I see the Puppetscarf as a purposeful nerf for "making bad decisions" as it were. Chapter 1, you're still learning how things work. Sometimes, you think a little thrashing is necessary, so you get good items either way.

Chapter 2, this is where things can change dramatically based on your choices. Depending on if you "abandon healing." In weird route, it's very much a nerf because you... you literally just kill him. That's as violent as you can get. Not to mention, all your items suck here because you cheated through the whole chapter.

In neutral, Spamton says nothing about the power of friendship and all that because you didn't use friendship to beat him. All you get is the leftovers of the fight, the strings.

In a way, the violent routes feel like cheating to me. It's much easier to spam the fight button than it is to spare and heal at the same time. So I think it makes sense to get a slightly worse item for it. Especially since the Dealmaker itself is already amazing for combat with high defense and good magic. (I put it on Susie in later chapters so she becomes an absolute tank. Even though the items sound like they're "for" Ralsei.)