Taking the single dice roll is a donkass move, just as much as not following proper bankroll management. 100 millions is enough for you and all your family and future offspring to live luxuriously just by placing it in next to zero risk fixed income funds. Why would you take 1 chance out of 36 to give that up and live miserably on $24/day for the rest of your life? For what added benefit? WTF are you gonna do with 200 millions that you cannot do with 100 millions?

Not even sure I'd take the second option. 0.08% is about the same as the odds of flopping a full house with two unpaired hole cards. I am sure it's happened to all of you.