Some of the stories / aphorisms refer to things that just like, don't exist anymore.

Yeah, that's what I meant by it being outdated. He uses a lot of examples and aphorisms from the 1930s, which sometimes come off as a little bit quaint or folksy almost 100 years later. I'll also mention that the book was written for men "influencing" other men; any reference to women in the book is usually in the context of them being objects that should be managed using the author's techniques.