Existential Angst Dread and/or Ennui

There's a type of film that's very psychological, but it's not a mystery or a thriller, it's an involved story about a person in existential crisis and if and how they deal with it. Here's a few of my favorite films like this, listed in reverse so as we count up the list we count down to the most insightful film about the psychological struggle to be.
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1.
I Heart Huckabees (2004)
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
A husband-and-wife team play detective, but not in the traditional sense. Instead, the happy duo helps others solve their existential issues, the kind that keep you up at night, wondering what it all means. (107 mins.)
 
2.
Blow-Up (1966)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
A mod London photographer finds something very suspicious in the shots he has taken of a mysterious beauty in a desolate park. (111 mins.)
 
3.
Eternal Sunshine of the Spotless Mind (2004)
    1 2 3 4 5 6 7 8 9 10 8.3/10 X  
When their relationship turns sour, a couple undergoes a procedure to have each other erased from their memories. But it is only through the process of loss that they discover what they had to begin with. (108 mins.)
Director: Michel Gondry
 
4.
A Beautiful Mind (2001)
    1 2 3 4 5 6 7 8 9 10 8.2/10 X  
After John Nash, a brilliant but asocial mathematician, accepts secret work in cryptography, his life takes a turn for the nightmarish. (135 mins.)
Director: Ron Howard
 
5.
Rushmore (1998)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
The extracurricular king of Rushmore preparatory school is put on academic probation. (93 mins.)
Director: Wes Anderson
 
6.
Dan in Real Life (2007)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
A widower finds out the woman he fell in love with is his brother's girlfriend. (98 mins.)
Director: Peter Hedges
 
7.
Flirting with Disaster (1996)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
A young man, his wife, and his incompetent case worker travel across country to find his birth parents. (92 mins.)
 
8.
Photographing Fairies (1997)
    1 2 3 4 5 6 7 8 9 10 6.9/10 X  
Photographer Charles Castle is numbed with grief following the death of his beautiful bride. He goes off to war... (106 mins.)
Director: Nick Willing
 
9.
American Beauty (1999)
    1 2 3 4 5 6 7 8 9 10 8.4/10 X  
A sexually frustrated suburban father has a mid-life crisis after becoming infatuated with his daughter's best friend. (122 mins.)
Director: Sam Mendes
 
10.
Fight Club (1999)
    1 2 3 4 5 6 7 8 9 10 8.8/10 X  
An insomniac office worker, looking for a way to change his life, crosses paths with a devil-may-care soap maker, forming an underground fight club that evolves into something much, much more. (139 mins.)
Director: David Fincher