It's important to remember that when you start from scratch there is absolutely no reason to believe that you are going to do a better job than you did the first time. First of all, you probably don't even have the same programming team that worked on version one, so you don't actually have “more experience”. You're just going to make most of the old mistakes again, and introduce some new problems that weren't in the original version.

We’re programmers. Programmers are, in their hearts, architects, and the first thing they want to do when they get to a site is to bulldoze the place flat and build something grand. We’re not excited by incremental renovation: tinkering, improving, planting flower beds.