Technology should solve business problems, not create new ones.
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Vendor demonstrations are designed to look like your process. Your exceptions are not in the demo. Ask what happens when a workflow goes wrong on a Tuesday.
A serious partner will tell you when not to rebuild, when a date is unrealistic, and when they are the wrong team. Discounted discovery that always concludes 'build with us' is a sales motion.
Ownership is the test. Will you receive source, documentation, and a stack you can hire for? Or a black box that can only be extended by the original vendor?
Score options against the operating model, integration load, and the cost of reversing the decision in three years. Chemistry matters. Evidence matters more.
TechCore is a fictional firm used to demonstrate this kind of conversation. Use the frame with whoever you actually hire.
Share a short brief. We work discovery-first, treat security as default, and will say honestly whether we are the right team - then what a first release could look like.