Looking for examples of "Bad" Men and Women who became Enlightened

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The story of Channa the elder in Dhammapada 78 shows how he eventually turned around and became a Arahat:

While residing at the Jetavana monastery, the Buddha uttered Verse (78) of this book, with reference to Thera Channa.

Channa was the attendant who accompanied Prince Siddhattha when he renounced the world and left the palace on horseback. When the prince attained Buddhahood, Channa also became a bhikkhu. As a bhikkhu, he was very arrogant and overbearing because of his close connection to the Buddha. Channa used to say, "I came along with my Master when he left the palace for the forest. At that time, I was the only companion of my Master and there was no one else. But now, Sariputta and Moggallana are saying, 'we are the Chief Disciples,' and are strutting about the place."

When the Buddha sent for him and admonished him for his behaviour, he kept silent but continued to abuse and taunt the two Chief Disciples. Thus the Buddha sent for him and admonished him three times; still, he did not change. And again, the Buddha sent for Channa and said, "Channa, these two noble bhikkhus are good friends to you; you should associate with them and be on good terms with them."

Then the Buddha spoke in verse as follows:
Verse 78: One should not associate with bad friends, nor with the vile. One should associate with good friends, and with those who are noble.

In spite of repeated admonitions and advice given by the Buddha, Channa did as he pleased and continued to scold and abuse the bhikkhus. The Buddha, knowing this, said that Channa would not change during the Buddha's lifetime but after his demise (parinibbana) Channa would surely change. On the eve of his parinibbana, the Buddha called Thera Ananda to his bedside and instructed him to impose the Brahma-punishment (Brahmadanda) to Channa; i.e., for the bhikkhus to simply ignore him and to have nothing to do with him.

After the parinibbana of the Buddha, Channa, learning about the punishment from Thera Ananda, felt a deep and bitter remorse for having done wrong and he fainted three times. Then, he owned up his guilt to the bhikkhus and asked for pardon. From that moment, he changed his ways and outlook. He also obeyed their instructions in his meditation practice and soon attained arahatship.

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Milarepa-the great yogi

...His mother, bitter, sent Milarepa to train in black magic, to wreak revenge on those who had blighted her life...

Then later in life he came to meet his teacher Marpa the translator

...he came to regret his actions, and looked for help in shedding the bad karma he had acquired during his vengeful adolescence...

One of his quotes:

The world knows caterpillar becomes butterfly but they don’t care that it also becomes a moth. One is diurnal another nocturnal.Human once awakened can change the view to change self from Angulimala to a Buddha [1]

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