

Adventures In Legal Tech
Jared Correia
"Adventures In Legal Tech" explores effective solutions to unique technology issues. Each episode provides actionable steps to solve everyday problems lawyers encounter. It's kind of like "This Old House" — but with way more law.
Episodes
Mentioned books

Jun 3, 2025 • 39min
This is IT: All About Managed Service Providers for Law Firms with Darragh Fitzpatrick
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/

May 14, 2025 • 29min
Above & Beyond the 8-Bit: A Discussion Around Modern Document Assembly Software with Samuel Smolkin
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/

May 9, 2025 • 30min
Trust the Process (Management): All About the Modern World of CRM with Wendy Wylde
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/

Apr 28, 2025 • 30min
Revolutionary: Why AI Will Rewrite Legal Institutions with Justin Cary
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/

Apr 21, 2025 • 30min
Take Off: Launching a Technology-Focused Personal Injury Law Firm with Rob Hartigan
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/

Apr 14, 2025 • 29min
Trial by Fire - Artificial Intelligence as a Competitive Advantage for Litigation Firms with Kim Bookout
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/

Apr 7, 2025 • 37min
Artificial Flavor - How AI Has & Will Irrevocably Change the Practice of Law with Stephen Embry
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/

Mar 28, 2025 • 35min
Site Unseen - How to Build & Maintain a Quality Law Firm Website with Michael Pratt
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/

Mar 14, 2025 • 47min
Team Up - How General Counsel & Legal Ops Can Work Together; LINK Acquired by L Suite with Stephanie Corey and Shaun Sethna
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/

7 snips
Mar 7, 2025 • 42min
Match Point - Are Point Solutions All They're Cracked Up To Be? with Cain Elliott and Keegan Chapman
Cain Elliott, Chief Legal Futurist at Filevine, and Keegan Chapman, CMO at Filevine, dive into the complexities of legal tech. They discuss the overwhelming nature of multiple tech solutions and the critical need for unified platforms. Humorously comparing software decisions to leap year birthdays, they explore the pitfalls of using email for storage and the importance of auditing tech tools. The duo emphasizes proactive change management and the promising role of AI in creating more efficient legal practices, ultimately aiming for predictability and enhanced operations.


