Nonetheless, you do seem to acknowledge that it’s possible while saying one should not even try. And yet this is oblivious to the fact that the only people who succeeded were among the people who tried in the first place.
To me, if Will is trying to build software that is genuinely valuable to people, and if people are willing to give them money so that software continues to exist, then that's enough. I don't think Will is also obligated to solve Open Source funding on a systemic level. "Do things that don't scale" is still often sound business advice.