Well, I was kind of hoping that Oboro would survive until the final arc as well and his final fight would be with Gintoki but consider how badly injured Gintoki is right now it seems impossible.
But scheech, seeing a child-like Oboro acting childish really destroyed a bit of my image of him. Sure every evil bastard in the world have been a child once in their life but Oboro is the kind of character that i wished could just stayed mysterious with just basic facts of his past.