How to Choose Legal Document Management Software
Score each product on how your firm files, finds, protects and eventually disposes of matter documents and email, using your own matters as the test.
Overview
To choose legal document management software, test each product on how it files documents and email to matters, keeps versions, enforces permissions and ethical walls, finds content, applies retention and legal holds, and connects to practice management and billing. Score those criteria against your own matters rather than a vendor's demo script. Plan the migration before signing, because it usually sets the timeline.
This guide is a selection checklist. If you are still deciding between a specialist DMS and a Microsoft 365 approach, read the comparison of legal document management software and Microsoft 365 first. The criteria below apply to either path.
What legal document management software has to do
A legal document management system exists so that anyone with the right access can find the current version of a matter document, with its email context, years later, and so that anyone without access cannot. Most other features are conveniences around that job. That definition gives you a scorecard you can run with real data.
Criterion | What to test with your own data | Evidence to ask for |
Matter-centric filing | Open a matter and watch the workspace appear with client and matter metadata | Who or what triggers workspace creation |
Email filing | File a thread with attachments from Outlook on desktop, web and mobile | Where filed email is stored; how duplicates are handled |
Versioning | Edit a document twice, then restore and compare an earlier version | Version limits and how they interact with retention |
Permissions and ethical walls | Restrict a matter, then add and remove a team member | Audit log of the access changes |
Search | Find a clause across closed matters by text and metadata | What is indexed, including scanned PDFs and email |
Retention and holds | Close a matter, apply a hold, attempt a deletion | Policy settings and a hold report |
Integration | Change a matter's status in practice management | Which system is master for matter data |
Migration | Move a sample set with metadata and versions | Mapping document and validation report |
Weight the rows before the first demonstration. A litigation practice will weight search, email and holds heavily; a transactional practice may care more about versioning and drafting history. Agreeing the weights first stops the scorecard from bending toward whichever vendor presented last.
Filing by matter, including email
Matter-centric filing means the workspace structure comes from the matter list, not from someone creating folders by hand. Ask where the client and matter numbers come from, what happens when a matter is renamed or merged, and whether closed matters move to a different state. Document management software for law firms that depends on users building folders tends to drift within a year.
Email is the harder half. Lawyers work in Outlook, and if filing takes more than a click or two, mail stays in personal inboxes where nobody else can find it. Test filing a long thread, a message with large attachments and a reply that should follow the earlier filing. Useful questions for the vendor:
Can a user file from Outlook on desktop, web and mobile?
Does the system suggest a matter based on earlier filings or recipients?
What happens when two people file the same message?
Can an assistant file on behalf of a lawyer?
Versions, search and metadata
Versioning protects drafting history. Ask how many versions are kept, whether minor and major versions are distinct, and whether the product uses check-out or co-authoring. On Microsoft 365, version limits can be set at organization, site or library level and interact with retention settings, as Microsoft's page on version history limits explains. Make sure the defaults match how long your firm wants drafting history kept.
In legal document management systems, search quality comes from metadata and indexing. Test full text inside scanned PDFs, a search within one client across all its matters, and a search run by a user who should see only some of the results. A search that returns titles of documents the user cannot open is itself a disclosure. Ask which metadata fields are required at filing, which are inherited from the matter, and whether users can correct them later.
Permissions and ethical walls
Most firms either open matters to the whole firm by default and restrict the exceptions, or do the reverse. Either model works if the exceptions are reliable. An ethical wall needs to block access to documents, to search results and, ideally, to the collaboration spaces around the matter. In Microsoft 365, Microsoft Purview Information Barriers can restrict communication and sharing between defined groups in Teams, SharePoint and OneDrive; Microsoft notes that it does not restrict email. Whether and how a lawyer must be screened is a professional conduct question, so confirm the requirements with your state bar or law society.
Run a practical test. Add a lateral hire to a wall, then have that user try to search, open a document and accept a sharing link. Next, remove someone from a matter team and check whether access ends at once or at the next sync. Ask for the audit entries that show each change.

Retention, disposition and legal holds
Retention is where document management meets records management. Each matter type needs a retention period after closing, and the system should apply it without anyone having to remember. A legal hold has to override disposition for everything tied to the matter, including email and earlier versions. On Microsoft 365, retention policies and retention labels do this work; a specialist DMS will have its own model. Retention periods for client files vary by jurisdiction and engagement terms, so confirm them locally.
When you test retention, look for:
Retention that starts at matter close, where the firm's policy requires it.
A hold that stops deletion across documents, filed email and versions.
A disposition record showing what was destroyed and who approved it.
A log of client files returned or transferred at the end of a matter.
Integration with practice management and billing
The document system should take matter numbers, team membership and status from practice management rather than keep its own list. When a matter opens, the workspace should be created; when the team changes, access should follow; when the matter closes, the retention clock should start. Billing touches documents less, but engagement letters, invoices and pre-bill backup are often filed to the matter, and a narrative may refer to the document worked on.
Ask which system is master for each field. If the DMS lets users create matters, the firm will soon have two matter lists. The guide on practice management integration with iManage and NetDocuments covers that handoff in depth, and OneDrive document management for law firms explains how matter workspaces can work in OneDrive.

Plan the migration before you sign
Migration is where selection decisions become real costs. Decide what moves, in what state and how you will prove it arrived intact.
Content | Migration decision | Check after the move |
Active matter documents | Move with versions and metadata | A sample per practice group opens in the correct matter |
Filed email | Move with sender, date and matter | Threads stay together and search returns them |
Closed matters | Move, archive in place or keep read-only | Retention dates carried over |
Restricted matters | Move with walls applied before users get access | A walled user cannot search or open them |
Personal drives and desktops | Triage with the owner; no bulk import | Owner confirms each matter assignment |
Set a freeze date, cut over one practice group at a time and keep the old system read-only for a defined period. Firms changing financial systems in the same year should line the two projects up using the law firm financial system migration checklist.
Where MATTEROOM fits
MATTEROOM's Microsoft 365 page describes refining Microsoft 365 apps for legal work, with case, document and knowledge management built on Planner, OneDrive and Copilot, and Teams notifications when a matter intake is completed. The homepage describes OneDrive and Copilot integration for document management and includes videos of an iManage integration and an iManage export tool. For a firm keeping iManage, the evaluation is about that integration; for a firm moving documents into OneDrive, it is about workspace and permission design.
Email filing, versioning, ethical walls, retention and legal holds depend on how a deployment is configured, so treat each scorecard row as a demonstration question. Ask the team to show a matter opening, an email filed, a restricted matter and a matter close against your requirements, and confirm what Microsoft 365 licensing and configuration each step depends on. The Microsoft 365 for law firms guide gives more context.

Frequently Asked Questions
What is legal document management software?
Software that stores, organizes, secures and finds documents and email by client and matter, keeps version history, and applies access rules, retention and legal holds. It usually connects to practice management for matter data.
What is the best legal document management software?
There is no single answer. The best legal document management software for a firm is the one that scores highest on that firm's weighted criteria using its own matters, email and restricted files in testing.
Can OneDrive or SharePoint serve as a legal document management system?
With matter-centric design and governance, Microsoft 365 can support legal document management. The trade-offs are covered in the comparison of a specialist DMS and Microsoft 365 linked at the top of this guide.
How should a firm test ethical walls?
Wall off a test user, then try search, document access, sharing links and team chat. Remove a team member and check how quickly access ends. Ask for the audit log of each change.
Does legal document software handle legal holds?
Most products offer some form of hold. Test that a hold stops deletion of documents, filed email and earlier versions, and that release is logged.
Does MATTEROOM replace iManage?
MATTEROOM's homepage shows an iManage integration and an iManage export tool, and its Microsoft 365 page describes OneDrive-based document work. Whether to keep iManage or move is a decision to work through in a demonstration.
Test Matter Documents in Microsoft 365
Bring a sample matter, a filed email thread and a restricted-access scenario to a MATTEROOM demonstration of its Microsoft 365 integration.