If you want to be better at deep listening, then you need to make the conditions right for the person you are listening to. Firstly, this means ensuring they feel as comfortable as possible and that they can speak in confidence. It also means ensuring that whoever you are listening to is not rushed and can take their time. Not being judgemental is another important thing to bear in mind. Of course, interrupting is not helpful, but prompting with questions to encourage more talking can be useful. Ensure your questions are open and not closed so that you are not directing the conversation unduly, however.