Entertainer
You’re a performer who knows how to dazzle a crowd, an artist but also a professional: you never forget to pass the hat after a show.
Are you a lute-strumming singer? An actor? A poet or author? A tumbler or juggler? Are you a rising talent, or a star with an established following?
Lute or other musical instrument, costume.
In any settlement in which you haven’t made yourself unpopular, your performances can earn enough money to support yourself and your companions: the bigger the settlement, the higher your standard of living, up to a moderate lifestyle in a city.
Some of your admirers will pay you to plead a cause or smear an enemy. If you succeed at several such quests, your fame will grow. You will be welcome at royal courts, which will support you at a rich lifestyle.