intellichat is the best thing ever. you've got to be kidding me. you can't talk to everyone one of your customers and this may help answer some questions they have about why they aren't buying your product at that point. if only i could be next to every one of my customers while they are thinking of paying!
it seems crappy but it totally works. also, you have to consider who is really purchasing your products. if it's educated buyers who take longer to purchase than that will seem childish vs other things.
Okay, fair enough. I was thinking of more of a business audience - I can't imagine such a stunt would go down well with them. I wouldn't do it on my site, regardless.