If the series puts him into a scene with Bernthals Punisher, its simply going to have energy.
If that sounds insanely convenient… yes.
Dutton did have a hand in the murder of Castles family, but he wasnttheman responsible.

Credit: Marvel/Netflix
I bet its Foggy.
She doesnt just believe that killing is the way to achieve her goals.
She enjoys the act.
Matt understands this now and dumps her because of it, because thats honestly a pretty basic deal breaker.
(Dont be racist.
Dont do hard drugs.
Dont kill people just because you want to.)
Why not ask for an early assist?
You see, there is no such thing as death.
At least thats what Nobu says, but Id wager that Ben Urich feels differently about the topic.
Or he doesnt feel anything at all, because hes dead.