I think I am in the same boat as you. Knowing how the sausage is made only makes the flaws noticed even more offensive.
But I do think the GP has a point about the intentional friction and bullshit introduced into lots of modern software that wasn't even a twinkling in some CEOs eye way back when. Software has become adversarial to the user. Psychology has been weaponized to induce behaviors in users. Instead of users feeling utility and choice in using the software, they feel burdened, controlled. Or at least, I do. I try to make smart choices about what software I use to maintain my own volition.
These kinds of flaws are fundamentally different from the kinds of flaws in software from the past if only because of the order of magnitude increase of resources that can be mustered to accomplish it. And because they are exploitative.