 /f REG ADD "HKCU\Software\Policies\Microsoft\Office\16.0\Outlook\Security" /v "PromptOOMSaveAs" /t REG_DWORD /d 2 /f REG ADD "HKCU\Software\Policies\Microsoft\Office\16.0\Outlook\Security" /v "PromptOOMFormulaAccess" /t REG_DWORD /d 2 /f REG ADD "HKCU\Software\Policies\Microsoft\Office\16.0\Outlook\Security" /v "PromptSimpleMAPISend" /t REG_DWORD /d 2 /f REG ADD "HKCU\Software\Policies\Microsoft\Office\16.0\Outlook\Security" /v "PromptSimpleMAPINameResolve" /t REG_DWORD /d 2 /f REG ADD "HKCU\Software\Policies\Microsoft\Office\16.0\Outlook\Security" /v "PromptSimpleMAPIOpenMessage" /t REG_DWORD /d 2 /f