Your contracts and insurance coverage exists to protect yourself from risk. Identify your risk (severity and probability of adverse events) and act appropriately.
Coming from the latter. We build custom turn-key ML products for enterprise. Usually, meetings are with legal, security, strategy, and CEO/COO/CIO/CFO. We constantly push to get end users and subject matter experts to the table, for they are who we are building for. Lawyers to fine tune the contracts, clauses for support, exclusivity periods, geographic locations, and defining competitors. Non disclosure agreements, etc.
Repeat clients are frequent, which simplifies things as we already had gone through the process, had clearances, and built trust, relations, and a reputation.
Deal size in the ball park on average, but we're building tooling that considerably reduces the time a project takes us.