Prisoner is trying to kill him in every hit. Swagger is just strong enough to survive. I wanted to show that while the Prisoner is strong, he's not like a certain hero where he can finish everything in one punch. He struggles in combat, he's crippled in capability, and is a far cry from the super-powered being he once was.
Further updates:
I'm currently working on Ulysses' commission and have been posting the WIP to the discord channel. I'll have it posted here as soon as I'm done.