If this is true, then he (Craig Newmark) really needs to read the innovator's dilemma (http://www.amazon.com/The-Innovators-Dilemma-Revolutionary-Business/dp/00

If this is true, then he (Craig Newmark) really needs to read the innovator's dilemma (http://www.amazon.com/The-Innovators-Dilemma-Revolutionary-Business/dp/0062060244/ref=sr_1_1?ie=UTF8&qid=1340411028&sr=8-1&keywords=innovator%27s+dilemma http://www.amazon.com/The-Innovators-Dilemma-Revolutionary-B...). TLDR: If you allow yourself to become a prisoner to your success, you're actually making your continued success unlikely. You can solve the dilemma by spinning out a smaller, irreverant version of yourself & giving them what they need to destroy the old company. In craigslist's case, he could include a link on the old site that allows users to upgrade to a more modern version, and have the modern site basically consume an api/scrape the old CL till it gained momentum.