When you look at a company that's already succeeded or is at the very top of its game, it isn't necessarily when it's executing well. It tends to be peacetime - you've defeated the competition, you have the highest margins, the highest multiple.
The bad thing about young people starting a company is that sometimes they do it for the wrong reasons or because they have the wrong skill set, but the good thing is that they don't have any of the old paradigms baked into them, so they have a lot of the bright new ideas that are harder to come by as you get older.
Often any decision, even the wrong decision, is better than no decision.
Every time you make the hard, correct decision you become a bit more courageous, and every time you make the easy, wrong decision you become a bit more cowardly. If you are CEO, these choices will lead to a courageous or cowardly company.
As companies move to web-based computing they get a lot more servers, which are difficult to manage and control. All kinds of problems can arise - security, quality and worms.
People say the most important thing is building a world-class team.