Phillip Moffitt describes several different forms of doubt and suggests ways in which we can practice with it, both in meditation and daily life. You can find his article here: Lost in Doubt?
Gil Fronsdal also has a good discussion of doubt. He mostly focuses on the differences between skeptical or investigative doubt and doubt as a hindrance. He includes several ways of exploring and releasing hindering doubt and increasing our confidence in our practice. You can find his article here: Doubting Doubt: Practicing with the Final Hindrance
If you’re interested in exploring the Kalama Sutta, the Buddha’s teaching on the great value of skeptical doubt and investigating the teachings and teachers we encounter, you can find it here: Kalama Sutta