Why Law Firms Can’t Afford to Delay DMS Migration — And How to Switch Smoothly

Published: August 12, 2025|In Legal Document Management|By Dennis Dimka

Why Law Firms Can’t Afford to Delay DMS MigrationWe hear from law firms every week that are worn out from technology changes. They’ve been through billing software upgrades, practice management migrations, and endless “mandatory” updates from vendors. Each one takes time, disrupts work, and tests everyone’s patience.

I understand that feeling. I also see the other side. Firms cling to outdated systems that are slow, insecure, and increasingly expensive. In the long run, staying put can be far more painful than making a change.

In this blog, I’ll share why waiting costs more and how we’ve made switching to LexWorkplace a surprisingly smooth process.


Why Change Fatigue Hits Law Firms Hard

I’ve seen it in hundreds of firms: the collective sigh when another software change is announced.

Change fatigue is the exhaustion that sets in after too many technology changes, too close together. Every switch to billing software, every document management overhaul, and every compliance-driven update disrupts daily work, slows productivity, and chips away at team morale.

Law firms are especially vulnerable. The stakes are high. A single missed deadline can damage a client relationship or even a case outcome. The systems are complex, with document management, billing, case management, and email all needing to work together seamlessly.

And the work never stops. Billable hours keep ticking while migrations happen, forcing staff to juggle client demands and technology changes at the same time. Security and compliance requirements add another layer of stress to every transition.

A Familiar Story in Law Firms

I’ve seen it in hundreds of firms: the collective sigh when another software change is announced.

Change fatigue is the exhaustion that sets in after too many technology changes, too close together. Every switch to billing software, every document management overhaul, and every compliance-driven update disrupts daily work, slows productivity, and chips away at team morale.

RelatedAI and Lawyers: Learn what every lawyer should know about the rise of AI in the legal industry.

Law firms are especially vulnerable. The stakes are high. A single missed deadline can damage a client relationship or even a case outcome. The systems are complex, with document management, billing, case management, and email all needing to work together seamlessly.

And the work never stops. Billable hours keep ticking while migrations happen, forcing staff to juggle client demands and technology changes at the same time. Security and compliance requirements add another layer of stress to every transition.


When Waiting Becomes the Most Expensive Option

Many firms believe doing nothing is the safe choice. In reality, waiting to replace outdated or unstable systems quietly drains money, time, and energy. The costs aren’t always obvious at first, but they add up (and compound over time).

Vendor Changes and Price Hikes

The legal tech market is consolidating rapidly. When a vendor is acquired, the pattern is often the same: prices increase, support drops, and the product’s future becomes uncertain.

Imagine a midsize firm that decides to stay with its DMS after a merger because switching feels overwhelming. Within 18 months, their annual licensing fees jump by 35%, and the support team they once relied on is replaced by a slow, outsourced help desk.

This is an all-too-common reality.

Productivity Losses and Workarounds

Old systems rarely break all at once. Instead, they slowly erode.

Search takes longer. Interfaces feel clunky. Integrations fail and never get fixed.

You might create “workarounds” that add minutes to routine tasks. Those minutes add up to hundreds of billable hours lost each year. Hours that represent revenue gone for good.

Security and Compliance Risks

Legacy systems often fall behind in security. They may lack encryption at rest, multi-factor authentication, or modern threat monitoring. They also risk slipping out of compliance with evolving client or regulatory standards.

Picture a firm whose DMS stops receiving security updates after a merger. A year later, the system is breached, forcing them to notify clients and address the fallout.

That’s an expensive and damaging situation that could have been avoided with a modern, supported platform.

The longer the wait, the more these problems compound. Inaction is still a decision, and for many firms, it turns out to be the most expensive one. Making a change before the damage grows is almost always the smarter financial move.

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Why Now Is the Best Time to Switch

Every month a firm waits to replace outdated software, the transition becomes harder and more expensive. Market conditions shift, vendor terms change, and systems fall further behind.

Acting now means making the move on your terms, not when a crisis forces your hand.

Market Conditions Are Changing Fast

The legal tech market is in constant motion.

Mergers, acquisitions, and product retirements are becoming more frequent. Modern platforms release new features and integrations quickly, but outdated systems are left behind.

Imagine a firm planning to switch “next year,” only to find their preferred solution sunsetted or their vendor acquired with a 40% price increase. Waiting limits your choices and weakens your bargaining power.

Switching Is Easier Before It Becomes Urgent

Planned migrations are smoother, and with LexWorkplace, they can be surprisingly quick. Many firms switch over a single weekend, starting on a Friday and ready to work in the new system by Monday, with training the same day.

When firms wait until a breach, forced upgrade, or sudden vendor shutdown, the transition is rushed and stressful. A controlled switch allows for careful planning and minimal disruption.

The difference between switching on your timeline and reacting to an emergency is the difference between a manageable project and a chaotic scramble.

Early Adoption Unlocks Long-Term ROI

The sooner a firm adopts a more efficient, secure system, the sooner it benefits from faster workflows and recovered billable hours. Even small time-savings per matter can translate into hundreds of hours gained in a year.

Those hours can be billed, reinvested in client service, or used to ease workloads. Firms that modernize early also have an edge in recruiting top talent and impressing clients with their responsiveness and technology.

Delaying a system switch often leads to fewer options, higher risk, and missed opportunities for improvement. Acting while you have control over the timeline keeps the process manageable and puts your firm in a stronger position.

The next step is choosing a transition partner who can make that move simple and low-stress.


How LexWorkplace Makes Change Easy

I know software migrations have a bad reputation. That’s why we designed LexWorkplace to make switching fast, simple, and stress-free.

You don’t have to take my word for it. We’ve created a short video that walks you through the process so you can see exactly how it works.

A Managed Migration From Start to Finish

Every LexWorkplace migration is led by a dedicated project manager who is assigned to your law firm from day one.

We start with a full discovery and assessment of your current system so no data is missed. Then we migrate your matters, documents, and email into LexWorkplace, often over a single weekend. By Monday morning, your firm is working in the new system.

Bring AI to Your Legal Documents

LexWorkplace Includes:

  • Interactive Document Conversations: Engage in a ChatGPT-like dialogue with LexWorkplace AI to discuss document contents and related subjects.
  • Contextual Query Suggestions: Receive automatic, context-specific question prompts about any document, helping you delve deeper into its details.
  • Seamless Integration and Saving: Click the AI icon to start discussions and easily save conversations as Matter Notes within LexWorkplace.

Hands-On Training and Smooth Onboarding

Once your migration is complete, we provide hands-on training so your team feels confident using LexWorkplace right away.

Your project manager stays assigned to your firm until you are fully comfortable with the software. Even then, you still have access to our U.S. and Canada-based support teams with deep legal tech expertise from day one.

Ongoing Expert Support

Our help desk team is responsive, knowledgeable, and focused on law firm workflows. You receive continuous updates and improvements without the need for disruptive “big changes.”

If you think something is missing or could work better, you can submit feature requests at any time. Many of our enhancements come directly from customer feedback.

Support is not just reactive. We are here to make sure you get the most from LexWorkplace over time.

Moving to LexWorkplace is not the kind of migration you have experienced before. When the process is managed end-to-end, the hardest part is deciding to start.


Take the Next Step With Confidence

Change fatigue is real, but the cost of staying with outdated or unstable software grows every day. Acting now puts you in control of the timeline, limits disruption, and starts delivering benefits sooner.

LexWorkplace makes the process simple, predictable, and fully supported from start to finish. The first step is easy. Start your free trial of LexWorkplace and see how smooth your next transition can be.