Claim OwnershipAdventures In Legal Tech
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Think of this weekly podcast as the main-stage panel of our Adventures In Legal Tech podcast, focused on how technology can benefit your bottom line and geared for an audience of luddite-leaning lawyers. “Fun” may even ensue — within reason, of course.
175 Episodes
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I spoke with a lawyer, developer, educator & data scientist about how AI is disrupting law practice & legal education. Episode Highlights 03:33 - AI revolution challenge for law firms. 05:57 - What is agentic AI? 11:41 - Custom GPTs in practice. 19:52 - Bias in AI and its implications. 25:52 - Tackling AI fairness and justice. 32:57 - Star Trek’s predictive view on AI. 36:01 - The concept of P-Doom. 45:20 - Role-playing in AI and law education. 48:30 - The promise of AI in education. 54:41 - Legal students’ interaction with AI tools. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with David Colarusso https://suffolklitlab.org/ https://lawrpg.org/ dcolarusso@suffolk.edu
I spoke with Jordan Furlong, of Law21, a legal futurist, about what impact AI is having (and, will have) on lawyers. Episode Highlights 04:51 - Large language models and ChatGPT in law. 05:39 - General-purpose technology’s ubiquity. 07:39 - The empowerment potential of AI. 09:57 - Rethinking legal tasks and roles. 16:59 - AI adoption in law firms: Challenges and opportunities. 19:04 - Billable hours and changing legal pricing. 37:11 - Law21 consulting focus: Adaptation in legal services. 39:59 - The need for legal industry transformation. 54:12 - Reflecting on societal and historical responsibilities. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Jordan Furlong jordan@law21.ca https://www.law21.ca/
I spoke with a consultant who builds document automation tools for private law firms & legal aid agencies, among others. Episode Highlights 01:21 - Problem of slow document generation. 03:10 - Automating documents with DocAssemble. 07:11 - Open source vs. commercial software. 08:52 - Potential and barriers of document automation. 11:01 - Challenges in automating complex documents. 12:02 - Logic and formatting complexity. 14:09 - Customization in legal tech. 15:51 - Impact of budget cuts on Legal Services Corporation. 16:52 - Legal aid’s critical role for community stability. 18:56 - AI’s impact on the legal intake process. 20:14 - AI tools for legal outreach. 22:16 - Environmental concerns regarding AI. 23:52 - Upcoming legal innovation conference in Boston. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Quinten Steenhuis https://lemmalegal.com/ https://suffolklitlab.org/ qsteenhuis@gmail.com
I spoke to a member of a legaltech implementation & customization firm - the former owner & the new owner, as we spoke about the state of legal software & AI. Episode Highlights 03:29 - Donna and Jackie offer tech solutions. 04:01 - Importance of customized tech stacks. 06:01 - Evolution from limited to vast legal tech. 09:17 - Jackie on internal transitions and recruitment. 11:48 - The growing allure of Oklahoma City. 14:44 - Shift towards alternative legal billing. 20:51 - AI’s role in law firm billing discussions. 25:15 - Automation’s impact on billing approvals. 29:37 - Consolidation trends in Legal Tech. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Donna Brown and Jaclyn McDuffey https://www.beyondsquareone.com/
I spoke with a business attorney who works for corporations and handles crisis litigation about his practice. Episode Highlights 03:06 - Importance of technology in managing court deadlines. 06:43 - Evolution and significance of docket calendaring. 08:52 - Insights into selecting travel bags for lawyers. 09:36 - Recommendations for travel gadgets and mice. 10:28 - Sports memorabilia collecting insights. 12:07 - Favorite sports memorabilia pieces. 14:05 - Concept of crisis litigation explained. 17:11 - Handling chaotic legal situations. 19:07 - Working with corporations and honest communication. 21:37 - Key to maintaining lawyer-client relationships. 23:14 - Personal management style advice for lawyers. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Adam Hersh https://bluechip.law/ourteam/adam-hersh/
I talked with my guest about adopting and managing legal technology with an eye toward law firm ethics. Episode Highlights 03:51 - Essential Legal Tech Tools 06:00 - Vendor Partnership Program at alps 06:51 - Wire Fraud and Its Risks 07:59 - Deepfake Scams in Transactions 09:23 - Technology Integration Challenges 10:05 - Importance of Tech Training 13:23 - Tech Adoption Barriers for Lawyers 15:28 - Vetting Tech Vendors for Security 18:11 - Younger Lawyers and Tech Challenges 19:29 - Importance of Processes and Workflows 20:47 - Vetting Software for Risk Reduction 25:51 - Selecting Malpractice Insurance 27:59 - Necessity of Cyber Insurance Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Rio Laine https://www.alpsinsurance.com/
I spoke with a long-time employee of LexisNexis, about where AI search is, and where it's going. Episode Highlights 02:51 - Google or general AI tools vs. Lexis AI for legal research. 03:53 - Generative AI assistant “Protege” by LexisNexis. 05:08 - Lexis Plus AI’s approach to addressing hallucinations. 09:08 - Evolution of legal tech over the years. 10:32 - Legal industry’s AI adoption increases. 12:14 - Simon’s personal journey at LexisNexis since 1999. 18:28 - Importance of user-focused AI tools at LexisNexis. 20:03 - AI-driven workflow strategies in legal research. 24:09 - Less known Lexis features: Search-tree explanation. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Simon Weierman https://www.linkedin.com/in/simonweierman/
I spoke with a lawyer and clinical law professor about the impact of AI in the deposition space & elsewhere in legal. Episode Highlights 05:02 - Frictionless deposition process with AI. 08:48 - Educating lawyers beyond law school. 11:50 - Introducing Transcript Genius: AI in depositions. 16:13 - AI’s potential to revolutionize legal education. 21:08 - Balancing traditional skills and AI enhancement. 25:25 - Next-gen law firms empowered by AI. 29:39 - The future impact of AI on the legal industry. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Joe Stephens https://steno.com/
I spoke with a legaltech consulting veteran, who has lots of thoughts about the current state of technology implementation in law firms + how AI is changing the way attorneys operate. Episode Highlights 02:00 - Effective solutions for technology issues. 05:35 - Solo attorney overwhelmed by marketing success. 06:09 - Embracing AI before hiring staff. 07:40 - Advancing legal tech adoption. 09:23 - Big firm inefficiencies as a small firm advantage. 10:56 - Past the paperless office era. 12:19 - The significance of the cloud for AI advancement. 14:00 - Encouragement to explore beyond generative AI. 16:34 - Custom GPTs for tailored tasks. 18:17 - Perspective on cruises and travel. 20:15 - Utilizing smartphones to the fullest. 23:22 - Psychology of technology resistance. 25:29 - Disciplined technology adoption. 28:00 - Digital nomad lifestyle for lawyers. 30:15 - Importance of password managers. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Ernie Svenson https://ernietheattorney.net/ https://www.linkedin.com/in/ernieattorney/
I spoke with an attorney who aggressively implements AI in his law firm, and teaches other lawyers to do the same. Highlights 09:03 - AI and Prompt Engineering 18:46 - Perplexity and AI Search Engine 21:03 - Perplexity Partners with Legal Zoom 24:02 - Federal Regulations on AI 28:36 - Tools to Start with AI in Legal Practice Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Josh Noffke https://www.brasstacksai.com/ https://www.linkedin.com/in/joshnoffke/
I talked with an expert in the space about how law firms adopt and customize or transition between case management software. Highlights 02:07 - Importance of addressing people and technology roadblocks. 03:10 - Modern to modern case management transition. 06:56 - The role of bookkeepers as roadblocks. 11:13 - Addressing partners who resist tech adoption. 15:50 - The critical first step in evaluating software. 17:45 - Adriana’s unexpected journey into owning a perfume shop. 24:25 - Increasing efficiency with case management systems. 26:32 - The necessity of using Microsoft 365 and Copilot. 31:33 - Exploring new PDF tools with Adobe AI. 35:39 - Integrating AI smartly into legal practices. 36:47 - The potential of AI for administrative tasks. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Adriana Linares https://www.lawtechpartners.com/ https://madameaucoinperfume.com/ https://madameaucoinperfume.com/
I talked with an expert on managed IT services for law firms about the state of the industry. Episode Highlights 04:02 - The emergence of managed service providers. 05:02 - Affordable tech solutions for law firms. 06:39 - Three essential aspects of law firm tech: functionality, accessibility, security. 07:59 - Legal industry survey insights. 09:19 - Law firms’ cautious adoption of AI. 12:39 - Irish cultural discussion: Playwrights and sports. 13:56 - Description of the sport of Hurling. 17:39 - Importance of strategic IT planning for law firms. 21:40 - Encouragement for proactive IT management. 27:07 - AI in managed service providers. 31:41 - Creating policies around AI use in law firms. 35:39 - Growing risks of cybersecurity due to AI advances. 39:49 - Current investments in cybersecurity. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Darragh Fitzpatrick https://www.tabush.com/ https://www.linkedin.com/in/darraghfitzpatrick/
I spoke with the founder of a document assembly program about the latest software upgrades in the space. Episode Highlights 05:40 - Eric Burdon’s document drafting woes 09:47 - Genesis of Office and Dragons 18:52 - Importance of tailored document automation 21:22 - Limitations and role of AI in law 23:30 - Ensuring accuracy with AI-assisted processes 28:17 - Future of document assembly and legal tech Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Samuel Smolkin sam@officeanddragons.com https://www.officeanddragons.com/ https://www.litera.com/
I talked with an implementation consultant about how to best leverage your law firm CRM. Episode Highlights 03:32 - Wendy Wylde’s approach to problem-solving. 05:26 - Transition from Lawmatics to independence. 06:33 - From chemistry teacher to legal tech consultant. 09:36 - Importance of starting with simple automations. 11:02 - Overcoming resistance to automation in law firms. 13:47 - Documenting processes for a predictable outcome. 16:46 - The significance of CRMs for law firms. 19:04 - Using data for better firm reporting. 21:40 - Business versus legal-specific CRMs. 23:35 - Standard operating procedures as business assets. 25:05 - Potential AI innovations in CRMs. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Wendy Wylde https://www.linkedin.com/in/wendy-wylde/ https://matterflowadvisors.com/
I spoke with an attorney about how AI is changing, and will continue to change, the practice of law. Episode Highlights 03:29 - Trust issues with AI at law firms. 05:50 - Tribal law insights. 08:36 - AI in law: Career impact. 11:06 - Challenges of upskilling with AI. 14:10 - Data preparation importance. 18:34 - Dangers of premature regulation. 23:18 - AI agents in legal practice. 26:41 - Potential destabilization by AI. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Justin Cary https://dwmlaw.com/ JCary@dwmlaw.com https://dwmlaw.com/profile/justin-b-cary/
I spoke with a personal injury attorney, who has started a technology-first law practice. Episode Highlights 04:26 - Discussion on AI tools for document referencing. 07:00 - Rob discusses starting a successful law practice. 10:28 - Experimenting with legal tech as a new law firm. 11:59 - Efficient management of PI medical records. 13:34 - Use of AI in settlement demands. 16:10 - Deposition software evolution. 20:46 - Market opportunity for case strength analysis software. 22:32 - Discussion on managing practice in different states. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Rob Hartigan https://lionhartlaw.com/
I spoke with an expert in the technology space about how law firms can better leverage AI for a competitive advantage. Episode Highlights 02:14 - Defining this week’s challenge: AI effectiveness in law firms. 03:50 - Guest introduction: Kim Bookout, Director at Opus2. 05:10 - Opus2’s approach to AI integration. 09:40 - Legal Week insights: AI adoption trajectory. 12:00 - Lawyer’s biggest AI fear: confidentiality breach. 14:22 - Practical AI use in personal life for beginners. 19:14 - Low-risk AI use in law: summarizing deposition transcripts. 22:23 - Urgency of adopting AI in law practices. 23:23 - Will AI replace lawyers? Kim’s perspective. 26:56 - Using AI to enhance, not replace, legal expertise. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Kim Bookout kbookout@opus2.com https://www.opus2.com/ https://www.linkedin.com/in/kim-bookout-496a8193/
I talked with a legaltech journalist about the many ways in which artificial intelligence will impact the legal vertical. Episode Highlights 01:04 - Unique tech solutions for law firms. 01:43 - Generative AI’s impact on law practice. 03:00 - Stephen Embry joins as guest expert. 05:55 - Threat to the traditional law firm model. 09:40 - Shifting from billable hours to value-based fees. 14:51 - Tech Law Crossroads blog origin. 18:19 - Stephen’s South by Southwest experience. 21:08 - Valuing law work by outcome, not hours. 24:14 - Law automation: Replacing non-productive work. 27:40 - The challenge of AI in trial law. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Stephen Embry https://www.techlawcrossroads.com/
I talked with an expert in the space about how to create + keep updated a law firm website. Episode Highlights 01:21 - Real-life law firm scenarios. 02:04 - Building and maintaining law firm websites. 05:50 - Subscription model for websites. 06:56 - Website as a service (WaaS) strategy. 07:50 - Transitioning from trades to tech. 13:03 - Modern website design trends. 15:08 - Dealing with outdated websites. 16:12 - AI’s impact on SEO and content quality. 18:59 - The shift to quality content emphasis. 20:39 - AI in automating client onboarding. 25:11 - Convincing skeptics of AI benefits. 27:55 - Importance of personal branding online. 31:50 - Ensuring website security and compliance. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Michael Pratt michael@execuservices.net https://getwaas.io/
I spoke with general counsel and a legal operations professional about how those two disparate sets of professionals can work better together! Episode Highlights 04:22 - Miscommunication: every problem looks like a nail. 06:06 - Bridging gaps with strategic operations. 18:36 - Origin story of Link and L Suite. 28:50 - Reality check: Legal Ops vs tools mismatch. 37:36 - AI’s seismic impact in legal operations. 41:06 - Legal professionals’ growing interest in AI tools. 42:04 - Changing attitudes towards AI in law. 44:42 - Empathy and networking as keys to success. Episode Resources Connect with Jared Correia jared@redcavelegal.com https://redcavelegal.com/ https://www.linkedin.com/in/jaredcorreia https://twitter.com/RedCaveLegal www.linkedin.com/in/jaredcorreia/ Connect with Stephanie Corey and Shaun Sethna stephanie.corey@uplevelops.com shaun.sethna@lsuite.co https://uplevelops.com/ https://www.lsuite.co/ https://linkforlegal.com/
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