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We've got lots of Companies that go by the same name because we have company records for each office location. Consequently, we tell the companies apart using the Site field, which describes the unique location So unique identifier for imports = Company name + Site.
Depending on the the person's name, we can have lots of Contacts with identical names. i.e. John Smith.
So whenever there is more than one name returned by your very cool auto-lookup, what definitely won't work is being ask to pick between identical choices. On the Account record, we need to see other stuff like Site to determine whether the company is the right company record. For people, we need to other stuff like title, and where the person works.
So, we need the lookup to work the way, for example, the Account lookup works on the Contact object. It brings us to a view of the search results from which we can select the right record.
Is there a way to have both the type-as-you-go auto-lookup with a click-on-magnifying glass icon option so that when there's more than one identical result, we can simply pull the results into view to make the right choice?