I have mixed views about New York's prosecution of Donald Trump—if you look at all the crimes Trump has committed, the ones charged in New York seem comparatively minor
Orin Kerr's role at Volokh Conspiracy over the years often was to sound a bit like Columbo (he is confused a lot about what the other person says, putting an air of being surprised at what they appear to be saying) answering over the top takes. He was an advisor to Sen. John Cornyn (R) during the Sotomayor and Kagan nominations. Kerr has expertise on certain Fourth Amendment issues.
Prof. Kerr is the type of conservative that people on the left respect. He openly supported Hillary Clinton in 2016. But, be careful. Kerr repeatedly shows his sympathies. He patronizingly felt the Democrats' pain regarding holding a Supreme Court seat open for over a year. Nothing was wrong with it though.
Both sides do it.
Kerr bemusingly responded to some of the most excessive responses when the Affordable Care Act was being crafted. Nonetheless, he opaquely referenced (without details that I recall) that he was willing to tighten congressional power. He also sometimes ignores the point such as when a senator symbolically compared Trump to Stalin. He latched on to the reality that Trump was not Stalin. Rhetorical hyperbole confuses you?
Kerr is back to his role as a bemused corrective regarding the latest overheated defense of Trump. He did this before respecting how the civil case met some minimum test of credibility. Nonetheless, he mixed in his doubts on their overall reasonableness. Kerr noted that it wouldn't upset him if ultimately some higher court struck down the civil judgment.
There is an important role for reasonable analysis from those we disagree with strongly on various matters. Kerr serves a useful function, including his Fourth Amendment work overall. Still, as a "reasonable conservative," I have too often seen him say problematic things.
The fact the crimes here are "comparatively minor" is of limited concern. If someone is guilty of murder, they do not obtain a pass for theft of holy relics. The importance of prosecution would be even greater if someone else has already been prosecuted for the overall conspiracy involved. The fact the person was charged under a different statute, notwithstanding.
(As people, including myself, have noted, there is also the reality that other prosecutions are being blocked. We might think of this as the Al Capone for tax invasion rule. I will put that aside.)
We can note that the matter being covered up here was significant without determining how much so. I think sometimes people lay it on too thick about how much such and such was the "point" or the determining factor. Life tends to be complicated and debatable. Nonetheless, it can be important enough to care about. That is the situation here.
There is also an equality angle. Michael Cohen was prosecuted. The National Enquirer-related corporation had a non-prosecution agreement. They granted probable guilt. See also, how Biden and Pence handled concerns about having national security documents compared to Trump denying any wrongdoing and obstructing the investigation. Trump's CFO was prosecuted.
Let us focus on the crimes themselves. The overall crimes involved here can be put in two buckets (the Supreme Court during oral argument these days likes that metaphor): business and campaign finance crimes.
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Thanks for your .02!