I can beat even that. Here's the deal:
I waitlisted for a 2BR at HH last year so our friends and we could go together. When they called me about the waitlist, I got my friend on the conference call and we tried to book with combined points. Turns out hers couldn't be transferred to my account because they were banked or something and since I was the one on the waitlist, she couldn't book the reservation in her name on my waitlist call. The FABULOUS CM told me to transfer my points to the friend's account, to put the friend on the waitlist and for me to turn it down. Well, while we were on the phone, as soon as I turned down the waitlist, the CM checked our friend's account and was able to move her off the waitlist onto the 2BR I had just turned down!!! It just so happened that at that timeon that day, there was no one else on the waitlist and our friend got it after being on the waitlist for all of about 90 seconds. BTW, the trip was the best ever!!!