[{"role": "user", "content": "I'm writing a letter to my Italian friend who recently lost her friend Tom, and I want to express my condolences. Can you help me translate the sentence 'I know you miss Tom' into Italian?"}, {"role": "assistant", "content": "Yes, I'd be happy to help you with that. The translation of 'I know you miss Tom' in Italian is 'So che ti manca Tom.'"}, {"role": "user", "content": "That's perfect, thank you! I want to make sure my friend knows I'm thinking of her during this difficult time. Is there anything else I could add to the letter to make it more comforting?"}, {"role": "assistant", "content": "That's very thoughtful of you. You could add something like 'Mi dispiace tanto per la tua perdita' which means 'I'm really sorry for your loss'. It's a kind way to express your condolences and show you care."}]