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Dumbledore was one who had long disapproved of the use of Dementors as
guards, not only because of the inhumane treatment of the prisoners in their
power, but because he foresaw the possible shift in loyalties of such Dark
creatures.
Under Kingsley Shacklebolt, Azkaban was purged of Dementors. While
it remains in use as a prison, the guards are now Aurors, who are regularly
rotated from the mainland. There has been no breakout since this new system
was introduced.