Sadly, there are still Witnesses who believe money will fall from heaven if they are in the full-time ministry. They expect some miracle to occur..But, we all know the truth: people in the congregation will be hit up for yet more money for another bunch of irresponsible people pursuing poverty.
The thing is that you will find such people in almost every religion. Such JW's would have been poor even if they weren't JW's.
I strongly feel that sometimes hard work, financial sense, and future planning are never the forte of some people, and being a JW, non-JW, or Ex-Jw doesn't change that. The inherent characteristic of a person remains unchanged irrespective of whether he belongs to a cult or not.
That's why you have congregations where you will have a mix of the super-rich and super poor elders, and super-rich and super poor pioneers, and the same with publishers too.