After my previous post I decided to do a little research. After some Googleing and a few false leads I found what I was looking for. According to MacUser he is Justin Long. I'm still not sure why, but I am pretty sure I have looked him up on IMDB before. The only movie I've seen on his filmography was Galaxy Quest, but that seems a bit unlikely ... I think it was more recent. Maybe from seeing the trailers for Herbie Fully Loaded. *shrug*
According to some random post on IMDB he's polish, italian and a bit irish ... Craig should like that (he has certain theories about all 3 of those nationalities). Though it could mean he has a rather nasty temper too.
And my suspicion was right, he does look better without the tshirt. Though I think he has been working out since whatever these screen captures are from. His arms are a lot more defined in the Apple ads.
And this was an interesting tattoo, I assume it was for whatever this is from, but who knows: