spiffyiffy--disqus
SpiffyIfy
spiffyiffy--disqus

Some redditors theorized the Obama bits (and maybe the Nancy Grace part as well) was done using face capture and reenactment. Similar to this https://youtu.be/ohmajJTcpNk

Yeah I'm not sure what was more smooth, that or the “That disguise wouldn’t work if you had greasepaint all over your face.” line