Claim OwnershipAdventures In Legal Tech
Subscribed: 7Played: 225
Subscribe
© 2025 Breaking Media. All Rights Reserved.
Description
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.
179 Episodes
Reverse
Summary Tune into "Adventures in Legaltech" for an engaging talk with Caspar Roxburgh, GM of Draftable. Discover how to tackle the infamous Word doc track changes mishap, get insights on law firm tech overload solutions, and explore fresh paths in legal technology innovation. 📄🎙️. Episode Highlights 00:05:45 - Introduction to Colin's vexing problem: missing track changes. 00:07:44 -Options for document comparison in legal tech. 00:10:18 - Caspar's transition from product team to general management. 00:13:43 - The importance of customer feedback in product development. 00:16:40 - Caspar's unexpected journey from agriculture to legal tech. 00:19:57 - Tech overload in law firms and renewal cycles explained. 00:24:58 - Balancing off-the-shelf solutions versus building bespoke tools. 00:28:35 - Navigating pricing and honest cost structures in legal software. Episode Resources Resources mentioned in the podcast: www.redcavelegal.com www.draftable.com Binge Thinking Keywords Adventures in Legaltech Legaltech conversations Technology issues Law practice technology Red Cave Law Firm Consulting Legal software solutions Document comparison software Draftable Legal tech commentary Real estate, banking, finance, M&A Podcast professional Vibe coding AI in legal tech Vendor-law firm relationship Legal tech automation Law firm tech overload Software renewal cycles Legal tech pricing AI technology features
I spoke with a solo attorney, who gets a heck of a lot done in her unique practice niche, by leveraging AI + business planning. Episode Highlights 02:12 - Overwhelming AI solutions in law. 03:56 - Jess Birken recommends note-taking AI. 04:48 - Fathom: AI for virtual meetings. 06:31 - Flat fees vs. hourly billing for AI efficiency. 07:25 - AI in competitive practice areas. 08:55 - Using AI for marketing in law. 12:50 - The rise of podcasting for marketing. 16:05 - Transition to nonprofit law. 18:41 - Vetting AI tools for legal use. 21:00 - Balancing innovation with caution in AI. 23:48 - Prioritizing intentions over rigid plans. 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 Jess Birken https://birkenlaw.com/ jess@birkenlaw.com
I talked with an attorney who owns a law firm and real estate closing company about how he grew his organizations using acquisition as a tool, as well as about how the firm has stayed on track by adopting modern technology. Episode Highlights 01:04 - Commitment to actionable insights. 02:05 - Creating a fun workplace culture. 06:22 - Impact of culture and dynamics. 07:39 - Using unexpected initiatives. 10:57 - Decision-making and organizational charts. 13:35 - Featuring the human side of business with events. 17:33 - Approach to business and acquisitions. 19:12 - Opportunities in legal and closing business models. 27:17 - Decision on adopting Qualia for business. 31:43 - Using AI in legal practices. 34:35 - Future for lawyers in AI integration. 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 Jack O'Donohue https://touchstoneclosing.com/ https://touchstonelawoffices.com/ https://www.youtube.com/@DonutDigest jodonohue@touchstoneclosing.com
I spoke with a senior paralegal about best practice tips for intake + client service. Episode Highlights 02:45 - Automations in CRM to filter conversations. 04:04 - The "CRM as ATM" concept for law firms. 06:13 - The importance of cultural responsiveness in client communication. 07:46 - The value of short, effective intake forms. 11:03 - Benefits of outsourcing roles in firms. 12:56 - Effective use of answering services. 16:13 - Importance of metrics and lead tracking. 19:45 - Training clients for law firm communication expectations. 22:15 - Simplifying software usage in law firms. 25:01 - Exploring artificial intelligence in legal practices. 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 Vanessa Reynolds gmrodriguezlaw.com vanessa@gmrodriguezlaw.com
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/
Comments
Download from Google Play
Download from App Store
United States