I would say one of the worst moments is when Fortune Jack increased their minimum withdrawal limit to 0.1 BTC without any prior notification i would consider that the worst moment if you are rolling who uses a low bank roll because the site does not have a deposit limit but still want to control it with the withdrawals. 
There's an announcement for that. They are not going to just change something on their website without announcing it first. Some people will surely be affected with every update so they announce it before they patch it so people can do what they have to do first. Anyway, let's say that you weren't able to get your money since the withdrawal minimum was increased, you can just deposit your money into your fortunejack account to have a balance of more than 0.1BTC. It's not that hard to deal with if you have the money to do so.