But the glamorous picture that is often painted of winning the lottery often diverges greatly from reality. Not often addressed in popular narratives about lottery success, the aftermath of a significant lottery win can bring unexprummystarected difficulties and complexities. The Difficulties of Wealth Management. Lottery winners frequently find themselves unprepared for the responsibilities that accompany handling such a substantial amount of money, which can ultimately lead to their demise because they make bad financial decisions. If not handled carefully, the newly acquired wealth can vanish quickly through careless investments and extravagant spending sprees. The Weight of Unwanted Focus.