Okay, let's look at the video's three claims:
1. WotC is starting to churn out more D&D product with thinner content. They did release more books this year than last (though I think it is misleading of Will to include the new Starter Set as a new "book" in the sense that he is talking about, because obviously a new starter adventure is not going to introduce playable races and subclasses. Also, that is a really weird metric by which to measure the value of new content: I am perfectly happy if a new adventure relies just on material from the MM and PHB; I just want it to be a good adventure).
In general, this section relies on deceptive tactics, such as when he edits footage of D&D from Stranger Things etc. with The Professor talking about disrespect for the game, and WotC pushing subpar product out, unlike in the good old days. This was confusing because I assume The Professor knows that no one was more guilty of product churn than TSR, but it became clear by the end of his comment that The Professor was, at that point, specifically talking about Magic the Gathering, not D&D. Will just edited The Professor's comments to make them look more supportive of his own thesis.
Is this a good thesis? I dunno, releasing 6 books as opposed to 4 is not a massive surge; it is hardly comparable to the Magic $999 anniversary sets. But Will seems to conclude that this is not a huge issue anyway, so let's move on.
2. Here he actually presents two theses. The first is that WotC doesn't treat online influencers right. Debatable and it came off as self-serving, so, I dunno. It frankly felt whiney so I don't think he should have gone there - this would be a point much better discussed from a more objective perspective. But his second issue is much stronger, which is that WotC is undermining FLGS by increasingly switching to direct sales to consumers.
This is a much more complex issue than Will represents. Basically, he argues that WotC is abandoning the FLGS to Paizo, which is a "disaster long term for Wizards." First, I don't think it is true that WotC is ceding this turf. But the bigger issue, which he doesn't address, is that a large corporation cannot rely brick and mortar stores the way they used to, and that problem will only increase. That sucks to write, because I love FLGS and I shop at them as much as possible.
He cites "leaks" that tell us how much WotC hates its fans which...let's just say DnDShorts should not be bringing this topic up, because he still hasn't apologized for spreading misinformation from his "leaks." This segues into his third point about community relations and...
Okay. Will got egg on his face with his shoddy reporting and he seems to be responding by doubling down. If his channel is going to become another source of constant negativity about the game, that's fine. It just won't be for me anymore.