In a memoir of Susan Sontag ("Sempre Susan"), the author Sigrid Nunez quotes Susan as saying: "...there was nothing wrong with never being satisfied with what you did. (Indeed, if you weren't regularly tormented by self-doubt, your work probably was sh--.)
Creative people can feel insecure, especially when trying something new, but there is a great adrenalin payoff that goes with the risk.
Here is a new canvas ready for the next step: