Remembering that you are going to die is the best way I know to avoid the trap of thinking you have something to lose. You are already naked. There is no reason not to follow your heart.
Nobody tells you that outgrowing someone means grieving them while they're still alive. You'll see them and feel nothing, and that emptiness will hurt more than anger ever could.
Don't wait until you're sick to remember you're alive. Don't wait until someone leaves to realize what mattered. Don't wait until it's too late to call it what it is: your one life, happening right now, not after you finish the list.