TBF, I think what he's (somewhat rightly) pointing out is that "insurrection" is not a well-defined term legally (or at least in the context of the Constitution itself), and there's a danger of someone saying the effect of "Joe Biden didn't send enough troops to the border, he's letting in illegals and terrorists that are harming the US, therefore Biden is giving aid and comfort to an enemy that qualifies him as an insurrectionist and he can't be on the ballot." It's bullshit, but if there's no good legal basis for calling it bullshit, it could still fly. I honestly think the arguments about the text of Section 3 being just poorly/inadequately worded are right, but I also know that SCOTUS has and absolutely can make inferences or clarifying tests for such wording as the need arises (though by yesterday's arguments it sounds like nobody, liberal or conservative, wants to take responsibility for that).
Pretty much my read. I can't recall which Justice stated it, but they literally painted the hypothetical where you have states dictating who is allowed on the ballot by whatever excuse, leaving an election that is decided in a very un-democratic way. (Rich given their stance on gerrymandered maps or Roe)
Effectively most of the arguments seemed to fall towards a recognition that the country/states are filled with horrible bad actors and the question is not about doing what is "right", but rather doing what is needed to best avoid the worst members in power from having some permission excuse to enact on removing the opposition on the flimsiest of technicalities. (Like Gerrymandering!)
So Trump gets a win here in order to stave off state legislators from passing laws to ban Dems and vice/versa(but Dems woulld be rational about it). This country failed hard to not wipe Trump out on Jan 7 and stick him in a hole. Stamp down hard on MAGA and the rot, but now it festers and spreads still.