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A simplified sentence context would be like following:

'If I wasn't lucky enough, something bad would've happened to me.'

I am trying to reshape the sentence as following.

'Something bad would've happened to me, weren't I lucky enough.'

So I am trying to understand if I use a concept correctly.

Does "...weren't I lucky enough..." have a positive meaning of "if I was lucky enough" or a negative meaning of "if I wasn't lucky enough"?

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I believe the proper construction is rooted in the subjunctive (see point 5), in which case the correct sentence would be

Were I not lucky enough, something bad would've happened to me.

In which case, the so-called "positive" sentence with opposite meaning would be (though its meaning is not at all positive)

Were I lucky enough, something good would've happened to me.

which indicates a deficiency in luck that resulted in bad (or, at least, not good) things.

Be careful when pairing structures from the indicative (I was lucky, I wasn't lucky) and subjunctive (Were I lucky, Were I not lucky) moods, as the situations they describe differ in actuality.

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  • In my specific case, key points are "I was lucky" and "Nothing bad happened". So in this case, I should use your first example as a reference, right? Should I try having 'lucky' part in front of the sentence? – Vadzim Savenok Aug 31 '18 at 16:58
  • @VadzimSavenok Yes. Both your key points are highlighted in the first example. Be aware that you can also write the sentence Something bad would've happened to me were I not lucky enough and it would still be correct. – Kman3 Aug 31 '18 at 17:00
  • Oh, so in my restructured case, I was using it correctly, just a shortened version from were not to weren't. – Vadzim Savenok Aug 31 '18 at 17:03
  • @VadzimSavenok Your positioning of the words were, I, and not were incorrect, but your thinking was correct. – Kman3 Aug 31 '18 at 17:18
  • So, that was an incorrect shortening? – Vadzim Savenok Aug 31 '18 at 17:21

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