There are two Matthew Yglesiases. One is a troll who enjoys throwing bombs (similar to Jon Chait in that regards). The other makes thoughtful arguments with considered evidence. This article is an example of the Good Matt, and it makes a critical argument.
Yglesias lays out the case that America - and in particular the Republican Party - is drifting away from democratic legitimacy. This is undoubtedly true. The GOP has no way to secure the support of the majority of Americans. Bush managed 50.7% as an incumbent during a war, but before that his father's election in 1988 was the last time a Republican got a majority. It is inconceivable that Trump wins a majority in November (though he could still win re-election). Because they can no longer win majorities they rely on natural and man-made gerrymanders in the Senate and House.
The Senate could be addressed by giving voting rights to DC and Puerto Rico, but it's going to be tough to pull of completely. The House could be fixed by expanding the number of House members to an even 600. That makes for more districts, which makes it harder to pull of vote sinks like inner cities that give 80% of their votes to Democrats, while a Republican gets 54% in the suburbs. This would also help with the lopsided nature of the Electoral College, by giving more votes to more populous areas. It would eliminate the Wyoming/California problem, without having to amend the Constitution.
There are a host of voting rights that Democrats could write into law and presumably will if democracy survives the election, but they will need to play some hardball and introduce real structural change. As Yglesias notes: Trump did not cause this problem, his presidency reveals how profoundly damaging it has become. The reason we have a Fox and Friends president, is because our undemocratic institutions allowed it to happen.
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