25Y Male making over $250K+ annually. Still stuck. Help?

My friend is a 25Y old male with a wife and a newborn. He has a high paying salary (Over $160K+ annually), and his wife makes over $90K. His schedule is pretty flexible, and he enjoys his job although he hates his commute. They aren't a showy family. They both drive used cars, cook at home, max out their 401K, etc. However, my friend still feels "stuck". Like he hasn't accomplished what he was called to do in life. He's always working on some startup trying to become the next millionaire but continues to fail. What kind of advice can I give him?

That depends on your definition of success.

At a certain level how much money you make doesn't really increase our happiness (http://blogs.wsj.com/wealth/2010/09/07/the-perfect-salary-fo...). It's tough, without knowing him, to know what his real goals and desires are, but it seems to me like "make more money" isn't the answer.

Quarter-life crisis. He's asking "is this all there is?"

Not everybody feels compelled to a higher calling. In fact, I'd say most people don't. That doesn't mean life isn't worth living, it just means he hasn't found something that he can pour all of his extra energy in to.

Edited to add: Trevor Blackwell used to have something on his web site about founder's stories. I can't find it now. Basically, he was saying that people want to hear inspiring stories from founders about their "a ha" moments and how they were driven to a single goal. This is not how it works for most people. Most innovators, through hard work or happenstance, stumble upon something they have a knack for, and pursue it until they slowly, gradually push the boundaries of the possible. But that doesn't make for a good story.