I always say that there is a market out there for "publisher bad" content but one of the real issues with Jim is that his format has been essentially unchanged for over a decade and especially now when there are so many more competitors and a greater demand for immediate content its a real handicap,
I've argued for some time now that the core problem of Jim's content is that he never, ever offers solutions. Anyone can point at bad thing and say 'bad thing bad' but to offer productive analysis requires research and an understanding of subject matter Jim simply isn't willing to commit to.
One of my current favourite YouTube channels is
KnowledgeHusk (which I swear was called KnowledgeHub when I first started watching). His videos usually aren't much longer than Jim's, but unlike Jim KH's videos use 'bad thing bad' as a springboard to discuss how we got to this stage and what it's likely going to mean in the future. Here's his most recent video about Microsoft, as an example, but I recommend all of his content:
If this were a Jimquisition episode it would be 20 minutes of Jim saying Microsoft putting ads into Windows and turning static software like Office into subscription services is bad and they shouldn't have done that. And those things are bad, and they shouldn't have done that, but everyone already knows that. What is interesting is
why Microsoft have turned Windows into a dumpster fire, and that's what KH goes into.
TL;DR When I watch someone like KnowledgeHusk I usually learn something and gain perspective I didn't previously have, when I watch a Jim video I get nothing out of it because he repeatedly states the obvious for 20 minutes.
Jim could do the same shitck he does now in videos a quarter of the length (or even the same length its not like there is huge amounts of work put into them) and releasing them as stuff happens so they're actually topical.
If he actually cared about his channel and recapturing his audience his best bet would be to turn the Jimquisition into a weekly news roundup like Sargon's This Week In Stupid series (no idea if he still does that).
It's far too optimistic to expect Jim to return to posting multiple videos a week, but at least with a roundup show he wouldn't have to fill every JQ with 90% padding, even if his take on every story covered is still just 'bad thing bad'.