We have Gladstone and since I've been at this school, my impression of it hasn't been great. We've had issues due to upgrades, a patch was applied to a version that it shouldn't have been, we were unable to run the end of year trimming process due to those issues too.

On top of that, we've had the server randomly stop working several times, including one where it just randomly decided to unregister a DLL.

However, in my experience, all cashless systems have issues.