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Sorry, was editing my post to add this next bit, but couldn't get it in there before you had already quotedFDR was acting under war powers, which is one of the scenarios that executive orders were intended to cover. Same with Wilson. Looking at Coolidge's list of EOs, many of them seem to be appointments and other functions now handled by various Executive Branch agencies that didn't exist at the time. The same goes for other presidents of roughly the same era with high numbers of EOs (Teddy Roosevelt, Taft, Harding, Hoover, etc).
You have to consider not just the number but also the nature of executive orders issued. Obama really expanded the use of EOs to dictate policy rather than specific actions, and Trump and Biden continued that.
In reading back through the archives, it appears that the one that "got the ball rolling" on practice of "let's file an injunction request for this EO we don't like", was EO 13202 from the George W Bush administration, which was
Executive Order 13202, signed by President George W. Bush, prohibited federal funding for a project if a government or its partners or agents imposed a mandate for construction contractors to sign a Project Labor Agreement with one or more labor unions
The process took about 18 months, and because it was filed in a district that was "friendly" to the interests of the entities filing the injunction (as was the circuit court above it), by the time it was appealed and certain parts of it were allowed to stand, it was already Obama's term to be president, and he rescinded that order in his 3rd week of holding office.
Obviously political strategists don't need to be rocket scientists to look at that say "Hey, that worked out pretty well"
It's not a coincidence that Democratic led injunctions tend to be filed in the DC District court, and the Republican led injunctions tend to be filed in the South Texas district court.
Given that a presidential term is only 4 years, if 2 hours of paperwork can stall their efforts by a year and a half (a substantial portion of their term), and you can basically handpick the judge to file it with...that seems like a far too easy "sneaky strategy" to leverage.
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