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Are the following sentences correct and do they mean the same thing?

I am trying to say that he is trying to have his dreams realized.

a. He is setting out to square his dreams with reality.

b. He is trying to make his dreams a reality.

c. He is trying to turn his dreams into reality.

d. He is trying to make his dreams fit reality.

e. He is trying to fit his dreams with reality.

f. He is trying to fit his dreams to reality.

  • You asked this question before. (It seems it's now been deleted.) Aside from (possibly) e., all of these are grammatical. It's purely a matter of personal preference which to use. And . . . why would you not just write He is trying to have his dreams realized as you do in your summary? – Jason Bassford Supports Monica Jul 1 '18 at 6:01
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    In the future, edit your closed question, rather than delete it and post a new one. – J.R. Jul 1 '18 at 11:03
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The simplest way to say this is "turn his dreams into reality", and "make his dream a reality". The others such as "square" or "fit" suggest that he is changing his dream.

He always wanted to be a rock star, but at age 25 he had to fit his dreams to the reality that there are not many rock stars that play the flute. So he took a teaching course and now works at the local school.

It takes a lot of luck to turn your dreams into reality.

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One common, idiomatic way to say this is:

He is trying to make his dreams come true.

If that seemed too cliché, though, I like your option (b):

He is trying to make his dreams a reality.

In this particular sentence, I’d avoid verbs like fit and square, and avoid prepositions like to, with, or into. But that’s mostly a style choice, and not a grammatical requirement.

Google ngrams can be a valuable tool when trying to evaluate how natural a phrasing may sound, or how commonly it is used.

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