Assume for the sake of this thread that the "Insular Cases" of 1901 go the other way. (Here's more information: https://en.wikipedia.org/wiki/Insular_Cases.)
How soon afterwards do the aforementioned territories (just Puerto Rico and Guam; assume the Philippines become independent post-World War II like IOTL) become states?
How soon afterwards do the aforementioned territories (just Puerto Rico and Guam; assume the Philippines become independent post-World War II like IOTL) become states?