Gambling has a rich history or momentous wins for lucky punters around the world. Some who risk absolutely everything on the spin of a roulette wheel or try their luck with life-changing hand in a game of poker. Of course however there is also the flip side of this where people not only manage to win an incredible amount of money but then who toss it all away just as quickly. Here are a few stories of those not fortunate enough to know when to stop or who have far too much to begin with and never know quite when to hold-em.