I'm sifting through my career choices...

First choice, I stay where I am. I will be the most senior and experienced. The business around this area is better understood, though not that glamorous. My two manager don't have that much experience in this area, so I will really have a chance to shine, or fail spectacularly. I'm a little worried that my two managers are not that strong. I won't have the most learn here, but I will have the chance to make a big contribution to a profitable, but boring organization.

Second choice. I move to a very sharp org. I will working with very strong engineers and very smart management. We will work on infrastructure. I will be judged more on my engineering acumen than my business skills. This is a smaller org, but very visible and important.

Third choice. I move to an exciting, dynamic, Web 2.0, we-don't-know-what-we-are-doing-yet org. We have a chance to really make something big here. We could also end up making some kind of pie-in-the-sky, freaky Facebook/Twitter ripoff that no one uses. The engineers are fairly smart, though not as smart as my second choice. My managers are smart, though one is rather irritating-- people avoid working with him. This will be the nosiest and most frustrating org, but the opportunity could be the greatest.