Hi! I'm a Long Now member, and a dozen years ago I was the person who wrote the Long Bets code.
We actually host some related bets and predictions, including:
"The original URL for this prediction will no longer be available in eleven years." http://longbets.org/601/
"The Long Bets Foundation will no longer exist in 2104." http://longbets.org/137/
Investing the money is definitely part of what makes this interesting. Thanks to compound interest, some truly large sums could be at stake by the time the bet is resolved. (We also couldn't do it any other way, as a number of the bettors are unlikely to be around when the bets are resolved.) The money, though, is not held directly by the Long Now. It's in a special account set up with The Farsight Fund of Capital Research and Management Company. That's mentioned here: https://longbets.org/about/ http://longbets.org/faq/
As to whether it'll exist in 2029, I'd say the odds are good. The Turing bet is a 27-year bet and we're already nearly halfway there. But if you don't think so, I will be entirely glad to bet against you. ;-)