This episode explores the nuances of expressing concern for a colleague in English, specifically addressing the listener question regarding the appropriate phrasing to convey care. Against the backdrop of a listener's experience in Japan, the hosts delve into the difference between "Is everything okay?" and "Is it okay?", highlighting the ambiguity and incompleteness of the latter. More significantly, the discussion clarifies that "Is everything okay?" or "Is everything alright?" are more suitable for expressing general concern about someone's well-being, while "Is it okay?" typically seeks permission or clarification regarding a specific situation. For instance, "Is it okay if I borrow your printer?" is perfectly acceptable. The hosts further elaborate on alternative phrases like "Are you okay?", "You seem a little off," and "I'm concerned about you," emphasizing the importance of considering the relationship with the colleague and the potential for causing embarrassment. Finally, the episode concludes with a role-play illustrating appropriate language use in different scenarios, highlighting the cultural context of privacy in American workplaces and the need for sensitivity when checking in on colleagues.