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Sorry for the delayed reply - I was out of town. First, let me clarify that not only does the autocomplete not work, but the search as a whole does not work (in the way I'm explaining). The example you gave about a street address actually emphasizes my point further. You see, if "Mailing Street...
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I have a big email list, and when an email bounces, I often don't know who that person is. I try a lookup - Field, Email, Begins With. But it appears that if the email is not Email 1, but there does exist an email address in Email 1, the lookup does not autocomplete. Only a contact's first email...