Um colega meu resolveu isso, hooray!
You can restore it by deleting the values in the following registry key using regedit.
HKEY_CURRENT_USER\Software\MicrosoftOffice.0\Outlook\Options\General\PONT_STRING
That particular dialog box is values 76 and 78. To restore all of the "Do not show again" options in Outlook, clear out all of the values.