Trial by Fire - Artificial Intelligence as a Competitive Advantage for Litigation Firms with Kim Bookout
Release Date: 04/14/2025
Compare & Contrast: Modern Drafting & Revision Tools for Law Firms
Adventures In Legal Tech
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....
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For Profit - Running a More Effective Law Firm through Efficiency, AI & Planning with Jess Birken
Adventures In Legal Tech
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 -...
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Get Busy Growing, or Get Busy Shrinking: Law Firm Growth by Acquisition & Technology Adoption with Jack O'Donohue
Adventures In Legal Tech
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...
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Master of the CRM Universe: A Paralegal's Perspective on Intake & Customer Service with Vanessa Reynolds
Adventures In Legal Tech
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....
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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
Adventures In Legal Tech
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...
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Practical Magic: How AI WIll Really Impact Law Firms with Jordan Furlong
Adventures In Legal Tech
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...
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Automators, Assemble! How to Manage with Quinten Steenhuis
Adventures In Legal Tech
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...
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Transfer Station: Success at Succession Planning and a LegalTech Adoption Update with Donna Brown and Jaclyn McDuffey
Adventures In Legal Tech
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....
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Zen and the Art of Crisis Litigation Management - Tricks for Running a Successful Solo Law Firm with Adam Hersh
Adventures In Legal Tech
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...
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Risky Business - Managing Technology for Ethical Competence with Rio Laine
Adventures In Legal Tech
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...
info_outlineI 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/