eBay owns a reported at least 25% of Craigslist [1]. Whenever I tell people they are genuinely surprised. Craigslist never has really added huge features in years and I honestly think it is because eBay slows them down and doesn't want them to. Think about how Twitter and Facebook have grown built APIs, 3rd party integration and apps. Craigslist doesn't even have an official iPhone app.
They've had the capital, the resources, and the users who provided the content which were all they needed and could eventually launch a way to ship and provide feedback for users and destroy eBay. I think Craig sold out and doesn't have a lot of say in the legal matters which is why it happens in the first place and Craigslist really will never improve.
[1]: http://en.wikipedia.org/wiki/List_of_acquisitions_by_eBay#ci...