Jigsaw vs Two-Face

Two Face he took down guys like Jigsaw Batman also trained him in some unarmed combat and he does have formal training

Been done multiple times and Dent wins.

Two-Face Batman gave him training when he left Gotham in his hands during the missing year. And as has been said been done.

@nightwing91 said:

Two-Face Batman gave him training when he left Gotham in his hands during the missing year. And as has been said been done.

Deathstroke trained him as well.