When they said "It's the appearance of productivity, not actual productivity.", that does very much sound to me like an accusation that he is pretending or trying to deceive you into thinking he's a super productive person.
> And do they work? If he's failing or fooling himself then a big chunk of his podcasting is wasting everyone's time.
I'm afraid I'm not close enough to Mr Grey to be able to confidently say one way or another. Everything seems to indicate that he is a fairly successful individual, as a YouTuber with a big following and founder of at least two companies that seems to be going pretty well. So unless he is incredibly lucky and keeps failing upwards, if I had to guess, I'd say he has had at least some success in making himself work on stuff from time to time.
> I looked at a video from last year and one from eight years ago and they're pretty similar in production value. Lengths seem similar over time too
Really? I mean, let's look at some concrete examples. His latest video [1] features many unique drawings, extensive animations, even some 3d stuff with the rotating globes, and almost every scene has an actual drawn background layer.
Meanwhile, one of his biggest videos from 9 years ago [2] is pretty much just a slideshow, with no animations, and most of the video features a static generic white background.
The overarching style (i.e. stick figures, no elaborate textures) is the same, and I guess this is a partially a subjective point, but I think it's a bit crazy to say the visuals in these two videos are of similar quality.
For an example of stuff other than just the animation itself, he put out the Rock Paper Scissors video [3] two years ago, which had a pretty insane huge scope (though that might not be obvious at first glance)
> I can see he's done three members-only videos in the last two years, in addition to four and a half public videos. Is there anything else?
By definition, I'm not aware of stuff he's not made public. I just know that there is stuff that he chooses not to talk much about (he never once mentioned the Standard stuff on his podcast, for example). He also handles a good portion of the backend stuff for the Cortex Brand line of products (I think managing/planning logistics/inventory?). I'm not a member of his channel or his Patreon so I can't tell you how much he invests in exclusive videos, or if there is some other work he discloses over those channels that he doesn't in others.
[1] https://youtu.be/HSRmfNDk87s?si=lORnzazCWoe2X4Xa