Asking tough questions of potential technology partners can help prevent mismatches that can cost millions. (Shutterstock) Asking tough questions of potential technology partners can help prevent mismatches that can cost millions. (Shutterstock)

The annual InsureTech Connect conference has grown to include literally thousands of participants from legacy insurance companies to scrappy startups. But the real work happens after the swag gets put away. That's when companies work through whether they'll compete, cooperate, or even combine.

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