You need to ride the train. Submit to news.yc on Sunday afternoon. Assuming your submission hits the top of news.yc, then submit to Reddit on Monday morning. You add a "reddit this" button to your post right before you submit to Reddit so that the people being referred from news.yc on Monday morning vote it up on Reddit. Then once it hits the top ten on Reddit, submit to Digg. You also put the "Digg this" button on your site at this time. Make sure you also have a Del.icio.us and a StumbleUpon button because you'll need the few extra diggs from these two places to hit the front page of Digg.
Now to hit the front page of news.yc, your post needs something to do with either entrepreneurship or Paul Graham. To make the front page of Reddit, your post needs something involving Ron Paul. And to make the front page of Digg, it needs to be a top ten list. So basically if you're serious about "riding the train", the ideal post should be a top ten list about Ron Paul Graham.