Your people are past the peak of their prime. Social & economical decay has begun to set in. The government seems to have become self-perpetuating and careless to the people's needs. Previously common civil liberties and services are disappearing.
Poor: very low income. compared to many. He usually does not or cannot own property. His home is usually of lesser quality, sometimes due to uncaring landlords who may also be the Poor person's employer.
Pickpocket: During your adolescence your family fell on hard times forcing you to turn to petty theft and other criminal activities involving you with criminal organisations.
As an adult 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)