[Update] I found out the name of the guy. It is John Krasinski. Here is a photo for comparison.
I may be doing some caricature work in the future so I've been practicing a little bit. I can't remember who this was supposed to be I should really start writing down who these people are but I'm pretty happy with the end result I just have to work on my speed.
The sketch is out of my moleskin and the colouring was done in photoshop.