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Analyze a contract for real risk
Reads a commercial agreement the way it will read when the relationship breaks, and asks you the business questions first, so the review is about your deal.
What to gather first
Your prompt
2
Pressure-test it
3
Go deeper
Watch for
What comes back
See an example answer
*(After you answer the four questions, say, $1.2M annual contract, worst case is a payments outage costing roughly $4M, we have moderate leverage, no prior relationship.)*
Bottom line. Do not sign as drafted. Liability is capped at 12 months of fees (roughly $1.2M) against realistic exposure near $4M, and the cap covers the indemnity too. Everything else is negotiable noise by comparison.
MUST CHANGE
§ 11.2: Limitation of liability. *"In no event shall Vendor's aggregate liability exceed the fees paid in the twelve (12) months preceding the claim."*
Your realistic outage exposure is roughly 3.3× this cap, and § 11.3 makes the cap apply to the § 9 indemnity as well, so even a third-party data-breach claim is capped at $1.2M.
> Redline: "...exceed the greater of (a) three times (3×) the fees paid in the twelve (12) months preceding the claim, or (b) $5,000,000. The foregoing cap shall not apply to Vendor's obligations under Section 9 (Indemnification), breach of Section 7 (Data Security), or Vendor's gross negligence or willful misconduct."
SHOULD PUSH
§ 14.1: Assignment. Vendor may assign freely on change of control; you may not assign at all. Given they are Series C, an acquisition is plausible inside the term.
> Redline: "Neither party may assign this Agreement without the other party's prior written consent, except that either party may assign to a successor in interest to all or substantially all of its assets, provided such successor is not a competitor of the other party."
ACCEPT
§ 18.4: Delaware forum. Not ideal from California, but you have no leverage worth spending here and Delaware is a competent forum.
WHAT'S MISSING
- No security-incident notification deadline. § 7 requires "prompt" notice: meaningless. Ask for 48 hours.
- No survival clause. As drafted, confidentiality and indemnity obligations end at termination: § 16 lists no surviving sections.
- No insurance requirement, which for a payments vendor at this exposure level is unusual.
Assumptions I had to make. Exhibit B was not included in what you pasted. If it contains an SLA with service credits, § 11.2 may interact with it in ways I cannot see [verify]. I assumed Delaware law governs enforceability of the cap [safe - § 18.1].
What your answers changed. The $4M exposure figure is what moved the liability cap from a footnote to the headline. At a $200k worst case this agreement is signable as drafted. Your "no prior relationship" answer is why § 14.1 assignment made the list at all. Your leverage answer changed nothing here; I would have flagged the same three items either way.
Why this prompt is written this way
## Framework
1. **Ask before reading.** Business context determines what counts as risk. A cap on liability that is fine for a $50k deal is negligent for a $5M one.
2. **Read for the breakup.** Termination, liability, indemnity, IP ownership, data, dispute resolution, and change-of-control are where deals actually hurt.
3. **Rank by consequence, not by oddity.** An unusual clause with no exposure is a footnote. A standard-looking cap that sits below realistic exposure is the headline.
4. **Three buckets.** Must change (walk away or fix), should push (worth a redline), accept (note and move on). Every flagged term lands in exactly one.
5. **Quote the language.** Every flag quotes the operative words and names the section.
6. **Give the ask, not just the problem.** For each "must change" and "should push," supply the redline language you would actually send.
7. **Name what is missing.** Absent clauses are risk too: no limitation of liability, no assignment restriction, no survival clause.