But it's more interesting if it will only cover the crypto-casinos since we are in crypto. There are now people here who shared some longest-running crypto casinos that still runs today. OP can save that list and come back with another thread about the oldest crypto casinos.
But I don't like to call those crypto-gambling sites as oldest since Bitcoin was just first introduced a decade ago and gambling sites related to crypto maybe just started operating 3 to 4 years later.
According to the article I've read, the first crowdfunding casino is Just Dice, but unfortunately, it went bad because of human error. By that it didn't get what this gambling casino needs, which is the support from the community. That's a long time ago and for sure Just Dice requires a lot of improvement to their security that time.
In this present time, FortuneJack is still the best innovative gambling casino that allows the cryptocurrency to manipulate the platform and it went very well as it is continuously developing. This casino doesn't want its customer to have bad experiences and feedback from it, so it fixes those errors every time it have some conflict between the customers. It became popular because of its services and fair results to those customers, also improved security probably increased its reputation to the community that's why people never stops using it. As it accepts most of the cryptocurrencies and provide many features and options for customers, people are getting comfortable that's why until now, it is the most popular and best gambling casino.
The gambling sites listed by the OP are not related to crypto but maybe he is just sharing the classic casinos that still running today. That's a hell of a record if those sites are operating til now.
Hoping for FortuneJack to get more ideas on how to improve their service and cover all of the cryptocurrency to deposit and withdraw to lessen the hassle of the customers.