I find Photos.app to be the best Apple app I've ever used. It's simple, modern, works amazingly well between iOS and OS X, transparently manages 100GB of data between iCloud and local storage.
This entire piece is surfing on Mossberg's take and goes way too far.
From what we know, Apple does seem to be sorting out big challenges on software side:
- transition to Swift on 2 platforms, which won't happen until they decide to only support 64-bits OS X and iOS at some point in 2017 or 2018 or later
- OS X and iOS foundations are actually super solid. Accidents happen, both codebases are now much more mature and stable. Probably the best they had for decades
- manage the largest updates in history yearly. You hear of bugs because everybody gets to experience them at the same time. Windows never got that many million devices updated overnight
On top of that, they do seem to have conflicting marketing priorities. They don't know what to do with iTunes - as a brand, as an app, as an experience. They're obviously conflicted whether a user should depend on the AppStore to do stuff (feature creep in Notes.app).
IMO this "apple software sucks" is more a consequence of a stalled marketing than an engineering problem.