The "look beyond freedom" quote probably should also be looked at with the context that he's talking about the FSF, which has an odd habit of being extremely absolutist in ways that actually hurt the user. Like, they'll point out that Wi-Fi cards with proprietary firmware are bad, but then endorse very similar hardware where the firmware blob is in ROM or some features are lasered off just to conform to the "proprietary ROMs don't count" rule. Marcan is arguing for creating a gradual sliding scale of "proprietary, user-hostile, and/or insecure" to "Free, user-respecting, and/or secure" and then looking at the trade-offs between them, rather than just creating a really high bar based on what made sense in the late 1980s and sticking to it forever.
If you're talking about building a sustainable community so the end product is polished and upstreamed and ready for end users, I'd say we have that with the M1. Things are already getting upstreamed and there is more than enough momentum. This wasn't the case with PS4, which was just me and a few other fail0verflow folks putting together a proof of concept. It helps when you don't have to spend cycles finding exploits and can focus on delivering a working OS :)
I mean, to be honest, someone only knowing “whys” alone is kind of disappointing — especially combined with the often seen narcissism of developers and you get someone who does not understand the problem domain spewing bullshit about it with confidence. We can see plenty of examples to that under any firefox, wayland or systemd threads.
Unfortunately, that's going to constitute a lot of the people you encounter these days. Half-measures are better than no-measures, but I really do miss the days of vigilant software development instead of cleaning up Apple's scraps.