Combing through the past to prepare lawyers for the future.


I’m offering a new course this fall at Suffolk University Law School in Boston called Shakespeare and Knowledge Technology.

Odd combination, right?  I know. But hopefully not as odd as you may think.

Especially in their final year of study, many law students are bored with academics and anxious to get out into paying practice. Courses that delve into seemingly unrelated subjects, like early modern literature, offer respite. Courses that provide hands-on exposure to cutting-edge legal technology kindle much positive energy. Why not both?!

Bear with me for a moment while I talk about Shakespeare. Then I will explain how he provides a great context for learning about knowledge tech.
Continue Reading Looking at legal knowledge technology through an unusual lens (301)


Maybe the ROI for legal tech comes from happier workers who stay.


Emily Chang: What do startups have to do in order to have a successful exit, whether it is an IPO or just building a great business?

Paul Graham: They have to make something that actually makes people’s lives better. It’s funny how straightforward it is.

Y Combinator’s Graham Says Startups Must Improve Lives,”  YouTube, June 17, 2011.

Here is my prediction: companies are about to spend more on legal technology, but not because they are trying to save money or be more efficient. Law firms and, to a lesser extent legal departments, are beginning to see investment in technology as a solution to unprecedented burnout and talent attrition. The further entrenchment of remote work will only amplify this trend. Smart marketers have figured out that this messaging is resonating. The deluge of messaging connecting tech and talent will shift how companies justify their return on investment. Technology does, in fact, have the potential to improve the day-to-day experience of the people on legal teams, but there is some important nuance. Let’s dive in.
Continue Reading People-driven tech: How new priorities and remote work are increasing #legaltech adoption (299)


This post is a digest of an important new article on the digital transformation of legal departments.


Me:  [Enthusiastically sharing new NewLaw literature with a friend.]

Friend:  “My first reaction is…that’s a lot of pages!”

It is a lot of pages. It is also critical reading, even for the newly acquainted. For those who want the bottom line without all of the pages, this digest is for you.
Continue Reading Q. What is digital transformation? A primer for legal professionals (289)


“Be engaged, interested in what others have to say. It’s more important to listen than to speak.”


I had the opportunity to discuss legal outsourcing with Colin Levy, who embodies the skills and mindset of the modern T-shaped legal professional.

Colin and I work on opposite ends of the spectrum: he’s an attorney who’s experienced first-hand how outsourcing to an ALSP can impact his career and place of employment. In contrast, I have expertise in helping law firms find and work with ALSPs. When law firms or legal departments choose to outsource to ALSPs, often, no jobs are lost. However, sometimes an ALSP can replace certain functions. I thought it would be interesting to hear one attorney’s perspective on whether ALSPs are a threat to attorney job security in the legal industry.

Below are notes from our discussion.
Continue Reading Legal careers in the age of outsourcing: A conversation with Colin Levy (288)


An emerging role in legal tech companies that ties together sales, marketing, and customer success.


At Legal Evolution, we often return to the above “five stages of evolution” graphic as a reminder that the legal industry has entered a period of profound tumult and uncertainty.

The tumult is driven by the cost, quality, and service delivery advantages of systematized & packaged legal solutions, which has set off a gold rush in legal tech. See Post 255 (Zach Abramowitz tracking legal tech investment).  The uncertainty is driven by the need for new business models combined with the lack of established, sales channels that enable end-users to buy with confidence.  Cf Post 279 (Jae Um observing that legal vertical is composed of multiple markets that are both fluid and segmented in nonobvious ways).

Well, what about solutions—is anything on the horizon?
Continue Reading How Chief Revenue Officers are making legal tech better (284)


An honest and candid assessment of corporate legal, circa 2021


Several months ago, before we had even completed our first year of operations, Bill invited us to write a legal market year-in-review.  His reasoning was simple—our business model entails a lot of listening.  Over the past twelve months, we heard the hopes, dreams, and fears of 240 law firms and 327 law departments (corporate legal) spread over 2,600 meetings.

Perhaps you’re anticipating a conversation about what’s hot in Legal Tech and NewLaw.  And back when we accepted Bill’s invitation, that seemed like a logical direction.  Yet, much to our own surprise, we find ourselves writing a year-in-review essay that focuses on the primacy of culture and cultural adaption.
Continue Reading LexFusion’s Legal Market Year in Review (280)


Putting complex and often intimidating topics into context.


Chapter 8, Technology

No discussion on contracting process improvements is complete without focusing on technology. Scarcely a day goes by without an article, blog, or webinar on legal technology and, more specifically, about artificial intelligence (AI). There are many conferences and webinars about contract management systems—on selecting them, on what to use them for, how to derive greatest benefit, etc. Usually, those educational programs are provided or delivered by the contract management systems providers.

Technology is always at the core of any discussion about innovation, for example, but I maintain it should not be. Before any conversation about technology takes place, there should be an assessment of the current state of the people and processes involved in contracting, which is why this chapter follows my previous chapters on People and Process. Only after a thorough review takes place, and there is agreement within the organization that the right people are doing the right steps in the best order, should a discussion about technology begin.
Continue Reading CLM Simplified Part IV: Technology, Metrics & Data, and Outsourcing (272)


Trading ego for effectiveness, friendship, and purpose.


Joe Borstein and Paul Stroka asked me to get naked with them. I said yes. Then Bill asked me to write about it. So here we are.

Now that you’re hooked by the clickbait headline and the tease, we must, naturally, commence with an anecdotal aside before I explain why the platitudinous “our customers are our business” is especially true for LexFusion, why “everyone talks to us because everyone talks to us,” and what these say about the evolution of the  broader legal innovation ecosystem.
Continue Reading Getting naked with colleagues and clients (267)

Source:  Gravity Stack [Click on to enlarge]

Sophisticated investors are betting on contract tech. It’s about business, not the intricacies or importance of law.


Today’s post (256) and last week’s (255) are a two-part series on the burgeoning legal tech sector.

Whereas Post 255 focused on the explosion in the legal technology market over the past year—five new #Legaltech Unicorns, three companies go public—this post looks contract tech, which is arguably legal tech’s hottest subsector.
Continue Reading Because Everyone Else Cares: Why legal should be paying attention to contracts (256)

[click on to enlarge]

Five New #Legaltech Unicorns.  One Unicorn Nearly Doubles in Value.  Three Companies Go Public. 


It might be unfair to say that legal technology arrived in 2021. After all, law firms and law departments, the primary target buyers of legal tech, have been preparing for the impact of AI and automation.

In 2018, Amlaw 100 firms like Reed Smith and later Wilson Sonsini began creating dedicated tech-focused subsidiaries. See Post 213 (Zach Abramowitz’s overview of law firm-led legal tech.  In late 2019, the chairman of an AmLaw 50 firm told us, “We know there is new stuff, we know that our clients know about the new stuff. The question is how we become proactive so that our clients don’t bypass us on the way to the new stuff.”
Continue Reading How the first half of 2021 signals the maturity of an ecosystem (255)