A list of questions to help you understand the problem space better, as you begin a new project.
What triggered this project / idea? Is it in reaction to something that happened or in prevention of something in the future? Provide background context.
Describe the persona / archetype who is involved in this scenario and what are they trying to get done.
Describe the specific pain-points for both the user and the business. (functional and emotional pain)
Describe at what point in the user-journey / workflow does this pain occur? What are the triggers?
Describe how this observation was made - assumption, primary research, support tickets, analytics etc.
Quantify the pain. And, how does this affect the business?