Yes, I agree that it's not the optimal outcome. (I should have not used "win-win" and instead used "win-win for some consumers.") I was trying to emphasize the individual consumer only having to pay what they were willing to pay- not making a judgement call on what is optimal.
Furthermore, The scenario you highlight is price discrimination to the first degree, where the monopolist captures all the "surplus." Economists generally claim this outcome to be "unrealistic" but it helps us understand the more traditional outcome: https://courses.byui.edu/econ_150/econ_150_old_site/images/8...
As you can see, there is still consumer surplus from a monopoly price discriminating, but at the cost of a deadweight loss.
Fair enough, I agree that we could be here all day if we opened the value-judgement can of worms (though I do wish we did this when discussing public economic policy).
Economists generally claim this outcome to be "unrealistic" but it helps us understand the more traditional outcome
I agree with this. Just to add, pretty much every simplified market model you would find in an undergraduate-level textbook won't correspond to any market in reality. As you suggest, they're just very simplified models designed to 'kinda point you in the right direction', rather than be taken as a description of reality. The most dangerous people tend to be those who took micro 101 but were never told the latter :)
Furthermore, The scenario you highlight is price discrimination to the first degree, where the monopolist captures all the "surplus." Economists generally claim this outcome to be "unrealistic" but it helps us understand the more traditional outcome: https://courses.byui.edu/econ_150/econ_150_old_site/images/8...
As you can see, there is still consumer surplus from a monopoly price discriminating, but at the cost of a deadweight loss.