Welcome to the JavaRanch, Brandon!
Your supplied information is pretty limited, but it suggests that something is deleting a
Java class from the WAR while the WAR is running. That would certainly cause the context to redeploy. And probably less pleasant things as well, depending on how things are put together for that particular app.
The secret of how to be miserable is to constantly expect things are going to happen the way that they are "supposed" to happen.
You can have faith, which carries the understanding that you may be disappointed. Then there's being a willfully-blind idiot, which virtually guarantees it.