If you think stocks are going to drop even more over the next year, you may wish to sell some of your holdings in 3-6 weeks based on the linked Volatility Index analysis. It's sad to see how much has eroded over the last couple of months, but keep in mind that a lot of the run-up in stock prices was speculation and made the stocks overvalued, so there's no entitlement to that price. Look at the fundamentals of your stock, and if it still shows a stronger price then what you feel it can deliver then sell when the time feels right over the next 3-6 weeks. Stocks should drop afterwards and give you a chance to buy back at a lower price, offsetting the regret of not having sold two months ago. You'll eventually have a chance to sell again at those earlier high prices, but not for a year or more.