Making money last for thirty years or more is not easy for individual investors or professional money managers. In this age of financial repression, it’s simply hard to make money on your money, no matter how much you have. Then there’s volatility and bad timing; losses can lock any portfolio for a loop and send the plan it supports reeling. The years 2000-2009, for example, proved to be a “lost decade” when Wall Street’s signature strategy (the 60/40 portfolio) failed. With interest rates at historic lows and equity markets at historic highs, some valuation measures warn of possible danger ahead. We believe retirement investors should consider retooling.