[{"role": "user", "content": "I'm trying to express the idea that someone is perpetually struggling financially to an Italian friend, how would I translate the sentence 'Tom is always broke' into Italian?"}, {"role": "assistant", "content": "The correct translation of 'Tom is always broke' into Italian is 'Tom \u00e8 sempre al verde.' This phrase accurately conveys the idea that Tom is perpetually struggling financially."}]