I'm pretty sure (99.999% sure) the site won't guarantee prizes that are offered by member TDs. To do so would open them up to too much liability; everyone could promise prizes and then just not deliver.
Though, it would be a neat feature if a TD could purchase a prize like that and attach it to a tournament. Not sure how widely it would be used so it might not be worth the coding effort to support something like that.
Hi
I recently won this tournament: http://www.chess.com/tournament/dokaris-tournament-gold-membership-trophy
The user who set up the tournament was offering 1 year gold membership, but has since been inactive since June last year.
Quick question is this: Do chess.com give out the promised prize or is it a situation that is unavoidable and you'll have to settle for the tournament points.
Also in the future for a similar situation, I think the prize should be given to chess.com before the tournament starts, and chess.com issue it at the end. These kinds of tournaments are of course very rare but just a suggestion.
Regards
Tom