"Essentially, this would entail Twitter parsing over the Tweets of a given user, as well as the Tweets of the users he/she is following. Common keywords, themes, and phrases are then pulled from this data and associated with that user. As a result, highly-targeted ads can be displayed based on the user's network of content ("web design", for example). These simple text ads would look very similar to regular Tweets, but would be clearly marked as "Sponsored Content"."
I think chatbots haven't work for a reason - people want to chat not shop.
Reading RWW and other pundit blogs that describe "how the future will work" reminds of reading Popular Science as a kid and gazing in wonder at the flying cars and transparent house soon to be built.