But generations of philosophers who have described the next couple of thousand years as "footnotes to Plato", and treat philosophy as if it can only be understood in terms of one very dead guy... It turned me off philosophy for a very long time. Maybe they aren't stupid, but they at least lack the tool kit for showing me the merit of their position.
I had a longer written reply but it turned out pretty snarky. In my opinion Philosophy is built upon just like Mathematics otherwise most people can't meaningfully engage.
None of that is what philosophers actually do for a living. It's comparable to reading an introductory math textbook and coming away with the impression that academic mathematics is about learning to multiply and divide really, really, really well. (And I've seen people who do indeed get that impression.)
It's difficult to describe what philosophy "truly is" because any sufficiently well-defined area of philosophy ceases to be called philosophy. What we call science was originally "natural philosophy", which is why we grant experts in the field Doctorates of Philosophy. The same is true for law, linguistics, and many other areas. What remains is a mishmash of topics unified only by the fact that they do not yet have rigorous boundaries.
I can say, however, that if you go to an academic philosophical conference, it will not sound anything like what most people expect. They are not re-re-re-debating the meaning of the Ship of Theseus, nor are they counting angels on pinheads. Much of it will sound tedious and irrelevant, but the same goes for any specialized field.
I apologize that my above comment sounds dismissive. I was speaking to somebody who I think has experience in the field, and so my statement took a lot of things for granted.
That isn't to say that every author and philosopher is infallible and you must assume they are smarter than you at all times, but just that you need to acknowledge that very famous works are typically very famous because, in the opinion of very learned people, they contain depths to be plumbed. If one isn't seeing those depths, he needs to look harder.