One of my all-time favourites. This movie explores so many different themes, and takes you on a roller-coaster of emotions forcing you to empathise with different characters at different times.
*SPOILERS*
Largely focused on the heartless nature of Corporate America (and corporations in general), you begin by empathising with all of the unfortunate people who the protagonist and his colleagues have been tasked to 'fire' from the companies they work for.
As the movie goes on, you then begin to feel both a sense of justice and sadness as the protagonist realises he may in fact lose his own job in an ironic twist. It is this twist which explores the themes of both technology and the next generation threatening the success and even employment of older generations in particular.
The final key theme that this movie explores is of companionship. With the protagonist focusing such a large part of his life (over many years) on a meaningless, materialistic milestone we discover that he has sacrificed his sense of place and belonging - in terms of family, friends and love - in order to achieve this milestone. This forces him to realise that he has had his priorities wrong his entire life, and while he hates having baggage (both metaphorically and literally) it is such baggage which make life more meaningful and worthwhile.
It is this moral of the story (and the way it is so subtly delivered) which made me fall in love with this movie. Don't focus on your job or materialistic goals so much that you sacrifice your family, friends or love. Because they're going to be the 'things' that matter most in life.
"Life's better with company. Everybody needs a co-pilot!"