01. Which problem costs you the most if left unsolved?
Start from the process, not a feature list. Is repetitive work eating your time, is scattered data causing mistakes, or are customers struggling to complete transactions? Record the baseline so the finished build can be measured against something concrete.
02. Who will actually use the system every day?
Involve the people who run that process. Finance, warehouse staff, customers, and the business owner can all need different things. Test the main flow with a prototype before every feature gets built.
03. Which systems need to stay connected?
List the apps, data sources, and integrations already in use. API availability, data quality, and access rights will all shape scope. Migration needs a validation and rollback plan, not just moving tables over.
04. What's the smallest version that's already useful?
Separate must-haves from nice-to-haves. An MVP should complete one important flow end to end. A staged rollout gives you room to learn from real users before adding complexity.
05. How does handover and maintenance work?
Agree on code ownership, infrastructure access, documentation, training, and support scope from the proposal stage. Ask what's covered under bug warranty and how scope changes will be priced. These details make the collaboration clear for both sides.
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