"This isn't only poorly phrased. It's important information, and he's simply unable to deliver his message."

Except he is not unable to deliver his message (to the extent that my impression is correct in him describing the differences in the analytic-synthetic distinction). That said, his message is both intricate and, in his day, substantially profound. Philosophy is not easy. Or rather, to philosophize might be easy, but to give a structured, systematic philosophical argument distinguishing between various a priori propositions is not.

"It's almost as if he's doing this on purpose... You have to comb through legalese to get to the bottom of his work, which while being interesting, is absolutely over-worded."

Yes, the original German prose is just as terrible, if not worse. If I am not mistaken this was intentional on the part of Kant, not in any wish to appear pretentious, but with the motivation that people would not glance through some pages and suggest themselves having read Kant. He wished for people to understand him and not just read him, both wishes which necessitated both precise and unambiguous wording, which in turn is why it's such an incredibly burdensome read.

In this regard @wokeupabug is correct.

"People are always talk about why philosophy is failing, and it's because this stuff is what's being taught university level, instead of some of the more fascinating stuff that's out there, even in the last 50 years. Kant, Kierkegaard, Locke... it's all relevant, and I love reading it, but it's absolutely wrecking philosophical pursuit when this stuff is shoved down peoples throats at an early age."

This seems a mistaken impression, or at the very least incompatible with my experiences. Never have I heard that philosophy is failing because it's complex, remember that so is mathematics, physics, logic etc. But rather, unlike these, philosophy - according to the criticism - do not produce tangible results.

This was something commented on by @Duvetcoveringfire (although I would disagree on some points).

Also I don't know of anyone that has had Kant shoved down their throat at an early age, but maybe my education has simply been vastly different.