I don't have a great sample size but I've never thought he was being dismissive or implying something was a stupid question or someone should be ashamed of asking. However I do still think he sounds pompous, purely as a matter of the way he speaks. It's the pace, the cadence, and how he hangs on or stresses certain syllables and words. It's a recognizable style, not unique to him. Leonard Susskind has a similar one, though I'd say not as extreme. You get a more extreme form listening to various philosophers. (An example as parody here: https://www.youtube.com/watch?v=leQ1bczMu7c) It usually doesn't bother me, as I can filter out the information from the presentation, but I still notice something. Reading is better than listening in part for not needing that layer of filtering.