"It pains me to think how much you are worth now." This quote reflects a sense of regret or sorrow about someone's increased wealth or value. It suggests that the speaker feels that the person's newfound worth may have come at a cost or is somehow disappointing.
"I can't tell you that. If you can count it, you haven't got any." This statement emphasizes that true wealth or worth may be immeasurable or so significant that it cannot be easily counted. It hints at the idea that real value isn't just about numbers but something much greater and harder to quantify.