Frankly, I don't think Milton needs this kind of encouragement.

Something I thought of doing over the weekend, and took me just under a day to finish. I wanted to try out several new things, including caricatures (admittingly failed since not a lot of this is exaggurated) and using Burn and Dodge as standard shading tools. I also added spots to embellish Milton's unhealthy looking skin.

For the curious as to why Milton's eyes take up the whole of his glasses rather than just part of it like Dwight's is that they really do look like that in the movie. The distortion was so severe that the actor (Stephen Root) admitted to having no depth perception with the glasses even while wearing counter-corrective contact lenses.

Fans of either the movie Office Space or the show The Office are encouraged to critique how well I rendered these two.