Just read this article on
http://www.codinghorror.com/blog/2009/12/version-1-sucks-but-ship-it-anyway.html
We did exactly this, but for this to succeed CHOOSE your first customer right!!!!! They absolutely need to be completely on board with the new way of doing things, and agile methodologies. If you are stuck with a customer cant decide on the feature set required, or is not familiar with iterative development then you are stuck.
Any way the reason version 1 sucked is spot on in the article (regurgitated)
- The schedule was too aggressive and too short. We need more time!
- We ran into unforeseen technical problems that forced us to make compromises we are uncomfortable with.
- We had the wrong design, and needed to change it in the middle of development.
- Our team experienced internal friction between team members that we didn’t anticipate.
- The customers weren’t who we thought they were.
- Communication between the designers, developers, and project team wasn’t as efficient as we thought it would be.
- We overestimated how quickly we could learn a new technology.