Conversation so far:
What were Daniel Boone's businesses?
A celebrity, Daniel Boone kept a tavern in Limestone, and also worked as a surveyor, horse trader and land speculator.
Was Daniel Boone successful with his businesses?
Daniel Boone was initially prosperous, owning seven slaves by 1787 (a relatively large number for Kentucky at the time), but began to have financial troubles while living in Limestone.
What happened to change Daniel Boone prosperity?
According to the later folk image, Daniel Boone the trailblazer was too unsophisticated for the civilization which followed him and which eventually defrauded him of his land.

Question: what did he do after this happened?
Self-contained rewrite: What did Daniel Boone do after this happened?