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Legal Tech 2026: Riding the $1 Trillion Wave

By Nick Baughan, Managing Director, Marks Baughan* I’ve been advising legal technology…

By Nick Baughan, Managing Director, Marks Baughan*

I’ve been advising legal technology founders and investors on M&A, capital raising, and strategic financing decisions since 2003. Twenty-three years and 130 transactions later, I can say with certainty that we’ve never seen a more exciting time in legal tech than now.

The reason is AI, and the opportunity has never been bigger. Here’s how AI is changing the game for all the key players on the field and creating a $1 trillion prize.

From a $35B Market to a $1T Opportunity

The sale of software to law firms and corporate legal departments is a $35 billion market. The provision of legal advice and associated legal services is a $1.1 trillion market. That’s a 30x TAM expansion. This pivot from tech spend to labor spend has driven an unprecedented wave of investor interest in legal tech over the past two years — all powered by AI.

AI is capable of automating work that was previously done by lawyers and legal staff, meaning technology vendors can now compete for a share of the $1.1 trillion spent on legal labor, not just the $35 billion spent on legal software.

Diagram comparing the $35 billion legal software market to the $1.1 trillion legal labor market.
Legal tech TAM expansion

A quotation from Andreessen Horowitz succinctly articulates the reframing of this market opportunity: “Legal is the infrastructure for capitalism.” If legal is a load-bearing pillar of our economy, then legal tech isn’t just software for lawyers. It’s technology that upholds commerce and society. As we move from tech spend to labor spend, investors are recognizing this new position for legal tech and re-valuing it accordingly.

To understand where this is headed, it helps to map the four major forces currently shaping the market.

The Players: Incumbents — the Original “Intelligence Vendors”

The three largest traditional legal tech players — RELX (LexisNexis), Thomson Reuters, and Wolters Kluwer — built their empires on proprietary content databases refined through decades of editorial work. Their consistent M&A strategy over the past 20 years has been to protect and enhance the value of that data by deepening the moat around their datasets and expanding the use cases for them. That’s why their acquisitions have focused on adding breadth of content and buying software workflows that port content directly to users’ desktops.

These are wildly profitable businesses. They don’t need to grow more than 2% – 3% a year, but they cannot shrink. They also can’t innovate quickly. Like any large corporate entity, they struggle with the Innovator’s Dilemma, and every technology cycle forces them to make acquisitions to keep pace. We saw it with Thomson Reuters and Casetext, and we’re seeing it again now with AI-focused bolt-ons across all three players.

A summary of the incumbents category in legal tech, listing RELX, Thomson Reuters, and Wolters Kluwer, with their advantages and challenges.
Legal tech incumbents
Recent acquisitions by Thomson Reuters, Wolters Kluwer, and LexisNexis, ranging from 2023 to 2026.
Incumbent M&A activity in legal tech, 2023–2026

Thomson Reuters’ CEO Stephen Hasker stated in February 2026 that the company deployed $850 million into M&A in 2025 alone, with more inorganic activity under assessment. He also stated in August 2025 that Thomson Reuters has $12 billion to spend on M&A through 2028. These players will remain among the most acquisitive in the market. Expect them to continue buying content, software, and AI capabilities to protect their dominant market positions.

The Players: Private Equity-powered SaaS Challengers — Workflows and Systems of Record

If I had to name the most significant exogenous force in legal tech over the past 20 years before AI, it would be private equity.

Over the past 15+ years, the private equity sector has run a highly effective playbook on aggregating vertical market software sectors. The blueprint involves buying on-premise, perpetual license software businesses, migrating them to the cloud, generating recurring revenues from a SaaS licensing model, and then consolidating fragmented industries to add scale. Legal tech is no exception.

Private equity-backed SaaS challengers in legal tech alongside a bar chart showing acquisition counts.
PE-backed legal tech SaaS challengers

The above image depicts 16 of the most acquisitive private equity-backed legal software players in the market, spanning every part of the legal ecosystem. Collectively, they’ve completed over 275 acquisitions in the past 10-12 years — building formidable, embedded platforms that scale from $50M to over $1B in ARR. While they face headwinds in the age of AI, they are extremely well-capitalized and will continue to be acquisitive in both software and AI to round out their AI capabilities. 

A Note for Founders on Private Equity 

Founders tend to have their valid concerns about recapitalization transactions with private equity firms where they sell 70-80% of their company and have to give up complete control. But Marks Baughan has advised countless founders who have done very well in partnering with private equity in this way. Bringing on a partner that can help you identify acquisitions and give you capital to accelerate sales or product development is a powerful wealth creation strategy. It’s not uncommon to see the value of reinvested equity at the time of an initial recap ultimately exceed the cash taken off the table. 

It’s also worth noting that the average deal size completed by the group of companies in the image above runs $50 – 75 million. For many founders, that’s life-changing money. A founder who has kept their cap table lean has options: they can raise more capital at a $50 – 100 million valuation, or they can sell at that level for life-changing money. Either way, they retain full flexibility. A founder who locks themselves into a Series B at a $300 million valuation has to go down an exit path approaching $1 billion. It’s smart to consider that type of risk and weigh the money and flexibility of an earlier, more conservative funding round or sale against it.

The Players: VC-fueled AI Disruptors — Agentic Outcomes

What we’ve seen in venture capital over the past two years is extraordinary. In 2025 alone, there were approximately 300 Series A or later transactions in legal tech with total volume exceeding $6 billion. We’ve never seen this volume of VC activity or this caliber of venture firms entering the space.

This enthusiasm is a strong signal of investor interest in the pivot from tech to labor spend. In the image below are eight companies that have raised the most money at the highest valuations.

Top VC-funded AI legal tech disruptors with total funding raised, latest valuation, and funding series for each.
VC-fueled AI legal tech disruptors

Consider Harvey, currently valued at $11 billion having raised nearly $1 billion. If investors are targeting a 3x return, they’re underwriting a $30+ billion exit. Scale that math across these disruptors, and you arrive at nearly $100 billion in expected exit value from companies that, for the most part, didn’t exist two years ago. For context, the combined market cap of Wolters Kluwer, Thomson Reuters, and LexisNexis is approximately $130 billion.

Many of these companies have now been valued well beyond what a traditional incumbent can absorb in an acquisition. That means a wave of IPOs is coming. We expect to see a new leadership class of highly valued public legal tech companies emerge over the next two years. For founders, that translates into a growing set of well-capitalized strategic acquirers and potential partners.

The Players: Large Language Models — Powering the Stack or Moving Up It?

On February 3, 2026, markets shook when Anthropic announced that its AI tool, Claude, had a plug-in for the legal market. Shares of legal data incumbents and software vendors fell sharply on fears that LLMs intended to enter the application layer directly. Since then, Anthropic has walked back its stated intentions. Stocks have partially recovered, but many remain down 20–40% on the year from those fears.

Headline reading "Global Software Stock Selloff—Oracle, Adobe, More—Fueled By Anthropic's New AI Tools," with by a stock chart and logos of major LLMs.
LLM market impact

No one fully knows where the LLMs want to compete or what their long-term monetization strategies are. Will they remain below the stack and just sell intelligence capabilities to the vertical market vendors? Or will they enter and compete in the stack?

One thing is certain: these players will have outsized influence on legal tech’s M&A landscape for the next several years. 

We’re also seeing — so far, at least — that these players aren’t trying to compete directly with the incumbents. The early picture is one of integration: Anthropic partnering with Intapp; iManage partnering with both Harvey and Legora; LexisNexis integrating Harvey; Microsoft embedding Harvey into its stack. The LLMs, the incumbents, and the workflow software players are currently leveraging each other’s core capabilities. The stack is integrating, not collapsing.

The dynamic of this ecosystem remains fluid. These are some of the most powerful technology companies ever built, and their long-term competitive boundaries are unknown.

The New Playing Field: Four Forces, One Massively Expanding Market

These four groups of players are converging around a $1 trillion+ opportunity, and for now, they need each other. Their interdependence is creating an extraordinary moment for founders.

The TAM has expanded by 30x. Incumbents are actively acquiring. Private equity platforms are continuing to buy at high volume. Record VC funding is creating a new class of buyers that will need to consolidate and scale. And the public markets are preparing to welcome a new generation of legal tech leaders.

There has never been a better time in legal tech, whether you’re building or exiting. Think carefully about your cap table and know that the buyers for your business have never been more numerous or better capitalized. The $1 trillion wave in legal tech is cresting right now.

 

*Nick Baughan is Managing Director at Marks Baughan, a global investment bank in the legal and compliance industries. He first presented these remarks at the LTH Velocity conference in New York on March 9, 2026.

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Marks Baughan Serves as Financial Advisor to eBase Solutions and Kleinschmidt in Acquisition

Kleinschmidt Inc., a longtime leader in supply chain integration services, has announced…

Kleinschmidt Inc., a longtime leader in supply chain integration services, has announced it has acquired eBase Solutions, a highly respected enterprise integration and automation firm. The strategic acquisition brings together two complementary powerhouses: Kleinschmidt’s expertise in connecting systems and data flows between organizations, and eBase’s deep capability for enabling full enterprise integration within an organization. Marks Baughan Securities, which originated the transaction, served as the financial advisor to both companies.

This move positions the combined company to deliver a complete platform for digital transformation, connecting a company’s external trading ecosystem with its internal operations to unlock the full value of data across the business. By bridging these two worlds, well-orchestrated technology can finally relieve the burden caused by disconnected systems and poor data flow.

“This acquisition is an important strategic step for Kleinschmidt as we expand our capabilities beyond traditional EDI,” said Dan Heinen, President and CEO of Kleinschmidt. “Customer needs are evolving toward automation and real-time operational visibility. By combining Kleinschmidt’s external B2B connectivity with eBase’s internal enterprise integration expertise, we are in a stronger position to support our customers’ digital transformations. We are very pleased to welcome Felix, Dennis, and the entire eBase team to Kleinschmidt.”

Kleinschmidt’s services have long enabled seamless, reliable data exchange between companies, ensuring that critical supply chain information moves efficiently across partner ecosystems. With the addition of eBase’s proficiency in IBM webMethods, managed file transfer (MFT), and API-led connectivity, that data can now be fully integrated, managed, and leveraged inside the enterprise to drive smarter operations. This creates a complete approach to data movement, connecting internal enterprise systems directly to the external trading partner ecosystem.

The combined organization will provide customers with a unified solution for:

  • End-to-End Enterprise Integration: Connecting external supply chain data with internal systems through enterprise integration, orchestration, and API/hybrid-cloud connectivity.
  • Intelligent and Automated Operations: Leveraging AI-enabled workflow automation, advanced Managed File Transfer (MFT), and supply chain modernization initiatives.
  • Advanced Data-Driven Insights: Applying Industrial IoT and Data Analytics to drive continuous improvement, predictive insights, and smarter decision-making.

eBase Solutions will continue to operate under the name “eBase Solutions, a Kleinschmidt Company,” ensuring continuity for existing clients and partners. CEO Felix Kimelman and co-founder Dennis Passmore will remain with the organization to lead the division.

“Our team has always been focused on simplifying complexity and delivering practical solutions,” said Felix Kimelman, CEO of eBase Solutions. “Joining Kleinschmidt gives us the scale and infrastructure to bring our solutions to a broader market. For our existing customers and partners, including our work within the IBM ecosystem, operations will continue without disruption. It is business as usual, but with greater resources and capabilities at our disposal.”

By bridging external supply chain connectivity with internal enterprise integration, the combined offering helps organizations eliminate data silos, improve operational efficiency, and evolve into truly data-driven digital enterprises.

For more information on this transaction, please contact:

Ashwini Gautam, Director
+1.415.535.4858
agautam@marbau.com

Will Gatti, Associate
+1.484.540.5814
wgatti@marbau.com

About Marks Baughan Securities
Marks Baughan provides global investment banking services to growth companies. Our clients are software, technology-enabled services, and data-intensive companies seeking shareholder liquidity or growth capital, as well as law firms and other legal asset platforms exploring outside investment. With a record of +125 transactions totaling more than $10 billion in value across M&A, capital raising, and strategic advisory, we bring unmatched expertise, negotiating skill, and market intel to every client relationship. Our professionals excel at defensible positioning and disciplined processes that maximize shareholder value, and they give our clients access to the networks and experience derived from years of interaction with top executives and investors in legal and compliance.

Learn more at www.marksbaughan.com.

About Kleinschmidt Inc.
Kleinschmidt Inc. builds and supports custom electronic data interchange, B2B messaging, and API integration solutions that power the global supply chain. For decades, Kleinschmidt has enabled companies to connect with their trading partners and navigate the complexities of digital freight and logistics. Website: www.kleinschmidtinc.com

About eBase Solutions
eBase Solutions, a Kleinschmidt Company, specializes in enterprise integration. With expertise in IBM webMethods, MFT, API management, and IoT, eBase helps organizations connect data silos, automate workflows, and achieve internal and external connectivity. Website: www.ebasesolutions.com

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Braeden DeWan Recognized as Emerging Leader in M&A

Marks Baughan is proud to announce that Director Braeden DeWan has been…

Marks Baughan is proud to announce that Director Braeden DeWan has been named a winner of The M&A Advisor’s 17th Annual Emerging Leaders Awards.

The Emerging Leaders Awards honor accomplished professionals under the age of 40 who are shaping the future of dealmaking through innovation, leadership, and meaningful contributions to their industry and communities. Mr. DeWan was selected by an independent panel of judges based on his professional achievements, leadership impact, and commitment to community involvement. Winners will be formally recognized at the 2026 Leadership in Dealmaking Summit on September 14 and 15, 2026 in New York City.

“I’m honored to be recognized alongside such an accomplished group of M&A professionals,” said Mr. DeWan. “This award reflects the exceptional team, culture, and platform we’ve built at Marks Baughan, as well as the meaningful and trusted relationships we’ve developed with our clients.”

“Braeden’s unique command of key industry trends and value-driving metrics establishes instant credibility with clients. He has been a tremendous asset to Marks Baughan. We are all excited to see him recognized for his achievements,” said Chris Rose, Managing Director of Marks Baughan.

Mr. DeWan has 10 years of experience advising growth-stage software and tech-enabled services companies on all aspects of sale and capital formation transactions. Since joining Marks Baughan, he has worked across the legal and compliance verticals, having advised industry-leading companies like Peppermint on its sale to Litera, Iridium Technology on its sale to BigHand, SureCloud on its sale to CGE Partners, Exterro on its sale to Leeds Equity Partners, and TRAFiX on its investment from Marlin Equity Partners. Mr. DeWan received his BA in Economics from Swarthmore College.

“Braeden is highly deserving of this recognition from The M&A Advisor. He has distinguished himself through strong execution, thoughtful client advisory work, and a commitment to excellence that has earned the respect of clients and colleagues alike. We are incredibly proud of his accomplishments and excited to see him continue to emerge as a leader within the legal and compliance sector,” said Nick Baughan, Managing Director of Marks Baughan.

About Marks Baughan Securities

Marks Baughan provides global investment banking services to growth companies in the legal and compliance sectors. Our clients are software, technology-enabled services, and data-intensive companies seeking shareholder liquidity or growth capital, as well as law firms and other legal asset platforms exploring outside investment. With a record of +125 transactions totaling more than $10 billion in value across M&A, capital raising, and strategic advisory, we bring unmatched expertise, negotiating skill, and market intel to every client relationship. Our professionals excel at defensible positioning and disciplined processes that maximize shareholder value, and they give our clients access to the networks and experience derived from years of interaction with top executives and investors in legal and compliance. 

Learn more at www.marksbaughan.com.

About The M&A Advisor

Founded in 1998, The M&A Advisor is the global leader in connecting, recognizing, and informing professionals in M&A, restructuring, and corporate finance. Now in its 28th year, we provide world-class content, events, and honors programs that empower dealmakers at every stage of their journey. Learn more at www.maadvisor.com or call +1 (212) 951-1550.

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