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I've always interpreted it more as 'plotting a course'.
Yeah I was honestly surprised to see how many people in this thread interpret "plotting" as inherently negative.
It's both, but in journalism, you pick your words carefully. There's no chance the writer of the headline wasn't fully aware of both connotations. There are a dozen other words that could have meant the same thing without making it sound nefarious.
I think it's like when people use "scheme". In the US it has heavy tones of nefarious intent, but it's still used a lot because some people just don't think of it that way. (Be it from UK influence or whatever.)
I am guessing it is due to politics inherently being a skulduggery kind of thing, especially with mainstream media being in the pocket of the wealthy. If our news outlets had a reputation of being fair and truthful, their wording wouldn't be treated with suspicion.
As an American, I have to turn many statements like a rotisserie and think whether they make sense. They cannot be trusted if left raw.
I think "plotting" doesn't see a ton of use in that more neutral sense outside of a few idiomatic cases like "plotting a course". I definitely did not naturally associate a presidential run with that navigational sense of "plotting", but instead the "plotting an evil scheme" connotation jumped out. I'd think of planning a presidential run to be more similar in activity to plotting a scheme, another literal plan of actions to achieve a goal, than to plotting a course as a figurative map of those actions. That's why I interpreted pretty sharply that way, at least.
Since the article is about her considering multiple options - Senate or President - that she'll have to narrow down to a single path, the navigation implication seems relevant.