so all of a sudden, the first amendment (press) only applies if you're wearing some ugly ass hat?
No, not at all.
I've organized and hosted about a dozen Open Carry "cigar nights" in 2 different cities, each has been attended by 20 to 40 people. Never had an issue with LEO confrontations, civilian complaints or anything else.
Why have an observer when none is needed?
The OC events I've attended haven't had any problems either. But, the Cigar Nights aren't really in places that would lead to confrontation with LEOs anyway.
—especially if it includes the possibility of interaction with law enforcement who do not want you to be doing what you are doing—
If you were at a demonstration in a very gun-unfriendly city—Bloomington, perhaps?—you may find more resistance from authorities. And while most gun owners and LEOs at such an event would likely be intentionally extra calm and mature, all it takes is one hot-head smart aleck to escalate it.
I'm starting to think that my thread title may have been poorly worded, and it's really giving people the wrong impression about the idea in the blog I read. It is just a suggestion to be prepared if an event might go awry! Somebody off to the side who "isn't involved" documenting could come in handy if there are arrests (or "detainments" as they might be called) or charges or damage or who knows what.
The suggestion has NOTHING to do with saying that the right to record cops is only reserved for somebody in an ugly hat.