I simulated a very pessimistic scenario in which a high roller with an infinite bankroll places 10000 maxbets in a row (50% chance of winning each bet). Maxbet adjusts dynamically (to 1% of site BR) after each bet. Site's starting bankroll is 26500 btc.
See below the probability of the site's bankroll after 10000 bets (3600 iterations).
http://i.imgur.com/dKPeAQH.pngSite can't practically go broke, but BR can decrease substantially. Note the logarithmic x-axis. There is far more upward potential with this type of player....