Pretty much everyone at the IC-level at Microsoft is well-aware of the systemic issues plaguing many products - lower management too - but these issues don't get fixed because of whatever decisions being made at the Director level (mostly of the "evil" kind, like how improving UI responsiveness won't raise profitability but adding video ads will, or how no-one will switch to OneDrive-for-Business simply because the desktop client actually works - it'll be because the sales team drove a hard bargain with an enterprise customer and now their poor users are stuck with it).

I like to think I did my part - I made small UI/UX improvements that I snuck into my official feature work (it all passed peer-review and testing, don't worry) - things like bad margins/padding around controls, something with the wrong color scheme, etc.