Does the fact that his "poor judgement" consisted of threatening people with a gun come into this equation?
There is no evidence he threatened anyone with his rifle.
Openly carrying a firearm is a threatening behaviour, in a way that wearing a short skirt most certainly is not.
Not necessarily. And do you apply this to people on your side who openly carry firearms, for example the #BLMers who occupied the Capitol Hill Autonomous Zone in Seattle or the University Ave. area in Atlanta? Was Daniel Perry justified in shooting Garrett Foster because "openly carrying a firearm" is per se "threatening behaviour[sic]" in your estimation?
Hunters and farmers do their gun using in rural areas, not in the city. He didn't engage in self defense, he was the aggressor.
Ritt brought the gun for self-defense. Not for hunting, sure, but he was not the aggressor either. Rosenbaum was.
Your belief is wrong; the political views of the people there, including Rittenhouse, are irrelevant (except from being a part of Rittenhouse's motive to go there, and do what he did).
Motive: to protect a business from looters and rioters.
What he did: he successfully defended himself.
If it was conservatives protesting, and a "mad leftist" started shooting people to death, you can bet we would be criticizing him.
What about a scenario closer to the Rittenhouse case? What if a "mad rightist" attacked an armed leftist and he killed the attacker(s) in self defense? Would you still be calling for murder charges?
Of course, there probably would in that case be a different and more sensible jury verdict.
Given that your scenario is almost completely different than what happened in Kenosha, I would except the verdict to be different, yes.
He had the right to go as per the First Amendment.
He did not have the First Amendment right to try to set things on fire. He also did not have the First Amendment right to attack a teenager.
If that was also Rittenhouse's purpose, he would also have a right to be there, but he went there not for free speech but with the clear aim to kill people, which he did.
You are just making stuff up. There is no evidence that he went there "with the clear aim to kill people". Quite the opposite - he only used his firearm when he was attacked by a "mad leftist".
He went there to protect a business. This, I think, stems from the same impulse to help the community that led him to clean the graffiti that #BLM and Antifa left all over town during the previous night.