A ridiculously high quality photoshopped image :-)
Things I did to this photo: (1) I placed a canvas in the background of your bosses face so that it would match the canvas of the oil painting. (2) I matched the colors of your bosses face with the portrait of Shakespeare. (3) I used your bosses facial hair to guide the Shakespearian facial hair of the original portrait, using varying colors of the scratchy aesthetic as well as placing hundreds of individual hairs throughout. (4) I gave your bosses face an oil painting aesthetic to match the original portrait. (5) To sum things up, I basically gave you the best photoshopped image money can buy!