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Published December 3, 2025

Project Management Tools Don't Work for Legal Transactions

the Triple Checklist Team

By the Triple Checklist Team

Project Management Tools Don't Work for Legal Transactions

Asana, Monday, and Jira are the gold standard project management tools in most white-collar industries. They're built around a simple, linear workflow: start with a list of tasks, assign owners, track progress, and work toward a finished set of deliverables.

To outsiders, it's shocking that these platforms are almost never used for complex legal transactions. If you're a lawyer reading this, you may not have even heard of them.

But the reason is simple. Project management tools miss a core truth about legal transactions: lawyers start with the documents, not the tasks.

The Precedent Paradox: the Documents Come First

To a non-lawyer, starting a project with the documents sounds counterintuitive. In most other professions, the “document” would be the final work product.

But lawyers rely on precedent.

Here's how a typical transaction begins: a precedent document from a prior deal is pulled from the firm’s document management system or sent by opposing counsel. That document becomes the initial source of truth for the new transaction. Every obligation, deliverable, consent, notice, schedule, and filing is discovered in the text.

In legal transactions, the documents are the inputs. The tasks are the outputs.

Once you understand that, the failure of generic project management tools becomes obvious. They operate on the assumption that you can define all tasks upfront and then execute.

Transactional work doesn’t work that way. Tasks don’t exist until the documents reveal them.

The “Reverse” Workflow in Practice

Transactional work is inherently nonlinear. As drafts evolve, diligence surfaces new issues, or parties shift positions, new tasks emerge and old ones change.

If you use a static task board (like Trello, Jira, etc.), or a Word checklist, it breaks the moment the deal becomes dynamic, which is usually on day one. When a document changes, the task list must also change. If it doesn't, your project management tool becomes a liability.

Where Triple Checklist Fits

Triple Checklist is designed for this document-first reality. Instead of forcing a linear workflow, AI extracts tasks directly from your transaction documents. As drafts change, the checklist adapts automatically, eliminating the administrative burden of manually keeping the checklist in sync with the underlying documents.

With Triple Checklist, the documents lead and the tasks finally follow.

To see how Triple Checklist's document-first transaction management works in practice, schedule a demo here.