Well-to-Do: These are the upper end of the middle or merchant class in Barbarian and Civilized cultures. They typically own larger homes, have a household servant (a cook and/or a maid), have private transportation, and sometimes travel abroad.
Rebellion: As an adolescent you joined a rebellion against the local ruler, if successful you are outlawed, if it failed you escape, with only friends and family knowing your involvement. (Work with your DM to detirmine the details)
In adulthood you have an encounter with an unusual person, who as far as you can tell, has no home or family. You offer to help in anyway you can. After accepting your hospitality the stranger vanishes leaving a note "Your kindness will be remembered".