
Advertise on podcast: Adventures In Legal Tech
Rating
5from
This podcast has
179 episodes
Language
EnglishPublisher
Jared CorreiaExplicit
No
Date created
2021/03/10
Latest episode
2025/12/24
Average duration
35 min.
Release period
15 days
Description
"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.
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Check latest episodes from Adventures In Legal Tech podcast
Compare & Contrast: Modern Drafting & Revision Tools for Law Firms
2025/12/24
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
For Profit - Running a More Effective Law Firm through Efficiency, AI & Planning with Jess Birken
2025/11/21
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
[email protected]
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/
[email protected]
Get Busy Growing, or Get Busy Shrinking: Law Firm Growth by Acquisition & Technology Adoption with Jack O'Donohue
2025/11/14
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
[email protected]
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
[email protected]
Master of the CRM Universe: A Paralegal's Perspective on Intake & Customer Service with Vanessa Reynolds
2025/10/31
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
[email protected]
https://redcavelegal.com/
https://www.linkedin.com/in/jaredcorreia
https://twitter.com/RedCaveLegal
www.linkedin.com/in/jaredcorreia/
Connect with Vanessa Reynolds
gmrodriguezlaw.com
[email protected]
Stay of Execution: AI May Not Kill Us All, But It Will Change Legal Practice & Legal Education Like Nothing Else Before It with David Colarusso
2025/10/10
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
[email protected]
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/
[email protected]
Practical Magic: How AI WIll Really Impact Law Firms with Jordan Furlong
2025/09/29
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
[email protected]
https://redcavelegal.com/
https://www.linkedin.com/in/jaredcorreia
https://twitter.com/RedCaveLegal
www.linkedin.com/in/jaredcorreia/
Connect with Jordan Furlong
[email protected]
https://www.law21.ca/
Automators, Assemble! How to Manage with Quinten Steenhuis
2025/09/23
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
[email protected]
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/
[email protected]
Transfer Station: Success at Succession Planning and a LegalTech Adoption Update with Donna Brown and Jaclyn McDuffey
2025/09/09
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
[email protected]
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/
Zen and the Art of Crisis Litigation Management - Tricks for Running a Successful Solo Law Firm with Adam Hersh
2025/08/13
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
[email protected]
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/
Risky Business - Managing Technology for Ethical Competence with Rio Laine
2025/08/08
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
[email protected]
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/
A Brand New Protege: The Latest Update in AI Legal Research with Simon Weierman
2025/07/21
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
[email protected]
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/
Deep Impact: AI Deposition Technology for Law Firms & the State of AI in Law Practice with Joe Stephens
2025/07/01
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
[email protected]
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/
Beads of Wisdom: Ernie the Attorney's Got LegalTech Takes with Ernie Svenson
2025/06/25
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
[email protected]
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/
Deep Research: How A Real Lawyer Deploys AI in An Actual Law Practice with Josh Noffke
2025/06/13
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
[email protected]
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/
Outstanding in Our Field(s): Transitioning Into & Out of Case Management Software with Adriana Linares
2025/06/10
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
[email protected]
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/
Podcast reviews
Read Adventures In Legal Tech podcast reviews
Largay Law 2025/07/05
Educational, Informative, & Inspirational
Jared's Podcasts are wonderful for good reason: They introduce you to new concepts and the legal-tech gurus behind the curtain, without a phony story...
Clevy_Law 2022/08/05
Excellent Podcast
This podcast is one of my favorites because of its light-hearted yet informative take on the legal and tech worlds. It was an honor to have been invit...
hatcreekredneck 2021/10/12
Great Podcast!
The Non-Eventcast podcast is appointment listening for me and I recommend it to all of my clients.
Jared always has guests who deliver great insight...
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