Moon Is A Harsh Mistress - Robert A. Heinlein
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In 2075, the Moon is no longer a penal colony. But it is still a prison... Life isn't easy for the political dissidents and convicts who live in the scattered colonies that make up lunar civilisation.
Everything is regulated strictly, efficiently and cheaply by a central supercomputer, HOLMES IV. When humble technician Mannie O'Kelly-Davis discovers that HOLMES IV has quietly achieved consciousness (and developed a sense of humour), the choice is clear: either report the problem to the authorities... or become friends.
And perhaps overthrow the government while they're at it. The Moon is a Harsh Mistress has been called Robert A. Heinlein's crowning achievement.
