Unlike sharks, killer whales hunt collaboratively.  Is this the right approach to the legal tech vertical?


Why aren’t more law firms investing in startups and/or launching corporate venture arms? Is corporate venture capital (CVC) a good fit for the legal industry? If not, is there a better model? And then, finally, what does all of this have to do with killer whales?

In this essay, I’m going to attempt to answer each of these questions. I will start by giving a brief introduction to CVC and then I will outline the current models of law firm venture investments, highlighting both strengths and shortcomings. In the second half of this essay, I’ll suggest an alternative model, a collaborative industry-wide approach which I have dubbed “Investing like Killer Whales.” This is the strategy we used when we syndicated an investment in AI-based contract benchmarking startup TermScout.  See Abramowitz, “As Promised, Our Second #Legaltech Investment Announcement This Week,Zach of Legal Disruption, May 5, 2022 (describing collaborative syndicate approach and why worked well for TermScout).
Continue Reading Sharing my playbook for Legal Tech investment (324)


One of BigLaw’s biggest pain points is fixable.


There are few people out there with bad intentions, but there are firm leaders with bad habits.  I recently spent an hour on a call with the managing partner of an AmLaw 200 firm who was seeking my advice on succession planning and specifically with their practice and industry group leaders, many of whom were very senior and had been in the role for well over a decade.  I began our discussion by asking five very basic questions:

  1. Do these group leaders have a formal, written job description?  Answer: “No.”
  2. Do these leaders have a clear understanding of precisely how many non-billable hours they are expected to spend leading and managing the people on their teams?  Answer: “No.”
  3. Have you provided these team leaders with any organized leadership training within the past three years, to help them enhance their individual performance?  Answer: “No.”
  4. Have these leaders been provided with any written expectations (e.g., you must, as a group, meet at least once per month) of what your firm’s leadership is expecting them to do with their teams?  Answer: “No.”
  5. Do you, as the firm leader, meet with all of your team leaders to have them share and discuss their particular problems and successes with each other, at least once quarterly?  Answer: “No.”

Continue Reading Where leadership training falls short (318)


For frustrated legal innovators, one of the missing pieces might be found in this new book on trust.


Todd Henderson and Salen Churi, two law professors, have written a deep analysis of trust — its cultural history, social mechanics, economic elements, and of course how it relates to law and regulation.  As they put it, the goal of the book is “to establish trust as a lingua franca for discussion of issues that are often thought of as discreetly political but actually needn’t be” (p. xvi).

The inspiration for their effort was Uber, which I will discuss a little more in a minute.  But while the book covers a great deal of ground — from securities regulation to dinner parties to the Hanseatic League — it does not pause to unpack the implications for lawyers themselves.  I’d like to do a little of that below, because the margins of my copy of The Trust Revolution are full of graffiti on that topic.
Continue Reading The Trust Revolution (book review) (130)

Godfather with his crew. From left to right: Jae Um, David Cambria, Casey Flaherty, Microsoft Trusted Advisor Forum, Sept 2018.

“If you set out to be an innovative company but don’t have or can’t create an A+ team of people, you’re just fantasizing. You really need great people.”

— Prof. Gary Pisano, Harvard Business School


Continue Reading Special Post: A+ team being assembled at Baker McKenzie (081)