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I loved talking to him, but over the last year, he hasn't been very pleasant to talk to.
I loved talking to him, but in the last year, he hasn't been very pleasant to talk to.
Are both sentences grammatically correct? Is there any difference between these sentences in terms of their meaning? I would probably use the first sentence myself, but I can't tell why.
They both are grammatically fine.
You can also add in during which fits equally well.
I think over puts more emphasis on the number of interactions you had with him. You had many unpleasant conversations with him throughout the year. Whereas in doesn't make it clear - it might have been one unfriendly occurrence that saddened you.
