[ Singles & Dating ] Open Question : Should I confront his best friend?

My bf's best friend told my bf's sister after first meeting me that he didn't like me and I didn't smile or laugh enough. That evening, an other friend kept talking about my bf's ex the whole evening, that is why I was not smiling, that girl is not friends with them now, they don't like her. My bf's sister was trying to be over protective and so I do think it had a negative impact on our relationship because she hears I'm not good for her brother. When the best friend admitted he said this to her, I told him that every time we made an effort to see him he'd ditch us while we were on the way out to meet him so he confused me. He also told us years later when we went to get a dog that it would ruin our relationship because it did to his. He was wrong, it was tough when a puppy but it made our relationship better and taught us valuable lessons. I recently won a fitness competition with money and he made negative comments like "did you even really get money, that stuff is all a scam". Sometimes he is such an excuse maker and he blames other things for his problems. Recently this best friend has yelled at my fiancé and acting like his roommate he always complains about that mistreats him. I know he's going through a tough time because he can't support him self and he is almost 40 and all his friends have someone in their life and he doesn't. Should I sit this best friend down and talk to him? How would you approach this? He is a good guy but he is an excuse maker.

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