> Way over-priced storage and RAM upgrades, can't connect multiple monitors unless you pay up, and you're stuck with MacOS.
Basically boils down to "Apple is selling a much better product, and they know it." I.e. your first bullets (over priced storage, RAM, charging for multi monitor support) all just boil down to "Apple charges more because they can". The "you're stuck with MacOS" is obviously true but just highlights that Apple has always been about optimizing hardware and software together.
If anything, I think the "dark times" for Apple laptops was the late teens during the era of stuff like the butterfly keyboard, the touchbar, and too few ports. I think Apple consumers have consigned themselves to paying more for a much better product. What they're not willing to do (as much anyway) is to pay a premium for a crappier product. The butterfly keyboard especially was such a disaster ("We shaved .2 mm off the width, all at the minor expense of any key randomly stopping to work at any time!") Admitting mistakes in big corporations is hard so I'm glad they just jettisoned all that stuff.