
Legaltech Week
A weekly round-up and review of news in legal technology and innovation, selected by industry leading journalists. Hosted by lawyer and journalist Bob Ambrogi.
Latest episodes

Apr 16, 2025 • 59min
04/11/25: Techshow post mortem, startup alley winners, AI avatars in court, and more
Each week, the leading journalists in legal tech choose their top stories of the week to discuss with our other panelists. This week's topics: Techshow Post-Mortem Appellant Sends AI Avatar To Oral Argument… Judges Are NOT Pleased Legal AI Could Bridge Access To Justice Gap… But Should It? Shoosmiths offers £1m bonus pot for 1 million AI prompts Startup Alley winners

Apr 16, 2025 • 55min
03/28/25: Legalweek post mortem, and more
Each week, the leading journalists in legal tech choose their top stories of the week to discuss with our other panelists. This week's topics: Legalweek post-mortem Legalweek 2025: Embedded And Agentic Generative AI Expands Software Capabilities Be curious and adapt – or be left behind Who gives the best keynote: legal tech guru or big name draw?

Apr 16, 2025 • 55min
03/21/25: Announcing our new press release newswire for legaltech, and more
Each week, the leading journalists in legal tech choose their top stories of the week to discuss with our other panelists. This week's topics: Our new press release newswire Entegrata Raises $4.5M To Further Its Mission To Transform Law Firm Data Analytics and Business Intelligence Generative artificial intelligence is supercharging legal analytics Cleary Acquires Springbok AI in Rare Law Firm Legal Tech Acquisition

Mar 20, 2025 • 60min
03/14/25: Clio joins call to discuss their move to Big Law, SXSW takeaways, and deep fakes in court
Each week, the leading journalists in legal tech choose their top stories of the week to discuss with our other panelists. This week's topics: 04:50 Clio moves into Big Law space with acquisition of ShareDo, with special guest Joshua Lenon 23:25 AZ Supreme Court hiring AI spokespeople (Selected by Joe Patrice) 37:00 The End of Reality? How to combat deepfakes in our legal system (Selected by Victor Li) 43:55 AffiniPay’s 2025 Legal Industry Report Portrays A Profession At A Technological Crossroads (Selected by Bob Ambrogi) 51:06 What I learned from a week at South by Southwest (Selected by Stephen Embry)

Mar 6, 2025 • 58min
02/28/25: California bar exam faces technical difficulties, experiments with Deep Research, and more
Steve Embry, a tech-savvy legal blogger, joins Nikki Black, a strategic mind at Affinapay, and Stephanie Wilkins, director at Legal Tech Hub. They dive into the chaos surrounding the California bar exam's online format, revealing the technical hiccups that could lead to legal battles. The trio also discusses the VALS AI benchmarks, questioning the transparency of AI tools in legal practices. Plus, they examine the intriguing evolution of e-discovery technologies and the looming competition from accounting firms stepping into the legal realm.

Feb 27, 2025 • 57min
02/21/25: Trump cancels SEC's Westlaw subscription, Deposely offers free AI litigation tool, & more
Join legal tech experts Joe Patrice, a writer for Above the Law, and Stephanie Wilkins, director at Legal Tech Hub, as they dive into the SEC's controversial Westlaw cancellation and its political undertones. Stephen Embry shares insights on KPMG's foray into legal services, while Niki Black discusses evolving ethical frameworks around AI in law firms. The panel lightens the mood with humorous analogies around Jell-O to promote innovation, and they highlight the launch of Deposely's free AI litigation tool aimed at making legal resources more accessible.

Feb 18, 2025 • 60min
02/14/25: LexisNexis parent co. invests in competitor Harvey, DOGE cybersecurity nightmare, & more
Nikki Black, a Principal Legal Insight Strategist at Affinipay, Joe Patrice, a seasoned legal journalist at Above the Law, and Steve Embry, a legal technology blogger, dive into the latest happenings in legal tech. They discuss a federal judge's ruling on ROSS’s copyright issues, the massive $300M funding for Harvey, and the AI misuse scandal of a top law firm. The conversation turns to a cybersecurity nightmare linked to DOGE, raising alarms for the DOJ. Tune in for insightful commentary on the intersection of innovation and ethics in the legal landscape!

Feb 13, 2025 • 58min
02/07/25: Women + AI summit, our experiments with OpenAI Deep Research, and more
In this engaging discussion, Stephanie Wilkins shares insights from the Women + AI Summit, emphasizing community empowerment in legal tech. Niki Black highlights the shifting landscape of access to justice amid funding freezes and crowdfunding initiatives. Joe Patrice cautions against neglecting citation checks when using AI tools like ChatGPT. Stephen Embry explores Microsoft and OpenAI's recent product rollouts, pondering their impact on court systems. Together, the panelists navigate the ethical implications and innovative potential of AI in law.

Feb 6, 2025 • 1h
01/31/25: DeepSeek, Relativity sunsets on-prem, AI and access to justice, and more
This week features Caroline Hill, Editor of Legal IT Insider; Stephanie Wilkins from Legal Tech Hub; Victor Li of the ABA Journal; and Niki Black, Principal Legal Insight Strategist. They delve into DeepSeek's rise in legal tech and the ethical implications of AI on privacy. The discussion also highlights Relativity's shift to the cloud, the Dakotas' innovative licensure pathways, and AI's transformative role in improving access to justice. Expect an engaging mix of insights and industry trends from these leading voices!

Jan 30, 2025 • 57min
01/24/2025: First law school to require AI education certification, a surge in contracting tech, and more
Greg Lambert, Chief Knowledge Services Officer at Jackson Walker and co-host of Geek and Review, joins forces with Victor Li, ABA Journal’s Assistant Managing Editor, and Stephen Embry, legal tech journalist. They discuss Case Western Reserve School of Law mandating AI certification for first-year students. The trio dives into the surge in contract technology and innovations in AI tools for personal injury law. The conversation rounds off with insights on privacy concerns in digital communications and the evolving interplay between legal tech and popular culture.
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