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In the following sentences (from duolingo):

그것은 그리 안 좋아요.

I used 별로 instead of 그리 and got wrong.

But I'm not sure what is the difference between them and when I should use one over the other. Both seem to mean the same thing (at least from my dictionary).

So when should I use 그리 over the 별로 and vice versa?

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    If this is a typical example sentence you can find on duolingo, I'd advise staying away from it, because a native Korean speaker is very unlikely to utter "그것은 그리/별로 안 좋아요" unless they're translating from English. We will simply omit "그것은" altogether. – jick Aug 21 '19 at 0:07
  • You should not trust all Duolingo's feedback. The correct answers are manually put there, so it cannot have all the correct answers. For that sentence, both 별로 and 그리 sound correct to me. – Klmo Aug 21 '19 at 6:14
  • @jick I know it. The system must be programmed as such since the translation from English always has a subject. But still, I keep using it as there is no good alternative... – Blaszard Aug 21 '19 at 9:50
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It's almost the same meaning if the sentence is not a question.

In my case, I would rather use 그리 안좋아요 when the thing is expected to be good but disappoints me actually.

The difference stands out if you're going to use it with questions:

결혼하면 뭐가 그리 안좋아요?

In a situation where you thought the marriage is not so bad, but someone told you it isn't good, you may ask with this sentence:

결혼하면 뭐가 별로 안좋아요?

You already know the marriage is bad and you're asking what is so bad exactly?.

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From Korean dictionary(별로, 그다지(그리2 and 그리3 is 그다지1 and 그다지2), 그리)

word 별로 has meaning of somewhat compare or different( of 별로 is 別, means different).

But well, I think they actually not that different, if 그리 used in meaning of 그리2(그다지1 : in that way much).

그리1 means (forms, shapes, etc) that way, 그리3(그다지2) means that much, and it is surely different from 별로.

Sorry for my bad English, and please ask me again if you couldn't understand my answer.

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