To dream about failure actually means that an upcoming project will go well. Related DreamsFailure 1. Reverse: success is at hand. 2. Anxiety over project or dilemma. 3. Review plans and activities for potential problems. 4. Feelings of inadequacy and low self-esteem.Failure Dreaming of failure is associated with a fear of being inadequate and/or not having a winning personality. To dream of failure in a business means you are letting fear cloud all your dealings and must change this or suffer a real loss in revenue.