If you like Hunter S. Thompson, or even if you don't, you should check out this documentary - Gonzo: The Life and Work of Dr. Hunter S. Thompson.
I agree with the sentiments that he could have influenced the discourse today and would have been very happy to see President Barack Obama.
The illustrations by Ralph Steadman have always been associated (for me) with Fear and Loathing In Las Vegas. They are incredible pieces of work that compliment Thompson's writing and philosophy so well.
Gonzo: The Life and Work of Hunter S. Thompson