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.