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.
The thing is that it doesn't matter what the absolute number is.
The thing that matters is the relative amount of money that means to the gambler.
A rich person can be wiped out in a single bet, whereas a cautious poor person can continue betting.