What is another word for ask pointed questions?
Pronunciation: [ˈask pˈɔ͡ɪntɪd kwˈɛst͡ʃənz] (IPA) 
When you want to get to the crux of a situation, it can be helpful to ask pointed questions. Alternatively, you could request detailed information, inquire thoroughly, or pose incisive queries. Other synonyms include seeking specific details, probing for deeper understanding, or digging for the truth. You may also want to make specific inquiries or raise specific concerns when you need to get to the heart of a matter. No matter what words you choose to use, the key is to ask questions that are designed to elicit the information you need to make informed decisions or understand complex issues.
