This article is fantastic. Really great to see how Filippo is getting this to work, and in so much detail.
As someone who frequently complains about all of the administrative overhead this kind of lifestyle requires I appreciated the footnote pointing out that dentists have the same problem and just get on with it.
That said... as a self-employed mostly full time open source maintainer myself I do often think about how much I would appreciate some kind of agency or talent management relationship that would take a bunch of that off my hands. It works for Hollywood, why can't we have that in tech too?