It's notable that your popular examples had to be qualified to be limited to "free" (as in open-source) software.Um... you asked for free software copyleft examples, so obviously. Why is "free" in scare quotes again? Open source hijacked free, not the other way around.
The majority of popular software isn't open source at all.
Irrelevant to the point at hand.
maintained by copyright-holding commercial organizations
Completely irrelevant. There is nothing about free software that is opposed to business. It is perfectly fine that commercial organizations work on free software.
The copyleft ideal of "user freedom" is founded on the premise of a software industry barter economy in which the only tradable resource is not even software, since that's freely copied by anyone, but rather, actual time spent writing software.
No, that's open source. Free software makes ethical arguments for the Four Freedoms, largely based on determining one's destiny, being in control of one's computing and privacy concerns.
This is insane, not least of all because the vast majority of humanity can not and does not want to write software
False premise aside, that's the great thing about software. You don't need an extremely large force of programmers to satisfy most needs. This is because software is a non-rivalrous, non-scarce good.
time spent writing software is literally worthless outside of social standing
Not factoring in the end product?
You can't use bartered time to pay rent or buy food, which means you cannot actually build a sustainable economy around purely copyleft software ideals in which anyone is able to recoup the real-world costs of spending time writing software in the first place.
You don't make money off free software from bartering time. You've set a ludicrous straw man through and through.
As I mentioned earlier, software is non-rivalrous (or even anti-rivalrous, with utility increasing along with use) and non-scarce. You simply cannot sustainably sell it on a per-unit basis like it's a shrink wrapped box, not without maintaining artificial scarcity through IP law, creating a deadweight loss.
In light of this reality, one must rethink their business models. Possibilities then emerge from dual licensing, consulting work, selling merchandise, etc. etc. A common approach is also SaaS, but that poses ethical dilemmas of its own.
You set up a false premise as to the motivations of free software beg the question by assuming that non-rivalrous, non-scarce goods can be marketed sustainably using traditional business models based on information asymmetry.