Legal tech, measured against real practice.
The Kennedy-Mighell Report treats legal tech as a working problem, not a spectacle. Recent episodes move from AI folder cleanup and prompt-injection caution to Fresh Voices conversations about design, no-code tools, and collaboration.
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The Kennedy-Mighell Report is a long-running legal technology conversation with an internet focus and a practical center of gravity. It treats new tools as things to test, teach, limit, and fit into actual work. AI is a recurring subject, but the show rarely leaves it in the abstract. A segment on Claude handling folder cleanup, for example, turns into a concrete discussion of permissions, narrow access, review folders, repeated instruction, and the usefulness of an AI system that admits what it cannot decide. That is the show’s lane. It is curious without being dazzled. It is cautious without sounding frozen. Fresh Voices episodes bring in people whose careers show how uneven and varied legal innovation can be. Tom Martin’s conversation moves through AI boundaries, prompt-injection awareness, and collaboration with tools such as Basecamp. Erika Pagano’s episode is partly about career path: Georgetown, China, law school in Miami, London, Madrid, global clients, teaching, creativity, and the fact that legal tech has no single entry route. Thomas Officer’s story runs through UX design, a legal tech incubator, Afterpattern, NetDocuments, no-code app building for lawyers, and the career shock of ChatGPT arriving soon after. Megan Morrison and Laith Quasem add a younger-practitioner view of technology in corporate, data privacy, white collar, and compliance settings. Their discussion keeps circling back to governance, senior approval, controls, and security. The show also returns often to collaboration, including the book The Lawyer’s Guide to Collaboration Tools and Technologies. Its best moments come when a broad legal tech claim is slowed down and tested against workflow, client service, risk, and adoption. Listeners get a measured, lawyerly map of what is changing and what still needs human judgment.
Made for: Built for lawyers, law students, technologists, and innovation-minded practitioners who want practical context for AI and legal tech decisions. It especially suits listeners who prefer careful tradeoffs over product hype.
What sets it apart: The show stands out by turning legal tech trends into workflow questions: permissions, adoption, collaboration, governance, and judgment. Its Fresh Voices format also brings career-path texture from people working in legal design, legal tech, corporate, and privacy-related practice areas.
Hear how technology can help attorneys, legally speaking, with two of the top legal technology experts. Authors and lawyers, Dennis Kennedy and Tom Mighell host this Legal Talk Network show.
Based on 6 episodes we listened to · September 2026
A practical bridge between legal practice and technology, with close attention to AI adoption, governance, workflow design, and the people building new tools.
Dennis Kennedy and Tom Mighell keep technology tethered to the decisions made inside law firms, corporate legal departments, and legal-tech companies.
From AI press releases to a folder Claude cleans, Dennis Kennedy and Tom Mighell give your curiosity somewhere practical to go.
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Short reviews from the PlayNext desk, based on the episodes we processed.
A legal-tech AI discussion that stays useful by focusing on folder cleanup, security, and human review.
This episode treats AI as a working tool rather than a slogan, and the strongest moments stay anchored in what the hosts are actually using. The weekly folder cleanup stands out: Claude co-work takes on the sorting after being taught which files to keep, move, or flag, which…
A grounded legal-tech episode on AI boundaries, prompt injection, Basecamp, and collaboration.
The Kennedy-Myle Report's Fresh Voices on LegalTech series turns this episode toward legal technology, AI boundaries, and the habits that make collaboration work.
A career-path episode that keeps legal tech grounded in practical advice.
The Kennedy Minds Report frames legal tech as a field shaped by openings rather than a neat ladder, using the guest's path through finishing high school at 16, Georgetown, China, law school in Miami, and later work in London and Madrid.
A legal-tech career story that moves from awkward workflow fixes to the ChatGPT turn.
The Kennedy Mile Report has a clear, practical pull: it follows a legal-tech founder from awkward early attempts to send emails to a brother, through UX design, and into a six-month incubator with 20 other individuals working on legal-tech problems.
Legal tech here means governance, security, and the slow work of getting tools approved.
Dennis Kennedy and Tom Weill keep the focus on how legal technology actually gets absorbed inside corporate practice, where enthusiasm for new tools still has to clear governance, controls, and the approval habits of more senior lawyers.
A grounded career story connects Paul Weiss, Alaska appellate work, and the legal experience behind Clear Brief.
This Fresh Voices episode looks at legal technology first as a career question, not a product pitch. The guest's path runs from a summer associate role at Paul Weiss in New York, where her first day coincided with Lehman Brothers' collapse, to in-house work at an Alaska native…
AI adoption becomes practical when firms start from targeted workflows and use cases.
Kennedy-Myle Report episode 392 brings in Uwais Iqbal, founder of Simplexico, a London-based AI consultancy, to look at how legal AI actually lands in practice.
Measured legal tech for a changing profession.
eDiscovery practitioners on data, forensics and AI after the hype.
Specialists walking through software's tradeoffs, one system at a time.
Founders and engineers on AI coding agents like Claude Code, and supply chain security.
Dennis Kennedy and Tom Mighell interview Uwais Iqbal, founder of Simplexico, in their Fresh Voices on Legal Tech series.
Dennis Kennedy and Tom Mighell host Jackie Schaefer, founder and CEO of ClearBrief AI, in their Fresh Voices on Legal Tech series.
Dennis Kennedy and Tom Myle introduce their Fresh Voices series and preview an interview with Flo Nicholas, co-founder and COO of the Kennedy-Myle Report.
Dennis Kennedy and Tom Myle introduce their Fresh Voices series and preview an interview with Carmin Ballou about legal tech and technology resolutions for 2024.
Dennis Kennedy and Tom Myle introduce their Fresh Voices series and preview an interview with Peter Duffy, founder of TITANS, on legal technology.
Dennis Kennedy and Tom Myle interview Catherine Bamford, CEO of BAM Legal, about legal technology in their Fresh Voices series.
Dennis Kennedy and Tom Mighell use episode 415 of The Kennedy-Mighell Report to compare AI projects they are actually building, not theory.
The Kennedy-Mighell Report episode “Fresh Voices on LegalTech with Tom Martin” features Tom Martin, CEO of LawDroid and adjunct professor at Suffolk University Law School, discussing AI use in legal practice.
Dennis Kennedy and Tom Weill’s episode 413 of The Kennedy-Mighell Report features Erika Pagano, head of legal innovation and design at Simmons & Simmons in Madrid, as part of their Fresh Voices on Legal Tech series.
The Kennedy-Mighell Report episode “Fresh Voices on Legal Tech with Thomas Officer” centers on Toma Officer, a design engineer, former lawyer, and founder of Afterpattern that was acquired by NetDocuments.
Megan Morrison, a 2024 Michigan State College Law graduate now working as a data privacy analyst in Seattle, and Laith Kossum, a second-year associate at Chapman Law Group, explain how legal tech looks from two very different early-career paths.
In episode 408 of the Kennedy-Mighell Report, hosts Dennis Kennedy and Tom Mighell grade their 2025 legal-tech resolutions and set new ones for 2026.
Dennis Kennedy and Tom Myle introduce a new episode of the Kennedy-Myle Report, discussing unconferences and previewing an interview with Jackie Schafer in their Fresh Voices series.