If you pay a premium price you expect premium service.
There's no competition for airplane wifi though, you either use it or you don't. It's not like you choose between two different vendors... So they're competing against no wifi at all which allows for pretty mediocre and unreliable service as that's "better than nothing".
These free ML models exist in a slightly different world.
Only the point of the Louis CK joke is that mere flying in the air, and getting to 1000s of miles away in a couple of hours, is a beyond premium service, when thought of in historical perspective... closer to a miracle.
It's this "taking for granted" that makes us consider it a standard thing in mere 100 years after its invention, and when it was not just a thing for rich people, but a totally unimaginable dream for millenia...
Is this still true, though? I regularly pay $8 for wifi on a 6h flight coast-to-coast with United. And also paid $15 for a 10h transatlantic flight last week, which seems pretty fair to me.
Oh, and messaging and chat apps are free, so you don't really need to pay if you only want to keep in touch with folks on the ground. Sure, quality is sometimes spotty, but seems to have improved over the last couple of years.
It could be a 16-hour flight to Australia, and still my brain would be saying no. Then I would order a $10 coffee and tell myself I deserve to treat myself.