Nassim Taleb (the guy who wrote "Fooled By Randomness") is probably the consummate homerun hitter. I read an article about him in New York Magazine that described his hedge fund strategy. He basically concluded that although the odds of a catastrophic market event is mathematically small, in reality (due to market psychology, herd mentality, etc.) it happens far more frequently. So, he basically buys up tons of oom options on the cheap. When they expire, he just buys up more. Most of the time his fund just slowly bleeds money. But, every few years a major shock occurs and he makes a BUTTload.
What's also interesting is that his system is PURELY mechanical. His team developed a black box that just spits out which options to buy up. The team spends most of the day just playing with mathematical models, figuring out how to improve the system.
I, personally, am not at the point (psychologically or financially) where I'm even willing to approach a homerun strategy. You gotta be able to sustain long dry spells. That would drive me crazy!