Break Week Doffy won’t get broken out of prison

#1
He’ll be released willingly.

As we have seen from Fujitoras and Ryokugyus backstory, the World Government has and will use criminals as a source of strength if needed. They’ve taken in a disgraced police officer in Ryokugyu, an outright war criminal in Fujitora. Beyond that Oda showed that many marines are deplorable and no better than pirates, namely when we saw the flashback on Sphinx island.

With all this in mind, the World Governments desperation is growing by the chapter. The loss of Garp, the murder of marines by normal citizens hands, the Revs declaring war, and Tsuru and Sengoku out at sea likely leading to their doom as well, it’s just a matter of time till the world government reach fuck it.

Doflamingo is a strong individual currently locked up in WG prison, he’s an individual that the WG have already deemed useful before and has done missions on their behalf before.

As such, Doffys return doesn’t necessitate CG freeing him, it’ll be the WG making a mistake again and freeing Doflamingo.
 
#4
Does it matter? What matters is whether he will stay imprisoned or not. How he gets out is secondary.
It matters because many people conclude Doffy can’t be broken out of impel down because it would contradict the manga statement that Luffys break out was the worst day in ID History.
 
#6
That was in the past.

Cross guild breaking out Doffy and others would be something in the future, so no contradiction.
No the statement made by the narrator is in a future tense “This will be the worst disgrace in the prisons history” which means nothing will ever come to make it more disgraceful.

The WG is letting Doffy free.
 
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