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Curious Context Labs

case study · Legal and compliance · Automation

No more surprise auto-renewals or missed contract duties

How signed contracts can feed a register of dates and obligations, with owners reminded before every notice window.

business
Hospitality
build
Automation
timeline
5 weeks
read
3 min

01 the business

Hotel management company

9 properties, 400 active contracts

Signed contracts go into a folder and are opened again only when something goes wrong. Supplier contracts auto-renew because the notice window passed. Duties such as insurance certificates and service reports are missed.

02 before

The problem

Signed contracts go into a folder and are not opened again until something goes wrong. Auto-renewals roll over because the notice window passed unnoticed. Duties like insurance certificates, rent reviews or service reports are missed because nobody owns the calendar.

  • Renewal dates are tracked in nobody's calendar.
  • Notice windows are missed.
  • Obligations have no named owner.

03 the build

What the AI does

  1. Step 1: Collects signed agreements from DocuSign, Google Drive or SharePoint as they land.
  2. Step 2: Extracts parties, term, renewal dates, notice periods, price changes and named obligations into a register.
  3. Step 3: Assigns each obligation to an owner based on the contract type and department.
  4. Step 4: Sends reminders by email, Slack or Teams ahead of each notice window, with the clause quoted.
  5. Step 5: Posts a monthly summary of upcoming renewals and overdue duties to the finance and operations leads.

paused: waiting for a person to approve

How it was put together

  • Collected signed agreements from the e-signature tool and shared drives.
  • Extracted parties, term, renewal dates, notice periods, price changes and obligations into a register.
  • Assigned each obligation an owner by contract type.
  • Sent reminders ahead of each notice window with the clause quoted, plus a monthly summary.

04 human in the loop

Where a person stays in charge

The contract owner checks the extracted dates and terms for each new agreement before it goes live in the register. Decisions to renew, renegotiate or give notice stay with that owner.

  • The contract owner checks extracted dates before an agreement goes live in the register.
  • Renew, renegotiate or terminate decisions stay with the owner.
  • Each register entry links to the clause it came from.

05 rollout

From kickoff to live in 5 weeks

  1. Weeks 1–2Gather the contract folder and agree owners by type.
  2. Weeks 3–4Extract and check the existing contracts.
  3. Week 5Switch on reminders and new-contract intake.

06 after

What changes

Renewal and notice dates stop sneaking up on you. Each obligation has an owner and a reminder, and you can see every live commitment in one register instead of a folder of PDFs.

worked example · your numbers will differ

Assume 400 contracts with $3 million of annual value, where missed notice windows let 3% of value renew on worse terms.

$3,000,000 × 3% = $90,000 a year exposed to unwanted renewals and missed price reviews.

What to measure

  • Contracts in the register with checked dates.
  • Notice windows missed.
  • Obligations completed on time.
  • Spend renegotiated at renewal.

07 evidence

What the research says

  1. The average business loses almost 9% of contract value each year through poor contract management; the best lose about 3%, the worst 15% or more.

    World Commerce & Contracting, Contract management: an overlooked driver of business agility and financial performance (opens in a new tab) · 2025

  2. Gartner research put the average cost of poor data quality at $12.9 million a year per organisation.

    Gartner, Data quality: why it matters and how to achieve it (opens in a new tab) · 2020

08 lessons

Mistakes to avoid

  • Trusting extraction without checks. Dates must be confirmed once.
  • Reminders too late. Notice periods can be 90 days or more.
  • No owner. A reminder without an owner is noise.

09 questions

Common questions

Does it need a contract management system?
No. It can keep the register in a spreadsheet or work alongside a tool such as Ironclad.
How big is the value at stake?
WorldCC's 2025 research found the average business loses almost 9% of contract value each year through poor contract management.

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