What do we call someone who imagines positive things ahead which never come to pass?
Single-Word Requests – Word for Someone Who Imagines Positive Things That Fail to Materialize
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Best Answer
Pollyanna may fit the bill. Dictionary.com defines Pollyanna as "an excessively or blindly optimistic person." The adjective form of the word, Pollyannaish, is defined as "unreasonably or illogically optimistic", which suggests that the optimistic results hoped for will most likely fail to materialize.