I just scrolled back about three weeks on his tweets, and I'll give you the impression I got from that, if it's of any use. I would judge him to be a disinfo agent. But don't stop reading because there's more to be said....

There are so many disinfo agents floating around, spotting one should surprise no one. In fact, I would advise anyone to act accordingly. That's not to say you should assume every public figure like this is a liar, but that you should always make sure when you're listening to or reading their material that you're asking yourself the fundamental critical thinking question, "I wonder if this person is in error or deceiving me?" With that "one simple trick", you'll start spotting them more often, just like I do.

With O'Connell and Webb, we're at a level of disinfo one level up from mainstream. Ever notice how the mainstream is full of lies and nonsense, but they never call each other out on it? Even with the staged "Left vs Right" conflict, it's reduced to "us vs them". They steer clear of actually examining the lies and having people think about them, or concluding that giant corporations can be simply propaganda machines.

So at this higher level, you will see these outlets exposing each other. That's an acceptable cost, because what they're doing is shielding their most important lies with a bodyguard of truth. The cost is not even as high as you think, because most or all of the truths could be found scrolling around r/conspiracy long enough.

So all O'Connell's material looked pretty good to me until I got to the Trump Derangement stuff. That was what gave away James Corbett (a colleague of Whitney's). I listened studiously to all his material from the start of his career. Then around 2020 he went off on an anti-Trump rant, which I let go at the time. Later, after the Ukraine War started, he went off on Putin like he got his info from the NYT. So They saved that asset for that long just to go after the big threats when needed. Instructive.

With all disinfo, there has to be truth so it's like walking through a minefield. Profitable, but you must be careful. Which leads me into a final comment on O'Connell's technique. Notice how the tone is: "I'm super hip, deeply in-the-know, I'm a savage cutting through these liars with my machete, just follow me and I'll show you!" That's the trick: "just follow me". It's how they lead you astray when they need to.

So my best advice is, don't "follow" these people for that reason, resist becoming a "fan". That's what they're counting on you to do. When they drop a "truth", pick it up and examine it for yourself. Even at best, an honest person can be mistaken. You must always know when to disagree with any "authority".

Hope any of this helps!