I don't think that Milo is that close to Trump, character-wise. Milo seems to be more of a career troll (with some actual degree of eloquence and stage presence, as if it was a movie) while Trump is more of the Mussolini clown-leader type. He even looks like il Duce, and moves like him
Imo Milo is more of a version of Colbert, really. Just not working as a comedian who has a virtually 100% political routine (Colbert), but a politically-using troll, in the vein of a character by Sascha Coen (Borat, Ali G etc, and btw i think Coen was/is even more of a douche than Milo)
And more in the same vein... I mean, it does look like an act

Now, is it irresponsible to do this if an act? Obviously. But maybe it is time to check how messed up things have been since 2001 and W's massive wars. By now trolling is sort of the normal, mostly a normal reaction to a rather incredibly ruinous age, but maybe some people just opt to make a full-blown career out of it.