I didnt know Dennis checks out the Coffee Room. Looking forward to hearing you comment on this topic on your radio show today.
I happen to be a big fan of Dennis Prager politically. I think he knows his stuff and knows how to make a point without too much emotion getting in the way of the truth. I highly recommend his videos on Israel. I have seen his videos on the Ten Commandments and they are very good and got me to think a lot. I would assume they are abridged versions of what his book is. That said, I would like to note that without the proper guidance from a reliable Torah authority (preferably years of shimush or closeness with a Rebbi), these videos can present a danger. While the content doesn’t have anything too far out, the very concept that in order to follow Torah, it must also be logical and acceptable to the modern secular thought process is dangerous. I don’t think that that is the point Dennis is necessarily making in those videos but you can come away with that feeling.
I have also heard Dennis say things about “ultra-Orthodox” Jews in general that were somewhat disappointing to me. I don’t think he meant the comments as an indictment against all frum people but it came across in a way that was somewhat distasteful.
There is also another person (who is a younger colleague of Dennis) named Ben Shapiro. He is MO and has put out a free eBook called “How Leftism Violates All 10 Commandments”. It is also not an authoritative Torah-based book but it is also interesting and it is worth seeking out Ben Shapiro’s content on politics. Really bright buy who is also frum.