Singing for your supper sounds like a much better idea when you don't actually have to do it, but at least you're quite good at it. You've performed in many an alehouse and tavern, and have possibly even appeared before nobility.

When you select Entertainer as your Back-Story, increase your Charisma by +1. Then choose any other attribute, and increase it by +1 as well. You receive one training rank in Performance, and a +1 Commoner Prestige.

Whenever you are in a community of at least one hundred people, you do not need to spend any money to find shelter and food. A few songs will secure you at least basic lodgings and meals.