In physics, you learn formulas, and those can/do build on top of each other (as well as mathematical axioms/shortcuts). Reading Aristotle isn't any different in that sense. You aren't reading Aristotle for The Physics. You're reading it for ethical theory (and virtue ethics in theory), the underpinnings of philosphy of science, and Aristotelian/term logic (so you can understand the arguments of later authors prior to propositional logic).
In order to understand philosophical thought and argument, it's necessary to have this knowledge, and it's no different than me saying "in the process of studying physics, you have to study geometry" (as a prerequisite to later mathematics). This isn't any different, and putting the study of philosophy in some sort of "philosophy is slow" or "can only be understood in the historical and/or cultural context" box denigrates the entire discipline from a position of ignorance.
On one hand, you will find many people who frequent HN like Stoicism, a philosophy that is over 2000 years old and yet still applicable in many senses. (I personally prefer Epicureanism and Zhuangzi, but that's me.)
On the other, I think it would be difficult to understand Kant without being familiar with Hume.
Philosophy is not like physics or mathematics. (Some modern analytic philosophers would disagree. They're wrong. They're also not as smart as they think they are. (C'mon, fight me! Anytime, anyplace! I've always got my Junior Philosopher's Secret Decoder Ring and Brass Knuckles with me.)) To expect it to act like physics or mathematics is a mistake. Do you expect progress from a conversation with friends?