If you're losing money or your portfolio just isn't doing much for you, you need to make things interesting. A good way to do that is to get speculative. Not with your entire portfolio, mind you, but Cramer believes it's crucial to keep - at most - a fifth of your money in very risky stocks that could make you a buck.
With 20% of your money in uncertain waters, it'll keep you interested in the other 80% of your portfolio that can be downright boring. It's about gambling, and today Cramer's going to the races: a three-way horserace from $10 to $12. But gambling doesn't mean being reckless, so Cramer advises you to approach these stocks with caution. He's got three cheap, speculative stocks that he thinks could bring you some upside. And in keeping with the horserace metaphor, he's even including a "line," a stock he's spotting a buck to bring it up to $10, the way you would for any underdog.
The three ponies Cramer's got lined up in his race to $12 are Dynegy, Brocade and, the underdog, Qwest. These companies were all almost destroyed, Cramer says, which is why he likes them. Brocade shares went from $135 to $3. Qwest's former CEO, Joseph Nacchio, is on trial for allegedly dumping $101 million in company stock because he knew Qwest's finances were buckling. He has racked up 42 counts of insider trading. And Dynegy went from $58 to pennies before being rescued by a new CEO. But that's the bad. These companies are all now in recovery mode, making them true speculative picks with some very real upside potential.