I gave it a relisten, and I think you're right to say he's confused: I think he presents something of a rationalization for Hegel, but one I wouldn't be tempted to make.
The Phenomenology of Spirit was published in 1807, and
The Origin of the Species in 1859, and the theories of the universe he's reconciling with Hegel come even after that.
But I also can understand the desire to provide this reconciliation on a podcast -- it's not just introducing basic concepts of Hegel, but is pointing out how Hegel can relate to our day (and so be worth studying, in spite of the difficulty).
I just have a different motivation than him so it's OK that I disagree with the rationalization.
Suppose we start with a many worlds, non-collapsing universe that evolves physically but remains probabilistic. Now intuitively, my suggestion would be that Schrödinger's cat has enough geist to collapse its own wave function, and will obviously collapse it to the state in which it is alive (because it can't see itself dead). So the form of geist's freedom is in the first instance the necessary choice of freedom itself, that is, the choice of life. Thus natural selection selects for freedom to select.
How say ye? — unenlightened
I think that works. Just supposing that consciousness emerged in some kind of event that likely is the birth of religion then, supposing natural selection to be true and reconcilable with Hegel, that would be a good guess for reconciliation -- in the beginning there was no consciousness, only the atoms and void which somehow formed creatures which, in these many-worlds, we happen to be in the branches in which we're alive because while there are branches in which we're not, we obviously wouldn't be a part of those branches. We only get to experience the branches where we do come out alive, so even if it's a fluke that happens only once in a universe we just happen to live in that universe where it happened.
A problem for many-worlds though: it exacerbates the binding problem in that there's no cause or reason for why I continue to inhabit the branch that I do if my choices make a branch in the universe. Do consciousnessness multiply with every choice that we make, and along with that universes? Why on earth am I in
this branch, and not the one where something else happened?
It would seem to me that that's where the coin-toss has to come in: you had a 50/50 chance, or whatever the odds were, to go along for the ride in this branch. Maybe someone else went along for a ride in the other branch. But if that's the case then we're back to a random universe we experience, stochastic and not freely chosen.
I think of
The Phenomenology of Spirit as a story about the birth of Humanity. There's a rational beginning to this story, but the conceptual structures don't necessarily fit in with the historical timeline allusions throughout the text. It skips forwards and backwards, at least by my memory, to make connections. It's as if Geist has always been moving and the Phenomenologist can step out of the phenomena and describe them, as a scientist would, but then coming to realize that this is itself an act of Geist, or experiencing Geist and that all the worlds philosophies are expressions of this structure. So even if the historical timeline as we'd normally construct it is linear, I'd say Hegel's time is
not linear because he's still talking about conceptual structures that are the basis of reality. So at the Birth of Humanity, or the beginning of consciousness, we'd have access to all the structures which are described through the history of philosophy, they just wouldn't necessarily be articulated yet, or would need development from the concepts that
were expressable at the time -- while Geist lays the foundation.
For Hegel he just lives in a moment where enough has been accumulated by philosophers that he can begin to build a body of knowledge with it, contra the Kantian impulse to limit knowledge to the natural world.
Or, well, that's how I'd put it right now. Though I'm rusty.