#9 Callie Rogers
A true cautionary tale, Rogers won almost $3 million (£1.9million) playing the UK lottery at the tender age of 16. As you might have imagined, a 16 year old isn’t the best person to handle a windfall of this size and Callie would soon squander nearly every penny. Her money was spent, rather predictably, on drugs and daily drinking binges. She is now worth $3,000 and is attending school in an effort to get her life back on track.