How do you convince someone to sell you something they've lost money on?

[mattglet]

If you don't want to read me vent, you can skip this thread.

Many of you have seen my Riley Pint thread, and many of you have looked at my Riley Pint website. Some of you know that he retired from baseball yesterday at the age of 23. In a world of clectors, I'm still a collector of Pint and am still trying to get as many cards of his that I don't yet have.

The problem is that I have been in contact with a guy who has a Leaf 1/1 and even this morning when I reached out to him, his asking price is relatively absurd. I've tried to get this card from him for literally 3 YEARS... which is probably why I'm still having a hard time today - he knows I want it.

I just don't understand the mindset of someone who will sit on a card that has slim-to-zero true market value, just to try to squeeze a drop of blood out of it because maybe they paid more for it back in the day. Isn't getting SOMETHING better than getting NOTHING?

Are there any tips or tricks I can try? I've already offered more than fair amounts that I will overpay, but I 100% will not go to the level he's asking.