It's a trade off, I think.
When you have responsibility you are sacrificing something to complete that task. so yeah, responsibilities come with a baggage and the baggage are some times painful.
And yes, having skin in the game doesn’t automatically make things better. It actually introduces potential to make things more painful, in case things go wrong. But it also increases the ceiling on what you can get out of it, not just increasing the ceiling on what you can lose. Which basically makes things feel more meaningful and rewarding.