As for winning a showcase with a difference just short of the DSW, I would probably be upset for about a second or two...then run out to see my prizes up close. I'm good at forgetting the bad and remembering the good.
As for a real TPiR heartbreaker, on tpir.tv there is a clip of a woman named Terry bidding $2,200 on a showcase worth $2,230, for a difference of $30. Barker tells her that she'll win both showcases unless her opponent Susan is closer. Susan bid $4,700 on her showcase, and the ARP...$4,729, and a difference of only $29. Don't get me wrong, I was thrilled for Susan, but could you imagine how Terry was feeling just then? Thinking you've won both showcases to realizing you've won NO showcases?