If we have to put those into context, it’s largely based on, what you’ve got left after the loss. That’s where you determine the worth of the loss from. It doesn’t really matter if it were your spare cash or not but, when you haven’t got much left, even the rich guy would seem poor about a $1k loss.
Income levels are never the same so everyone should always watch the amount invested into gambling. I think the OP was simply pointing to this aspect of our societal reality in terms of wealth distribution. There will always be rich and poor so in gambling, we must look inward and not allow another person influence our decision in gambling. I remember when threads were created here about Drake losing almost half a million dollar in gambling. What I just felt was that the amount is really insignificant to him since he is already rich and path with such amount without blinking an eye. Such amount may even be like $10 to him because his capacity can carry it.