Worstgen
TheAncientCenturion
The Donquixote has a chance if Doflamingo manages to take down Cracker early on. Otherwise the Family itself is bullied by Cracker clones, and Katakuri keeps Doflamingo occupied. Once the Family is defeated, Cracker teams up on Doffy.
Finalbeta
Doffy family very high difficulty
comrade
Pica makes it tricky. He is a mountain that regenerates any damage unless you crush him into pieces and then immediately attack him. Even the devastating king punch was said to be useless. Pica could even transform the ground beneath Cracker.
comrade
Now combine it the tricky abilities of his family. Trebol's stickiness, Machvise's 10.000 tons that pulverize a giant's skeleton, Sugar's ability to turn you into a toy. They can beat Cracker I think. Katakuri beats Doffy however and could deal with the family then. Or what's left from them.
comrade
Though Doffy could at any time parasite Cracker when he is outside his armor. A moving mountain with city sized fists should give enough distraction. And I can't see the armor withstanding that mountain punching.