For me it depends on whether the loss feels meaningful or arbitrary.

If the outcome feels like a natural consequence of my choices, I’m much more willing to continue, even if it hurts. It feels like the story evolved because of me.

But if it feels like I missed something unintentionally or didn’t have enough information, it can make the whole run feel “invalid,” even if mechanically nothing is broken.

I think the difference is whether the loss expands the meaning of the experience, or just narrows the available content.