Which works of art most accurately and strikingly capture the modern military experience?

I would say Duffel Blog, but that may not be a work of art in the classic sense. The pieces that "best" capture the military as it really is could never be a book or a movie, as it would have to be too boring and too bureaucratic to ever sell. Humor is therefore the best platform to relay the military through a relatively unfiltered lens.

Now if you ask which one captures the greatest heroism in the military, that's a different question.

I love Terminal Lance. It is very well done, always on point and usually pretty funny. My preference though is Non Fiction books. You get depth and breadth in a work of non fiction that you simply cannot get from a film/cartoon/ song etc (although there are some great songs, Goodnight Saigon by Billy Joel is a good example).

Some of the Non Fiction works I think are stellar are:

With the Old Breed and Peleliu and Okinawa - Sledge
Band of Brothers - Ambrose
Helmet for My Pillow - Leckie
The Hill Fights - Murphy
The Last Stand of Fox Company - Drury & Clavin
Generation Kill - Wright

On a lighter side of the Army, I'm gonna have to say Bob on the FOB cartoons are my favorite.