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Unfortunately, there isn't really a good way to do this that I can think of. Is there a set number of choices for the values in those fields? If you gave me some more general context I might have some ideas.
We are trying to compare country field (Picklist) with citizenship field (Picklist), which lists 248 countries. So if country is the same as citizenship, we would send out e-mail 1, otherwise we would send out e-mail 2.