Books

Atul Gawande - Being Mortal 

Paul Kaulinthi - Where Breath Becomes Air 

Five Invitations - Frank Ostaseski

Movies

Into the night - 9 stories with different perspectives on dying.

Philadelphia Story - Tom Hanks, in the earlier days of AIDS, faces death directly, and chooses to have a going away party.  In today's world of Assisted Suicide/End of Life Choices its particularly relevant.

Love Story - about saying goodbye from within love

The Meaning of Live - Monty Python, a humorous look at life, and death.