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AI Virtual Inn of Court

Introduction to Agents

Ethan B Holland - April 2026 - https://ethanbholland.com/

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Agents v. Smart Chatbots

Even without agents… we’ve got powerful sidekicks

The ChatGPT home sale.

In late 2025, Robert Levine, CEO of consulting firm ComOps in Cooper City, Florida, decided to sell his home without a realtor. During a holiday road trip, he and his wife began prompting ChatGPT about the entire home-selling process. The AI handled pricing strategy, marketing plans, room-by-room renovation recommendations for ROI, scheduling of showings, and negotiation guidance. Real estate agents had estimated his home's value at roughly $854,800. ChatGPT encouraged him to list $100,000 higher. The home sold for $954,800 — one of the highest per-square-foot prices in the area — and closed in five days. Levine showed the property to 15 prospective buyers personally, one-third of whom submitted offers. He still hired a real estate lawyer for the legal work. The story ran in Fortune on March 21, 2026.

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Agents v. Smart Chatbots

Even without agents… we’ve got powerful sidekicks

The AI tax preparer… closer to an agent (but mostly a saved system)��On April 2, 2026, Perplexity AI launched "Computer for Taxes" inside its Perplexity Computer agent platform ($17/month Pro subscription). Users upload W-2s and 1099s, and the AI drafts federal returns on official IRS Form 1040 with supporting schedules. Critical nuance: it does not file taxes — it drafts and reviews them. But in Perplexity's own testing, the AI caught a 67% understatement of deductions on an attorney-prepared return under the 2025 "No Tax on Overtime" provisions. A PYMNTS survey found 25% of U.S. workers planned to use AI for tax help in 2026, more than double the prior year. Among Gen Z, 62% are open to AI financial planning.

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What is an AI agent, really?

Scripted Pipelines Versus Autonomous Agents

A chatbot is reactive: it waits for your question and gives you an answer from its training data.

An AI agent is proactive: it can perceive a goal, plan steps to achieve it, use tools, maintain memory, and execute multi-step workflows with minimal human oversight.

The law firm analogy: A chatbot is like having access to Westlaw, you ask a question, you get information back.

An AI agent is like having a junior associate who can independently research case law, draft a memo, cross-reference statutes, flag issues for your review, file the document, and calendar the deadline, only asking for your approval at critical decision points.

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What is an AI agent, really?

The five capabilities that define a true agent

  1. Autonomy: Agents make independent decisions about what to do next. You give them a goal ("prepare this contract for review"), not step-by-step instructions. Over 68% of organizations plan to integrate autonomous AI agents in 2026.
  2. Tool use: Agents can call APIs, search the web, execute code, query databases, send emails, operate software. This is the critical leap: they don't just know things, they do things.
  3. Memory: Agents maintain context across sessions. They remember what was discussed yesterday, what tasks were completed last week, and learn from prior interactions. This is unlike a fresh ChatGPT conversation.
  4. Planning: Agents decompose complex goals into sub-tasks, determine the order of operations, and adapt their plan as new information emerges. "Research the opposing party's patent portfolio and draft a prior art memo" becomes a series of coordinated actions.
  5. Multi-step execution: Agents chain together dozens or hundreds of actions to accomplish a goal. Here's the engineering challenge that matters: if each individual step has a 90% success rate, a 10-step workflow drops to roughly 35% reliability. This is why agents still need human oversight — and why the profession isn't going away tomorrow.

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Agentic Improvement

Law is a soft skill in the sense that it’s not “book me a plane ticket” type of agency. We’ll get into that later. But first, it’s important to see how agents are improving in general.

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Agents-to-Agents Frictionless Future

Consumer: “Make a dinner reservation”

Agent: “Calls restaurant”

Restaurant agent sees an agent is calling: “Confirms availability”

Text pops up with confirmation

No people needed.

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Claude Cowork

Let’s use this as an introduction to agents

Connect to a folder

Give it a task.

Come back to see what it built.

Real time.

Prompt on next slide….

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Claude Cowork

Context Loading - Inn of Court Explanation Page Creation

I dictate to GPT’s built in microphone. And then I paste my prompt into the tool I need (Claude Cowork). I dictate as much as possible. Every time.

I have a meeting today with the American Inns of Court AI Virtual Inn of Court. I'd like the attendees to understand the history of how we got to where we are today. Please create a website that can be a resource for someone who is new to this organization that explains the journey from the Inns of Court in London, how that system was set up, places like the Middle Temple, Lincoln's Inn, and the English Inns of Court. From there, let's transition to the American Inns of Court, how they became to be, and how they first started, and the key similarities and differences to the English Inns. Give a brief history of the growth of the Inns of Court and how they have proliferated over the years across the United States. From there, we need to ground our conversation into the virtual Inn. For example, our hosts, Richard Herman, he has a past with the American Inns of Court. For example, the Richard K. Herman Technology Inn of Court, and then Kevin Brady and his role in the American Inns of Court. And then probably the least intuitive would be me. Ethan B. Holland. How do I connect to the Inns of Court? Give a little history of who my dad is, Randy Holland, and his participation in the history of the Inns of Court, his honorary bencher membership in Lincoln's Inn, and how I am his son and I am an artificial intelligence expert. Hopefully this website can create a nice thread for people who attend the meetings who can see the evolution from the English inns all the way through to the American inns, the growth and success and explosion over the years of the Inns of Court, and now for the first time ever, the virtual AI Inn of Court. Along the way, please provide links so that people can click on the websites, links, and learn more if they want to open new windows. This should be a wonderful resource for them.

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Inn of Court Explanation Page - Completed

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Parts of an agent

Agents are made of three core elements

The Model�The agent’s brain. Different models cost different amounts and do different things…�Think Golf carts v. Ferraris v. ATVs v. School Busses

The Harness�This is tells the agent what it can do, gives it access to to tools, limits scope, it’s the rules.

The Context�This is the prompt. And the documentation. The guidance and knowledge before it starts.

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Claude Cowork- Agent Terms

Example of a Page Already Made (Gemini Image - CoWork Page)

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Claude Skills: LinkedIn Profile Finder Demo

I made this for my daughter to find connections and learn LinkedIn

  • Identifies the organization type (startup, nonprofit, university, media, corporation) and selects the right sources accordingly
  • Searches for the founder, including those who have since moved on, using LinkedIn, Crunchbase, Wikipedia, and company history pages
  • Surfaces current leadership (CEO, Executive Director, President, etc.) with verified titles and tenure
  • Finds Boulder/Colorado connections at the org, always included, even when not explicitly requested
  • Flags CU Boulder alumni associated with the organization
  • Identifies potential warm introductions through known professional overlaps (Draper Media, regional media, AI/digital industry)

Output for each search:

  • Structured profile cards with name, role, and clickable linkedin.com/in/ URLs
  • Confidence notes on whether titles are current
  • Full list of sources checked
  • One clarifying question if the org name is ambiguous

This is saved as a “Markdown File” (I could share it with you!)

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Claude Skills: LinkedIn Profile Finder Demo

Bonkers

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Claude Skills: LinkedIn Profile Finder Demo

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Claude Skills: LinkedIn Profile Finder Demo

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Claude Skills: LinkedIn Profile Finder Demo

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Claude Skills: LinkedIn Profile Finder Demo

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Claude Skills: LinkedIn Profile Finder Demo

Claude wanted me to tell you this…LOL

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Markdown Files

A term to know (a type of harness)

Markdown Files as Reusable Instructions

  • A markdown file can serve as instructions for an AI agent
  • Example: moving my local HTML code onto my WordPress blog (the AI terms example)
  • The setup required figuring out plugins, steps, and interactions
  • Once solved, I saved the process as a markdown file
  • Now the task can be repeated without re-explaining everything
  • The AI follows the markdown instructions to complete the workflow
  • This is a practical example of a harness in action

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There are too many models to know

The landscape of major agent products is intimidating

OpenAI Products

gpt-5.4: Best intelligence at scale for agentic, coding, and professional workflows�gpt-5.4-pro: Version of GPT-5.4 that produces smarter and more precise responses�gpt-5.4-mini: Our strongest mini model yet for coding, computer use, and subagents�gpt-5.4-nano: Our cheapest GPT-5.4-class model for simple high-volume tasks�gpt-5-mini: Near-frontier intelligence for cost-sensitive, low-latency, high-volume workloads�gpt-5-nano: Fastest, most cost-efficient version of GPT-5�gpt-5: Previous intelligent reasoning model for coding and agentic tasks with configurable reasoning effort�gpt-4.1: Smartest non-reasoning model

Qwen, DeepSeek, Mistral, Zai, Grok, Claude, Sonnet, Opus, Haiku, Gemma, Gemini, and on and on and on….

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There are too many models to know

OpenAI’s Page (we reviewed this on the fly)

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Plus… consumer agents

The landscape of major agent products

Claude Cowork

Claude Code

OpenAI Agent

Gemini Deep Research

Agents with “computer use”

Claude For Chrome, OpenAI Agent, Perplexity…��Prompt: Can you track down the AI Virtual Inn of Court and send an email to someone to request information on how to join? Use my Gmail.

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How agents work together

Multi-agent orchestration using a legal team metaphor

The "digital law firm" concept

Just as no single lawyer handles every aspect of a complex case, no single AI agent handles every aspect of a complex workflow. Multi-agent orchestration coordinates multiple specialized agents working together. Each focused on what it does best.

Handoffs: One agent transfers control to another when it encounters a task outside its expertise. The first agent packages up all context and passes it along. This is like a triage nurse who takes your symptoms, then transfers you, with notes, to the right specialist.

Swarms: A model with no central controller. Agents operate as autonomous peers making local decisions based on shared state. OpenAI popularized this with its experimental Swarm framework (October 2024). Imagine a colony of ants: no individual ant knows the full plan, but the colony accomplishes complex goals through simple local rules.

Orchestration patterns (from simplest to most complex):

  • Pipeline: Agent A finishes, hands to Agent B, then Agent C
  • Orchestrator-Worker: A "manager" agent assigns tasks to specialist worker agents
  • Hierarchical: Multiple layers of management - like a law firm's partner/associate/paralegal structure

Swarm/Mesh: Fully decentralized peer coordination

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How agents work together

Examples

xAI’s SuperGrok Heavy ($300/month) uses a true multi-agent architecture internally. One agent plans, another checks the plan, a third writes the output, all working in parallel. It scored 50.7% on Humanity's Last Exam, the first AI to break 50% (summer 2025)

Legal application example: Lexis+ AI's "Protégé" system deploys four specialized agents simultaneously…… all coordinating to answer a single complex legal question.

  • An Orchestrator: This agent manages the overall workflow.
  • Legal Research Agent: This agent conducts targeted research within the LexisNexis platform.
  • Web Search Agent: This agent searches external, trusted web sources.
  • Customer Document Agent: This agent analyzes the user's own documents. 

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Big question: Are they wrappers?

Are enterprise AI law tools “wrappers"

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Big question: Are they wrappers?

The market crushed Thomson Reuters

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Huge gaps (??) in law performance

Let’s scrap THIS and look at hallucinations…

X

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Huge gaps (for me) in law performance

I had Gemini Pro Deep Research, GPT Pro, and Claude Deep Research Sonnet 4.6 each run a report on AI legal tool hallucinations. In a rare twist, lawyers defended the tools as not hallucinating as much as the reports suggest. My instinct is the data is old and there is not enough benchmarking to get a true read on performance….

See the reporting here:

https://ethanbholland.com/2026/04/21/ai-hallucinations-for-lawyers/

It would be neat to get the AI Inn to build a benchmark!

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Discussion on law benchmarks (on the fly)

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Discussion on law benchmarks (on the fly)

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Discussion on benchmarks (on the fly)

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Discussion on benchmarks (on the fly)

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On the fly chat

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Enterprise -> Frontier -> Open Source?

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On the fly discussion

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On the fly discussion - OpenSource lag

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On the fly discussion - OpenSource

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On the fly discussion - OpenSource

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OpenSource: OpenClaw

OpenClaw is a self-hosted, open-source AI agent platform created by Austrian developer Peter Steinberger (founder of PSPDFKit). Originally launched November 2025 as "Clawdbot" (a play on Claude), it was renamed after Anthropic trademark complaints. It became the most-starred repository in GitHub history — over 285,000 stars by March 2026. Jensen Huang called it "probably the most important software ever released."

OpenClaw runs as a Node.js gateway connecting 20+ messaging platforms (WhatsApp, Telegram, Slack, Discord, Signal, iMessage, Teams) to any LLM. It features a heartbeat scheduler for autonomous operation without being prompted. Notable use case: one developer's OpenClaw agent negotiated $4,200 off a car purchase via email while he slept. Another user had it draft a legal rebuttal to an insurance claim. It's MIT-licensed and free, though security researchers have found prompt injection vulnerabilities.

Runs locally - download the “harness”…. Pick a model. It goes BANANAS.

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OpenSource: Nous Research Hermes

Nous Research is an independent US AI lab out of New York that builds high-quality open-weight models. Hermes 4 (August 2025) introduced "hybrid reasoning" models that can toggle between standard responses and explicit chain-of-thought reasoning.

Hermes Agent (March 2026) is their open-source persistent personal AI agent with self-improving capabilities, multi-model routing, and 40+ built-in tools. Their latest Hermes 4 35B model (April 2026) runs on a single consumer GPU and achieves roughly 70% of Claude Sonnet 4.6's agent quality at zero cost. All MIT-licensed.

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The open-source framework landscape

LangGraph (LangChain): The leading framework. Used by Uber and Klarna (which saved $60 million annually). 34.5 million downloads in 2025.

CrewAI: The most accessible. Define a "crew" of role-playing agents (Researcher, Writer, Reviewer). 44,300 GitHub stars. Can prototype in 2–4 hours.

LlamaIndex: Best for document-heavy applications. legal research, contract review, compliance. Handles 90+ file types.

Microsoft Agent Framework: The enterprise merger of AutoGen and Semantic Kernel.

Model Context Protocol (MCP): The crucial infrastructure standard, created by Anthropic in November 2024 and donated to the Linux Foundation in December 2025. MCP is "USB-C for AI" — a universal adapter that lets any AI connect to any tool through one standardized protocol. Adopted by ChatGPT, Gemini, Microsoft Copilot, and thousands of community-built connectors.

The total open-source agent framework market saw 34.5 million downloads in 2025. A 340% increase from the prior year.

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Self Service

Even WITHOUT agents (it’s blurry).. individuals are using AI tools with success.

AI Satisfaction: Less Friction, Better Outcomes

  • People are satisfied when AI reduces friction
  • Examples:
    • Finding lost luggage
    • Making reservations
    • Changing hotel rooms
    • Finding cheaper flights
  • Consumers are increasingly turning to AI for simple tasks and advice
  • This includes higher-stakes areas like medical, finance, and legal guidance
  • Early adopters face greater risk of mistakes
  • But for routine tasks, AI can outperform human workflows

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Self Service

AI Is Removing the Bottom Rungs

  • Simple consumer requests are shifting to AI
  • Enterprises are using AI for work once handled by interns or junior associates
  • The “bottom rungs” of many workflows are being automated

Real-World Examples

  • Co-worker built an AI agent to:
    • Retrieve NBC promotional materials
    • Download them automatically
    • Transcribe them
    • Upload scripts for creative review
  • Result: saves 5+ hours per week
  • Daily revenue reports now run through a CSV/Python workflow
    • AI ranks results by day-over-day growth
    • Produces an executive overview grounded in the data
    • Result: saves 40 minutes per day
    • Helps surface what deserves attention first

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Dialogue: What responsibilities do consumer tools have if they provide legal advice?

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On the fly discussion - Self-service?

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Self-Service Cases: Built in 5-10 minutes