Regarding Point 2, Elon Musk's popularity is somewhere on level of George W Bush in 2007-2008. His intervention in Wisconsin in their Supreme Court election turned out to be a dumpster fire for the more conservative candidate.
Khanna is entitled to his opinion, but just on the politics alone, it seems pretty clear that his interests (as you suggest, influenced by his own experiences in his district) probably don't align with a greater strategy of winning the kinds of districts that will be decisive in the next Midterm