The Ontological Argument: What's Real & Not in Artificial Intelligence in LegalTech
Release Date: 05/25/2026
Inside In-House: What It's Really Like to Be In-House Counsel for a Legal Tech Vendor
Adventures In Legal Tech
Executive Summary Jared sits down with Carly Savar, general counsel at Steno, to unpack what actually happens when a law firm signs up with an AI vendor. Carly explains why reading the fine print matters more than any feature list, and what separates a vendor you can trust from one that's just telling you what you want to hear. Key Takeaways Read the actual data processing agreement yourself. Don't assume a vendor's security is handled just because they signed a service level agreement. Push for a zero-day retention agreement, and ask about the LLMs your vendor is built on, not just the...
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Immaculate Vibes - Building an AI-Literate Organization
Adventures In Legal Tech
Executive Summary On this episode of Adventures in Legal Tech, Jared Correia talks with Phillip Greer, CEO of Best Lawyers, about how AI is rewriting the rules of legal search and firm operations. Greer breaks down the real differences between SEO, AEO, and GEO, then explains how he turned his own company into a shop full of vibe coders. It's a practical look at getting found online and getting comfortable with AI at the same time. Key Takeaways SEO isn't dead. It's the foundation that feeds AEO and GEO, the practices that get law firms found inside AI search tools and chatbots. Quality,...
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Mind Map - The Intersection of Artificial Intelligence & Knowledge Management
Adventures In Legal Tech
Summary Law firms are drowning in scattered knowledge, and AI can't fix disorganized data on its own. Rachel Shields Williams, Director of AI and Knowledge Management at Bass, Berry & Sims and President of the Legal Marketing Association, joins Jared Correia to explain why structured data has to come before any AI rollout, and how firms can build the human relationships that make AI adoption safe. Key Takeaways AI can't structure your data for you. A firm's data represents its relationships and intellectual property, and only humans understand that context well enough to organize it. ...
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Grand Central Station - The Value of Case Management Software in the Age of Artificial Intelligence
Adventures In Legal Tech
Summary “Attorney Matt Damon” needs to draft a demand letter, but the facts he needs are scattered across medical records, deposition transcripts, case notes, and email threads. Jared Correia brings in Claude Simpson, Vice President of Client Operations at Smart Advocate, to unpack why that scattered data problem is nearly universal in legal practice. Claude explains that documents, not buzzwords, still run the practice of law, and that AI only works well when it is pulling from a structured case management system. They cover client portals, the real costs of switching platforms, data...
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Skills Acquisition: How One Litigator Uses Claude to Build His Case Strategy
Adventures In Legal Tech
Summary Jared Correia sits down with Luis Vargas Rivera, head of litigation at Embedded Counsel, to unpack a problem most solo and small firm litigators never get to solve: a real moot before a hearing. Luis built a Claude skill called Adversarial Review that simulates a three-judge panel, each with a different mindset, to attack his motions before a judge ever does. From there, the conversation covers AI accountability and Rule 11, Luis's move from big law to a boutique firm, why marketing to referral sources beats paid ad spend, and how cross-practice litigation experience wins cases other...
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Voyage of Discovery: Why Managing ESI for Lawyers Is Easier Than Ever
Adventures In Legal Tech
Summary Law firms and legal departments sit on mountains of electronically stored information, and most have no real system for dealing with it. Warren Parrino, Regional Vice President of Solution Sales at TrustPoint.One, has a clear starting point: email threading, date filters, and search terms. From there, an early case assessment environment can cut review costs before a single document hits a reviewer's queue. Warren and Jared also cover modern attachments, audio and video redaction, and when AI actually earns its place in the workflow. The bottom line: AI only pays off after you...
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Search Engine: How to Create Content for the New Algorithm
Adventures In Legal Tech
Summary Alan Alda runs his own firm and figured AI tools would make content creation easy. He was half right. Jared Correia sits down with David Arato, founder of Lexicon Legal Content, to unpack why mass AI publishing is triggering Google penalties, what compliance risks law firms are ignoring in their marketing content, and how the rise of AI overviews is reshaping the entire game. David explains the EEAT framework, breaks down a three-level compliance review process for AI-generated content, and outlines what law firms should actually be doing to get cited in AI search results. The...
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Launch Protocol: How Law Firms Are Adopting AI in Real Time
Adventures In Legal Tech
Summary Jared Correia sits down with Sean McTigue, a partner at Bartko Pavia LLP and one of the more technically fluent attorneys in practice today. Sean unpacks how his firm navigated the leap from legal-specific AI tools to a direct enterprise deployment of Anthropic's models, and why he thinks that distinction matters a lot more than most firms realize. The conversation covers practical ground: how to use Westlaw's Quickcheck as a verification loop, why lawyers overestimate what AI will do for them on the first try, and how to find the early adopters inside a firm and turn their discoveries...
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The Ontological Argument: What's Real & Not in Artificial Intelligence in LegalTech
Adventures In Legal Tech
SUMMARY Teo Doremus traded a litigation desk in China for a startup in San Francisco, and along the way he became convinced that the legal industry's AI moment is right now. On this episode, Teo makes the case for starting an AI-native law firm, walks through how he thinks about hallucination risk, and explains the "digital desk" concept behind Advocacy, a platform built to connect the narrative silos of litigation that have historically lived in Microsoft Word and nowhere else. Teo also shares what he got wrong about law practice, why he thinks lawyers misunderstand what AI actually does when...
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First Light: Structural Intelligence Must Come Before Artificial Intelligence
Adventures In Legal Tech
🧾 Episode Summary In this episode of Adventures in Legal Tech, host Jared Correia sits down with Tim Follett, CEO and co-founder of StructureFlow, to unpack one of the most overlooked yet critical challenges in legal work: structural complexity. From corporate transactions to litigation strategy, legal professionals rely heavily on understanding relationships—between entities, obligations, and flows of value. Yet, the tools used to map these structures haven’t meaningfully evolved in decades. Tim introduces the concept of structural intelligence, explaining how visual models and...
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Teo Doremus traded a litigation desk in China for a startup in San Francisco, and along the way he became convinced that the legal industry's AI moment is right now. On this episode, Teo makes the case for starting an AI-native law firm, walks through how he thinks about hallucination risk, and explains the "digital desk" concept behind Advocacy, a platform built to connect the narrative silos of litigation that have historically lived in Microsoft Word and nowhere else.
Teo also shares what he got wrong about law practice, why he thinks lawyers misunderstand what AI actually does when it "helps" them, and draws the most useful analogy you will hear about what lawyers get paid for in an AI world. The pilot and the autopilot are not enemies. Neither are lawyers and AI. The question is figuring out who does what.
KEY TAKEAWAYS
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Start building your AI-native practice now. The advantage goes to whoever gets comfortable with the technology first, not whoever waits for it to be perfect.
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Before deploying AI in your firm, learn what it actually is and what it is not. Understanding its fundamental limitations is your best defense against hallucinations.
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AI adoption in law is high on subscriptions and low on genuine daily use. Real adoption means using AI regularly enough that it changes how you work, not just having a login.
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Specialized legal AI tools and general AI tools are not competitors. Use both strategically depending on how much precision your task requires.
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The lawyer's value in an AI-assisted practice looks like the pilot who no longer holds the stick for seventeen hours: rested, prepared, and ready for whatever the automation cannot handle.
WHO IS THE GUEST?
Teo Doremus is the CEO and co-founder of Advocacy, a litigation-focused AI platform built around what he calls the "digital desk," a place where all the narrative silos of a case live together and AI connects them. Before founding Advocacy, Teo practiced law in China and the United States as both a litigator and a transactional attorney. He studied law in France after picking it almost by accident at 18, fell in love with it along the way, and eventually made his way to San Francisco, where a deep dive into AI convinced him the legal industry needed something that did not yet exist. Advocacy can be found at advocacy.ai.
LINKS AND RESOURCES
Advocacy:
Red Cave Law Firm Consulting:
Adventures in Legal Tech Podcast:
Available on Apple Podcasts, Spotify, Amazon Music, and YouTube.
KEYWORDS
AI-native law firm, legal AI, artificial intelligence for lawyers, AI hallucinations in law, litigation AI tools, Advocacy AI, legal tech software, law firm technology, AI adoption in legal, legal software selection, AI-powered litigation, law practice management, Red Cave Law Firm Consulting, Teo Doremus, Jared Correia, AI governance for lawyers, digital desk litigation, specialized legal AI, general AI for law firms, Adventures in Legal Tech
EPISODE HIGHLIGHTS
- [00:02:02 - 00:02:48] Teo's immediate, unhedged answer on the AI-native firm question: do it, do it now, and do it because the technology rewards early commitment.
- [00:04:35 - 00:06:03] Why the hallucination conversation needs multiple angles at once, and why no single answer is going to hold.
- [00:06:04 - 00:06:44] What lawyers fundamentally misunderstand about AI: it does not actually understand you. When it does not know the answer, it just agrees with you.
- [00:10:37 - 00:11:26] Teo describes the moment AI went from a five-minute curiosity to a full obsession that changed the direction of his career.
- [00:13:55 - 00:14:28] The origin of the "digital desk" concept and why Microsoft Word from 1984 is still, technically, the competition.
- [00:21:40 - 00:23:11] The pilot analogy: if planes have flown themselves for twenty years, what exactly are pilots for? And what does that tell us about lawyers?