[snowwrestler]

When I hear people say that Craigslist hasn't changed in 15 years, I have to wonder how much they actually use Craigslist.

The functionality has changed (improved) dramatically since 15 years ago. For example there is now a map view for many search results. Searches of "for sale" listings now default to a gallery view. In fact the entire infrastructure for accepting and displaying images is new; Craigslist launched as a text-only website, and embedding images was a messy hack for years.

In general the data structure has been enhanced to collect more and more finely grained pieces of information by which searchers can filter their results. To name on example I've used, selling a boat on Craigslist now has its own set of dedicated fields for attributes like length, manufacturer, model, power source, even the number of hours on the engine.

The one thing that hasn't changed is the visual aesthetic. It's still plain-Jane HTML. But there are plenty of ugly-but-functional websites that do very well: Wikipedia, Google, and even Facebook are boring designs on top of really rich server-side content.