Richard Rohr highlights Dante's insight to faith development:-
"In "The Inferno: Canto 1," The Divine Comedy, Dante describes the human experience: "In the middle of life, I found myself in a dark wood." If you're letting life happen to you, you will be led to the dark wood where you have to ask: "What does it all mean? Why am I doing this? Why don't I feel fully alive or that my life has meaning? What am I doing wrong?" Most of us have bouts of immense self-doubt..."
Other insights and advice include...
"It is only by a foundational trust in the midst of suffering, some ability to bear darkness and uncertainty, and learning to be comfortable with paradox and mystery, that you move from the first half of life to the second half."
"If you don't have at least one good friend, or if you have not developed a prayer life where you know how to find yourself in God instead of in your own feelings, you will simply retrench and reassert your correctness."