I actually think this makes sense - it’s a way to normalize it.

Like his awful cabinet picks, Trump’s team leaks this information, everyone is immediately upset, but by Tuesday it’ll be, “as expected, Trump carried out raids in Chicago.” Additionally, those he is targeting have a chance to hide, thereby avoiding combining the news of the raids with visceral shocking imagery in reporting. This raid will be more for show, but things will get worse in steps, as we get used it each level of barbarity.

If I’m right, that’s why they released it on a Friday night.