“Could be worse. Not sure how, but it could be.” For Eeyore, only perverse possibilities lie ahead, even if they are unknowable. Do gloomy expectations create self-fulfilling prophecies? Or are pessimists more realistic than naive optimists like Winnie the Pooh? Pessimism can be associated with depression, anxiety, sleep disorders and more. It may also motivate preparation and striving, especially if the pessimist believes he or she can overcome significant obstacles and succeed.