Those are all assumptions. It has been reported that he owned at least two apartment buildings in addition to other investments. That could mean he was receiving a steady, sizable income from rental payments. If he was truly a millionaire, he could possibly afford to average a loss at gambling over time. If he was as gifted with numbers as we have been told, he could have been better than the average player, allowing him to keep his losses minimal (at least in comparison to his income or net worth).
We wait.
And watch.