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(2 edits)

Here is what it looks like, pressing the ok or any button doesn't seem to activate any dialogue 

talk not in front of him but from the side of him

I am talking in front of him, I just rotated the camera so you could see :(

That's exactly the problem. For some reason, it doesn't work if you talk to him from the front, and instead you have to talk to him from the side.