one thing that's really stuck out to me from this presentation is the Hey on a Raspberry Pi comment - that really strikes me as more of an indictment on how many people are actually using Hey. I know a single person who does and work for a heavy Rails shop with folks that love DHH. Pretty important to keep in mind with any of his grand proclamations around work/business/etc that 37S has maxed out at 50 or so employees IIRC, and that was pre-mass exodus.
I do hope he focuses less on Rails and lets others take it over more. It does do a lot of things really well, and it's incredibly easy to build stuff quickly on it.
It has always struck me as as bit odd that so much of the direction and discourse in rails has always been driven by a pretty small company that runs apps with comparatively little scale.