I Heart Huckabees (2004) Directed by David O. Russell.
Featuring: Dustin Hoffman, Lily Tomlin, Jude Law, Naomi Watts, Mark Wahlberg, Jason Schwartzman, Isabelle Huppert.

An existential comedy.
I particularly like the way each character in this movie reacts to the story. I think it is a reasonable reflection of the different ways, different people respond to change.

Determined to solve the coincidence of seeing the same conspicuous stranger three times in a day, Albert hires a pair of existentialist detectives, who insist on spying on his everyday life while sharing their views on life and the nature of the universe

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What Dreams May Come (1998) Directed by Vincent Ward.
Featuring: Robin Williams, Cuba Gooding Jr, Annabella Sciorra, Max von Sydow.

Tagline: After life there is more.

This movie looks like a moving oil painting.
Chris Neilson dies and finds himself in a heaven more amazing than he could have ever dreamed of. There is one thing missing: his wife. After he dies, his wife, Annie killed herself and went to hell. Chris decides to risk eternity in hades for the small chance that he will be able to bring her back to heaven.

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The Matrix (1999) Directed by Andy and Larry Wachowski
Featuring: Keanu Reeves, Laurence Fishburne, Carrie-Anne Moss, Hugo Weaving.

Here's the story: Computer hacker Thomas Anderson has lived a relatively ordinary life--in what he thinks is the year 1999--until he is contacted by the enigmatic Morpheus who leads him into the real world.
In reality, it is 200 years later, and the world has been laid waste and taken over by advanced artificial intelligence machines. The computers have created a false version of 20th-century life--the "Matrix"--to keep the human slaves satisfied, while the AI machines draw power from the humans.
The interesting thing about this movie is that it gets across the idea that reality is not as real as it appears. It is a useful movie to watch and let percolate in the back of your mind.

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It's a Wonderful Life (1946) Directed by Frank Capra.
Featuring: James Stewart, Donna Reed, Lionel Barrymore, Thomas Mitchell.

This is a classic that is usually trotted out on one TV station or another, particularly at Christmas. What I like about this movie is the premise which is, what would the world look like if you had never been born? or depending on your mood, what is impact have you made on the world?
The story is about George Bailey who grew up in Bedford Falls, a small town he dreams of someday leaving and making his mark on the world. George was all set to leave when his father died and George had to take care of the business.
His family's business is all that stands between the good citizens and Mr. Potter, a rich miser who takes sick pleasure in taking from everybody, without even caring how it affects them.
George would forever be stymied with his plans to leave and when he thinks that he is nothing but a failure, he decides to kill himself and that's when his guardian angel in training, Clarence, comes in and tries to convince him that he has made something with his life and that he had a "Wonderful Life".

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Patch Adams (1998) Directed by Tom Shadyac.
Featuring: Robin Williams, Daniel London, Monica Potter, Philip Seymour Hoffman.

Fact-based story of Hunter "Patch" Adams (Robin Williams), the founder of the Gesundheit Clinic, a clinic which deals with their patients with humor and pathos.
The film starts with Hunter admitting himself as a patient in a mental ward. While there, he found he enjoyed helping the other patients and found the staff to be cold and separative from the patients. Vowing to change things, he releases himself from the hospital and headed to the Virginia Medical College.
His unorthodox methods cast him up against many of the doctors and deans of the university, despite him getting some of the highest grades in his class. Recognizing that many poor people were not being treated, as a student he formed the Gesundheit Clinic to aid those who were not getting proper treatment at the hospital. However, this brought him up before the Medical Review Board for practicing without a license.