2. The Sarcasm
Even after eight seasons of being best friends with these five people, he is unable to talk about anything serious or offer any real advice to Rachel about her romantic problems with Joey. After offering "I know its tough now, but things will get better" and only being quizzed more, Chandler gets desperate and says "I'm not so great at the advice, can I interest you in a sarcastic comment? Some cheese?" which just sums him up completely. His role was never as a helpful friend, so this was a great way to see how he handles such a situation, whilst giving us another classic quote in the process.