Donald Sterling’s mental and financial roller-coaster has been hard to ignore. The story is constantly covered on the news. The nation watched as he was fined and banned from the NBA for his overtly offensive comments, but it was clear there was something wrong going on behind the scenes. Turns out, he has early signs of Alzheimer’s. As the baby boomers move into retirement and live longer, elements of incapacity, long term care, and estate planning become more newsworthy, important and simply, more prevalent. The sale of the Clippers to former Microsoft Chief Executive Steve Ballmer will ultimately be a financial success for the Sterling’s, however; the lessons around planning and incapacity explored through this news story can help everyone plan successfully for their retirement.