You are funny, if you have millions of dollars that means you have passive income as well. If you just work for your whole life to get millions of dollar it wont be possible. So for someone that already has millions of dollars and probably lots of passive income , spending $100 per day to gamble with the chance of winning as well is not something bad
A millionaire with a passive income is a good place to start and if you are an addict it only takes a couple of years to drain all of your wealth as i have heard about rouge gamblers who lost everything because of their addiction .Every one starts gambling low and then you keep on increasing your base value and that is when problems starts.
$100 per day to gamble That was the given scenario a multi-millionaire with a
passive and spend a $100 on gambling every day, he won't even feel the $100 dollar that he lost.
Anyway, if a multi-millionaire is a gambling addict there's no doubt that only time will tell how long
will he/she be able to remain a multi-millionaire if he/she spend too much on gambling.