I think you're ignoring the role of psychology. I think you do this very explicitly in your first comment:
>some Silicon Valley developers, one of the highest paid professions in one of the highest paid areas of the world, only made a decent salary instead of a fantastic total compensation package?
The relevance of the integrity of the managers to the ways people make decisions that determine the course of their lives is not something to be taken lightly. This applies even if the consequences themselves do not appear to be so dire. There is a distinctly painful feeling that comes along with devoting your life to someone who abuses that. For those familiar with this perception, the idea that you could ignore it is preposterous. From your perspective, whatever it may be, it could beyond your imagination and experience.
You might say this:
>Is it really 'heartbreaking' when someone's 17-year-old cat dies? It's a normal and expected outcome; plus, not only were they lucky enough to afford a pet and keep it in good health, the animal itself hasn't lost much, considering it's limited cognitive capacity.
And yet anyone who has been through or even near this situation would find the argument to be incredibly callous, because the formation of human emotion has so much more to it than simply evaluating one's present situation.
I understand the sentiment that perhaps nobody is entitled to a fantastically large amount of money and that people living what we call the good life are a small minority in the world. However, that just isn't the story here.
Connections between humans are what make society possible. It's reasonable to care when they are abused.