You can lose speed or alter course relative to another body in a single encounter, and those changes can reduce speed in future encounters, but if you’re on an escape trajectory heading in you stay in one (without forces beside two-body gravity, which is a pretty safe assumption 11 AU out of Saturn doesn’t come close).
Two-body systems do not exist in reality.
Energy is also conserved in 3 body problems. When you utilize the slingshot effect, some of the energy of the orbit of the body you are swinging around orbiting is transfered to you. The transfer of this energy does not depend on the closeness of the sun, but rather on how deeply you descend into the gravity well of the object you are slingshotting around.
> which is a pretty safe assumption 11 AU out of Saturn doesn’t come close
No, it really isn't. The "safeness" of the assumption entirely depends on your margin for error. The existence of the naturally captured saturnian satellites clearly indicates that you are simply wrong about the relevant margins for error.
Technically, this isn't completely true. There are gravity assist techniques that will allow you to dump speed by essentially adding your momentum to the object you are trying to orbit. The is basically an anti-slingshot manuever.
In practice, I believe the range of scenarios when this is possible with a dwarf planet is so small as to be practically useless.