Triple Checklist at Work: Inside a $175M M&A Transaction
January 14, 2026
the Triple Checklist Team
Triple Checklist at Work is a series that shows how real deal teams use Triple Checklist on live transactions, from draft agreement through post-closing.
We'll walk through how a seller’s counsel recently used Triple Checklist to run a $175M mid-market M&A sale across the full life of the deal. The example is based on a real transaction, with party names and certain details modified for confidentiality.
Starting With the Draft
Before signing, seller’s counsel uploaded the near final draft Merger Agreement into Triple Checklist and added a short prompt with deal specific context:
Triple Checklist analyzed the agreement and generated a comprehensive set of tasks. In addition to document specific obligations, it surfaced customary tasks drawn from similar transactions, including items that were not explicitly spelled out in the agreement.
Deal parties were also automatically extracted from the input document. Seller's counsel reviewed them and invited specific collaborators, including an associate from opposing counsel and the seller’s general counsel. Each collaborator received an email invitation to join the checklist. Importantly, they did not need to be Triple Checklist customers:
The finalized checklist covered transaction documents, corporate approvals, regulatory requirements, pre-closing actions, closing deliverables, and post-closing obligations. The interface mirrored a traditional Word-based checklist, so seller's counsel and third-party collaborators immediately understood how to work with it, but it was fully interactive. Each item could be edited, nested, and reordered with drag and drop:
Tasks could also be expanded to reveal additional columns, including a concise description and a section reference to the governing document, allowing seller's counsel to quickly verify obligations against the draft agreement:
Running the Checklist Day to Day
From that point forward, seller’s counsel ran the checklist day to day inside Triple Checklist.
At the appropriate times, the escrow agent and stockholder representative were invited into the checklist with appropriate access.
Seller’s counsel maintained a working version of the checklist internally, and once items were ready to be shared, an approved version was made visible to the other parties. Buyer’s counsel and third-parties saw only the shared version, without exposure to internal notes or in-progress changes:
Exporting to Microsoft Word
Although Triple Checklist served as the system of record, exporting to Microsoft Word remained an important part of the workflow.
At key points in the transaction, seller's counsel exported the checklist to Word to circulate with partners, clients, and third-parties who preferred reviewing or commenting in a familiar document format:
The exported checklist preserved structure, task groupings, descriptions, and status indicators, making it immediately usable without reformatting.
When offline edits were required, seller's counsel uploaded the revised Word checklist back into Triple Checklist using the AI agent. It analyzed the changes made offline and proposed the appropriate additions, deletions, and modifications for review before acceptance:
This workflow allowed seller's counsel to easily incorporate Word-based feedback without manually reconciling line by line changes or maintaining parallel checklists.
Incorporating Amendments as the Deal Evolved
After signing but prior to closing, the parties executed a First Amendment that revised the escrow release schedule and added a post-closing working capital adjustment.
Rather than manually reviewing the amendment and updating the checklist item by item, seller's counsel uploaded the amendment into Triple Checklist and used the agent workflow to analyze the changes. New obligations were surfaced where required, and existing tasks were modified where terms had changed. All proposed changes were highlighted and required review before acceptance:
Once finalized, the updated checklist version was shared with the other parties.
Signature Tracking During Closing
The transaction involved more than sixty documents requiring signatures from multiple parties.
As closing approached, seller's counsel tracked signatures directly in the checklist. Signatories were assigned to the necessary documents, and execution status was updated as signatures were received.
During the closing call, the AI agent assisted in updating execution status in real time. Fully executed documents were clearly marked, and partially executed documents showed progress at a glance, reducing back and forth and eliminating parallel email tracking.
Results
Using Triple Checklist had a clear impact on deal execution:
- Checklist generation saved several hours compared to manual drafting.
- Obligations were accurately surfaced directly from the transaction documents, reducing the risk of missed deliverables.
- Word exports allowed offline review and edits when convenient or necessary
- Amendments were incorporated without breaking or duplicating the checklist.
- Version control eliminated conflicting edits and parallel documents.
- Real-time signature tracking reduced friction during closing.
- Seller’s counsel ran the entire transaction from a single system, while still collaborating seamlessly with other parties.