I heard on the radio that there was this waiter named Billy O who works at a place called the Buffalo Club and one of his customers recently was Donald Trump. At the end, Trump asked him what was the largest tip that he have ever received and he mentioned $1000. Surprisingly, Trump ended up writing him a check for $10,000.
Apparently the person was having some financial difficulties as well. I browsed online for a bit and found the picture of the receipt at http://www.derober.com/2007/12/06/derober-exclusive-donald-trump-leaves-waiter-a-10000-tip/.
I personally like reading stories like these.