An easy pick for me but it captures the last decade so well. Lincoln looking at the noose/halo is what sends this one over from being just a funny picture into being genuine art. It should be in a gallery. It should be in the entryway to the White House.
I count 8 faces of which at least 4-5 have had major scandals (and 3-4 of those were justified!) Ellen, Brad Pitt, Kevin spacey Meryl Streep (i remember people being mad at her for something) and the hunger games lady (people were mad at her too for some reason). These are also the only people i recognise