TECHNOLOGY, LAW, AND LEADERSHIP – FALL 2026
This is the home page for LAW 5754 – TECHNOLOGY, LAW, AND LEADERSHIP for the Fall 2026 edition of the course.
- Syllabus and readings (home page)
- Important course information: materials, mechanics, policies, and grading
- AI Policy (NEW for 2026)
- Open Educational Resources (OER) copyright and permissions information
The course will meet on Wednesdays from 12:40 pm to 2:40 pm. The class will meet on Zoom rather than face to face. Class meetings will not be recorded. Students are expected to be present for each meeting of the course.
READING ASSIGNMENTS AND OUTLINE OF CLASSES
Class meetings are organized in a loose sequence: Introduction and context (why learn about leadership, and why learn learn leadership skills?); what are relevant leadership skills, and how do learn them?; and what comes next? What do you do with what you’ve learned?
Each item below is available on the open Internet (some on the World Wide Web, some at YouTube on the Web (videos, of course), some at Spotify or Apple (podcasts), with a handful of exceptions identified as follows, indicating how you can access them: “[eBook at Pitt’s University Library System].”
The readings and other assigned materials are front-loaded, so that the workload is heavier at the start of the semester and lighter toward the end. The purpose of the front-loading is to give students more time and space to work their research papers into final form.
NOTE for the Fall 2026 edition of this seminar: To the extent possible, I have reduced the number of readings and other assigned materials compared to prior versions of this seminar.
The biographies of the authors, speakers, and responsible organizations are provided here. Many of the works assigned below are related to larger works.
Recommended (strongly encouraged, even), but not required, on the economic and technological challenges facing the legal profession today
Websites, authors, and Substacks:
- Bill Henderson, Legal Evolution. Professor Henderson concluded his effort at that site in 2024 but his writing remains relevant and useful.
- Mark Cohen (lawyer and consultant at Legal Mosaic), at Forbes.com.
- The Observatory, a comprehensive inventory of innovation and technology developments in contemporary law practice.
- Jordan Furlong, a Canada-based North America legal industry consultant.
For podcasting fans, these podcasts:
- The Future Law Podcast and Your Leadership Podcast
- Everybody Leads (from a law firm CEO) (the podcast also relates to this book, titled “Everybody Leads”)
- Reimagining Justice
- LawNext
Recommended, because they relate to non-law themes of the seminar but are not law-themed
Recommended: leadership literature
“Leadership” has been the subject of numerous books and has been packaged and sold as several different “models” of leadership. Each has strengths and weaknesses. My general view, which is reflected in this seminar, is that a student of leadership – and a present or future practitioner of leadership – should pick what works in their context from any and all available resources, monitor their performance to determine whether those elements are working well,, look skeptically at what does not work, and be curious about changing course. Here are several of the best known “models,” with links to key texts that describe and illustrate them.
Related: texts about leadership (subjects listed alphabetically)
- Adaptive leadership
- Authentic leadership
- Charismatic leadership
- Ethical leadership
- Improvisational leadership (“leadership jazz”)
- Servant leadership
- Transactional leadership
- Transformational leadership
Optional: movies that illustrate leadership themes
Learning about leadership – and learning about yourself, which is part and parcel of the “leadership” process – is often pursued as effectively via fiction as via instruction. Pointing students to “leadership fiction” and “leadership stories,” I might include novels (“Don Quixote“), or plays (“King Lear“), or poems (“Ozymandias“). Instead, because I am a huge movie fan and because law students in 2026 tend to have limited familiarity with the great Hollywood movies of the last 100 years, for each class meeting I have included pointers to feature films that illustrate and may illuminate the themes of that class.
With streaming services, YouTube, and the Carnegie Library system of Allegheny County (where patrons can borrow DVDs and Blu-rays for free!), getting access to most 20th century and early 21st century American movies for little to no money is straightforward.
If you watch any of these films in connection with class, I have one request/suggestion: do not focus on the story or the plot. Focus instead on the characters themselves. Why are they acting as they do? Why are they making the decisions that they are making? How are they responding to or motivating activity by other characters, and if you can tell, why? How might you reflect on your own decisions and choices – your processes as well as your results – in light of what you see on the screen?
CLASS 1
WEDNESDAY, AUGUST 19, 2026
Our first meeting will review big themes and expectations for the seminar. We will talk about individual students: their backgrounds, ambitions, and questions.
[A] Why focus on leadership in law school? Law schools have long talked about training lawyers as leaders, but simultaneously they have long failed to deliver on that promise implied by that “talk.” This seminar is about action. Read an introduction to leadership for lawyers and law students:
- Michael J. Madison, Leading New Lawyers [21 pp.], and Building Legal Leaders [2 pp.]
And
[B] Context: Leadership has always mattered to law and lawyers, but how it has mattered has always been in flux. Read about the changing character of law practice, the legal profession, and the legal industry:
- [Chapter in an ebook at Pitt’s University Library System; search for “The Cambridge History of Law in America: Volume 3, The Twentieth Century and After.“] Read Ch. 3, Robert Gordon, The American Legal Profession, 1870–2000 (2008) [53 pp.]
- Jordan Furlong, A changed and changing profession [published “pre-Generative AI”] [8 pp.]
- Jordan Furlong, How Generative AI Will Change What Lawyers Do [published “post-Generative AI”] [8 pp.]
- Joe Andrew, What Law School Grads Need To Know Now: The Second To Last Generation? [6 pp.]
[C] Context: Law is a human creation. As with all human creations – as with technology, for example – understanding is key. Law (like technology) isn’t natural; law (like technology) isn’t neutral. Law (like technology) is not simply “there.” “Understanding” law and law practice mean understanding where [law] [technology] comes from; how and why [law] [technology] is shaped, received, reused, and changed; how [law] [technology] shapes [humans] [biophysical and cultural ecologies and environments], and how “our” environments – things we build, things we choose – shape us, as humans. Read one of the following two accounts of knowledge and culture in the so-called “field”:
- Fred Turner, Burning Man at Google: a cultural infrastructure for new media production [23 pp.]
- Langdon Winner, Do Artifacts Have Politics? (1980) [15 pp.]
Optional movie suggestions: “Choosing: technology for good, and technology for ill.”
CLASS 2
WEDNESDAY, AUGUST 26, 2026
We will dig into the changing power and importance of law, lawyers, the legal profession, and the legal industry. We will talk about values and ethics, we will talk about economics, and we’ll talk about technology. For multiple reasons, having to do both with context (what do law graduates do, and what are they expected to do and why) and having to do with individual ambitions and conditions for success (how can law graduates built successful careers for themselves), we will talk about why leadership is important now.
Material on what lawyers have done and what they might do:
- David Brooks, Be Careful About What You Want [4 pp.]
- Susan Sturm, Law Schools, Leadership, and Change [5 pp.]
- David Weisbach: Democracy Needs to be Defended, and Lawyers Are Key to Defending It [4 pp.]
- David F. Levi et al., Reclaiming the Role of Lawyers as Community Connectors [7 pp.]
- Mike Whelan, Jr., Are We Raising Cowardly Lawyers? [7 pp.]
- Jordan Furlong, The Identity Opportunity for Lawyers [6 pp.]
- Anthony Thompson, Dangerous Leaders: How and Why Lawyers Must Be Taught to Lead [1 hour, 10 minutes] [YouTube]
Material on how tech and economics are raising urgent, big questions about the values and purposes of lawyers and the legal profession:
- The Center on Ethics and the Legal Profession at Georgetown Law, 2026 Report on the State of the US Legal Market [22 pp.]
- [Optional] Ashurst, Vox PopulAI: Lessons from a global law firm’s exploration of generative AI [20 pp.]
- [Optional] All in on AI: Explore Microsoft’s journey to redefining legal support with AI [8 pp.]
Optional movie suggestions: “Purpose”
- Henry V (1989) (this is the Kenneth Branagh version; the 1944 Laurence Olivier version is also excellent) and Remains of the Day (1993)
CLASS 3
WEDNESDAY, SEPTEMBER 2, 2026
The first two meetings set the stage. Now, we get into details. What should leaders know, and what should they do?
- Michael Madison, The Shapes and Letters of the Modern Lawyer [13 pp.]
- Beth Noveck, 7 skills you need if you want to solve public problems [5 pp.]
- Interview with Bjarne P. Tellmann, The “T-shaped” General Counsel [14 pp.]
- Caitlin “Cat” Moon, Delta Model Lawyer: Lawyer Competencies for the Computational Age [8 pp.]
- Esther Cohen, How to Build X-Shaped Project Management Skills [18 pp.]
- Gerd Gigerenzer, How to Make Good Decisions [20 minutes] [YouTube]
Optional movie suggestions: “Multi-dimensionality”
Friday, September 11, 2026: The short summary of the research paper topic is due.
CLASS 4
WEDNESDAY, SEPTEMBER 9, 2026
In a phrase, be curious. Why and how are imagination, creativity, and vision crucial to leaders and leadership? If those are skills to be learned and cultivated rather than attributes that are in-born or innate, where and how do they develop?
- Larry Robertson, Want to Innovate More Powerfully? Learn This Lesson From Surfing Birds [6 pp.]
- Dewitt Jones, Celebrate What’s Right with the World [20 minutes]
- Ed Catmull, Pixar, Creativity, Inc. [1 hour] [YouTube]
- David Epstein, Range [1 hour] [YouTube] or David Epstein, Range [1 hour] [YouTube] [These are book talks based on David Epstein, Range: Why Generalists Triumph in a Specialized World (2019), which is worth you time]
- Gary Pisano, The Hard Truth About Innovative Cultures [14 pp.]
- Bill Henderson, Rule Makers versus Risk Takers [13 pp.]
- [Optional] Jim Collins, Curiosity, Generosity, and the Hedgehog [2 hours] [Spotify]
Optional movie suggestions:
CLASS 5
WEDNESDAY, SEPTEMBER 16, 2026
New professionals often are advised to “network” – a verb, rather than a noun – in order to build careers. That’s terrible advice. Don’t “network.” It doesn’t work, and the people on the receiving end of your “networking” often feel exploited. Used. Leadership requires building relationships, and building relationships requires developing and using emotional intelligence; identifying and working toward satisfaction, goals, and success, however you define those; and navigating inevitable setbacks and failures. In contemporary jargon, that’s “EQ.”
- Daniel Goleman and Richard E. Boyatzis, Emotional Intelligence Has 12 Elements. Which Do You Need to Work On? [5 pp.]
- Keith Ferrazzi, Why Relationships are Crucial to Success [20 minutes] [YouTube]
- Carol Dweck, Stanford University, The Growth Mindset [45 minutes] [YouTube]
- Larry Robertson, A Growth Mindset is Powerful, but Only if You Know How to Use it [5 pp.]
- Ilsa Govan, 10 Qualities of Culturally Competent Leaders [3 pp.]
- Robert Kelley, In Praise of Followers [8 pp.]
Optional movie suggestions: “Relationships, and emotional intelligence”
- Inside Out (2015) and Casablanca (1942)
- Roy Kent and Jamie Tartt in Ted Lasso [YouTube] [Almost all of Ted lasso is in large part a master class in leadership and EQ.]
CLASS 6
WEDNESDAY, SEPTEMBER 23, 2026
As the poet once wrote, “No man is an island.” Leadership is all about you, but it’s also all about other people. Leading means groups and organizations. Rallying and motivating people to work together. Figuring out what they want (and what the world wants), and helping them deal with getting that – and losing that. That leads to some critical skills: communication and storytelling.
[A] On organizational dynamics:
- David Maister and Patrick J. McKenna, Managing the Multidimensional Organization [8 pp.]
- Angela Karrasch, Alison Levine, and Thomas Kolditz, Leadership When It Matters Most Lessons on Influence from In Extremis Contexts [13 pp.]
- Thomas Kolditz, Leading by Trust in Times of Crisis [5 minutes] [YouTube] [Tom Kolditz is the author of the forthcoming book Against the Storm: How True Leaders Prevail When the World Shakes (2026), which I recommend even though I have not yet read it, because Kolditz is incredible]
- [Chapter in an ebook at Pitt’s University Library System; search for John H. Zenger and Joseph Folkman, “The New Extraordinary Leader, 3rd Edition: Turning Good Managers into Great Leaders.“] Read Ch. 7: Fatal Flaws Must Be Fixed [21 pp.]
- Deborah Rhode, Why Lawyers Become Bad Leaders [5 pp.]
- J. Scott Armstrong, Social Irresponsibility in Management [28 pp.] (summarized here)
[B] On storytelling:
- Shannon Cleverley-Thompson, Teaching Storytelling as a Leadership Practice [9 pp.]
- Stephen Denning, Telling Tales [9 pp.]
- Storytelling Advice from the Creators of South Park [4 pp.]
- 22 Rules of Storytelling by a Pixar Storyboard Artist [2 pp.]
Optional movie suggestions: “Making sense and leading amid unpredictable and unknown conditions”
CLASS 7
WEDNESDAY, SEPTEMBER 30, 2026
We will talk more, and in different ways, about leadership as collaborating, team-building, and paying it forward.
- Michele DeStefano, The Secret Sauce to Teaching Collaboration and Leadership to Lawyers: The 3-4-5 Method of Innovation [26 pp.]
- Lisa Leong interviews Dianne McGrath, What Martians Can Teach Us About Work [25 minutes] [a podcast]
- Rosalind Chow, Don’t Just Mentor Women and People of Color. Sponsor Them [8 pp.]
Optional movie suggestions: “Teams”
Friday, October 9, 2026: The outline of the research paper is due.
CLASS 8
WEDNESDAY, OCTOBER 7, 2026
Getting everyone on the same page is difficult enough. Keeping them there may be even more difficult. How should leaders handle conflict, at small scales and large ones?
- Joseph Grenny, Mastering the Art of Crucial Conversations [30 minutes] [YouTube]
- [Chapter in an ebook at Pitt’s University Library System; search for “Having Difficult Conversations”] Read Ch. 1: Rebecca Knight, How to Handle Difficult Conversations at Work [8 pp.]
- [Optional] [eBook at Pitt’s University Library System] Joseph Grenny, Kerry Patterson, Ron McMillan, Al Switzler, and Emily Gregory, Crucial Conversations: Tools for Talking When the Stakes are High [244 pp.]
Optional movie suggestions: “Conflict”
CLASS 9
WEDNESDAY, OCTOBER 14, 2026
Maybe leadership means “keeping the good times going.” Often, however, leadership means change: identifying the need for change, understanding the character of new directions, strategies, or goals, overcoming resistance to change, initiating and guiding change, and knowing when you’ve arrived at your changed destination. We could spend a full semester or more on theories and practices of change management. Pilot projects to test ideas! Small wins as proofs of concept! Building and managing positive feedback loops and shutting off negative ones! We will introduce change management themes in single session.
- Richard Tanner Pascale and Jerry Sternin, Your Company’s Secret Change Agents [13 pp.]
- Richard Pascale, Positive Deviance and Unlikely Innovators [13 minutes][a podcast]
- John Kotter, The 8 Steps for Leading Change [12 pp.]
- Dean Karlan, Survival of the Deviant [5 pp.]
- Maura MacPhee, Strategies and Tools for Managing Change [9 pp.]
Optional movie suggestions: “Stability and Change”
- Sense and Sensibility (1995) (the Ang Lee film) and Butch Cassidy and the Sundance Kid (1969)
CLASS 10
WEDNESDAY, OCTOBER 21, 2026
“Decision-making” and exercising “judgment” are two labels for related – but distinct – attributes of leaders in organizations. How do you learn to make good decisions? How do you learn to exercise good judgment?
[A] On decision-making skills, for yourself and for your groups:
- Dan Ariely, Are we in control of our own decisions? [20 minutes] [YouTube]
- Linda Elder and Richard Paul, The Thinker’s Guide to Analytic Thinking: How To Take Thinking Apart and What To Look For When You Do [11 pp.]
- Peter M. Todd and Gerd Gigerenzer, Simple heuristics that make us smart [read the first 10 pages]
- Ethan Mollick, The Bitter Lesson versus The Garbage Can [8 pp.]
- Brad DeLong, A Return of “Management Cybernetics” as a Way Forward Out of Economics-Based Neoliberalism? [18 pp.] [summarizing and reviewing Dan Davies, The Unaccountability Machine, which is – I agree with DeLong – a great book]
- Jennifer Pahlka, Culture Eats Policy [9 pp.]
[B] On finding your place and beginning to learn judgment (on finding and choosing jobs and starting careers), for individuals in law school and elsewhere:
- Juliette Han, How Early Work Experiences Can Inform ‘Career Imprinting’ Later On [4 pp.]
- Wendy Kopp, From First Jobs to Collective Leadership: Shaping Lasting Impact and Equity [12 pp.]
Optional movie suggestions: “Decision-making”
CLASS 11
WEDNESDAY, OCTOBER 28, 2026
As we approach the end of the semester, we connect key leadership competencies with contemporary problems and possible solutions in the design of legal institutions.Where are the problems, and where are the solutions? How can learning and mastering leadership skills help in both settings?
- Lisa Webley et al., The Profession(s)’ Engagements with LawTech: Narratives and Archetypes of Future Law [21 pp.]
- Duc Trang, The Role of Technology in the Legal Profession [6 pp.] and The Human Side of Lawyering [6 pp.]
- Richard and Daniel Susskind, The Future of the Professions [1 hour] [YouTube]
- D. Daryl Wyckoff and David H. Maister, The Laws of Service Businesses [4 pp.]
- Zach Abramowitz and Bridget McCormack, the AAAI Podcast [35 minutes] [YouTube] [additional episodes of the AAAi podcast can be found here]
- Cato Institute, Q&A: Bridget McCormack on the Law’s New Era [5 pp.]
- Gillian Hadfield, Innovating to Improve Access: Changing the Way Courts Regulate Legal Markets [13 pp.]
- Michael J. Madison, An Invitation Regarding Law and Legal Education, and Imagining the Future [24 pp.]
Optional movie suggestions: “How leadership matters”
Friday, November 6, 2026: The first draft of the research paper is due.
CLASS 12
WEDNESDAY, NOVEMBER 4, 2026
Zoom out from law to society and culture more broadly. “Legal” leadership is only the tip of a very large iceberg, and law graduates may well use their leadership skills in additional chilly settings. Those settings run the gamut from “will technology save us?” to “will technology kill us all?,” plus, of course, lots of settings that don’t (seem to) have much to do with technology at all. Family. Neighborhood. Community. Team. Congregation. Volunteer group. Company or other organization.
Read or watch at least 5 of the following:
- James Gleick, The Information [1 hour] [YouTube]
- Frank Pasquale, The Black Box Society [1 hour, 10 minutes] [YouTube]
- James Grimmelmann, The Platform is the Message [17 pp.]
- Ezra Klein interviews Michael Sacasas, This Conversation Changed the Way I Interact With Technology [Spotify] [transcript here]
- Safiya Umoja Noble, Algorithms of Oppression: How Search Engines Reinforce Racism [1 hour, 10 minutes] [YouTube]
- Shoshana Zuboff, The Age of Surveillance Capitalism: The Fight for a Human Future at the New Frontier of Power [1 hour] [YouTube]
- Siva Vaidhyanathan, Antisocial Media: How Facebook Disconnects Us and Undermines Democracy [1 hour] [YouTube]
- M. Todd Henderson, The Trust Revolution: How the Digitization of Trust Will Revolutionize Business and Government [1 hour, 5 minutes] [YouTube]
- Is technology re-engineering humanity?, interview with Brett Frischmann [8 pp.]
Optional movie suggestions: “Trust”
CLASS 13
WEDNESDAY, NOVEMBER 11, 2026 (LAST CLASS)
We will do our collective best to pull leadership together in a simple, useful, and usable package, the way that clever public intellectuals and management consultants do. There is the big picture (what is leadership today?), and there is the focused picture (what does that mean for you, right now?). Assess your context: Is your environment providing conditions for success, for yourself and for others? Assess yourself: where are you on the path to leadership, and how are you faring?
- Dave Logan, University of Southern California, Tribal Leadership [1 hour] [YouTube]
- Interview with Phil Jackson on Eleven Rings: The Soul of Success [1 hour, 10 minutes] [YouTube]
- Brené Brown with Abby Wambach on the New Rules of Leadership [1 hour, 5 minutes] [Spotify] [Here is Abby Wambach’s book: Wolfpack: How to Come Together, Unleash Our Power, and Change the Game]
- Larry Robertson, Think You’re a Good Leader? [6 pp.]
- Larry Robertson, Success Isn’t a Formula [6 pp.]
- Your Leadership Podcast, Lifelong Leadership Learning with Tara VanDerveer [25 minutes] [Spotify]
- Jasmine Sun, The Old World is Dying : Opinionated Advice for c/o 2026 Graduates [9 pp.]
Optional movie suggestions: “Leadership and putting it together when things do not go as planned”
Optional movie suggestion: “The future of lawyers?”
Wednesday, December 9, 2026: The final draft of the research paper is due.
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