If you have an inkling of your ancestor's "lifestyle," have you thought about how portable that makes him? Did he have skills that could easily be used in a new location? Did his occupation require having a social network that allowed him to "do business?" How "portable" was that social network? Did your ancestor have an occupation that required some capital and that was not easily "portable?"
Some of our ancestors could easily start anew in a new location. Others could not.