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AI Insights for Legal Leaders

Practical analysis on AI adoption for managing partners, COOs, and practice heads. Short, actionable pieces focused on what actually works in legal practice.

There Is No "Best AI." There's Only the Right One for the Job.

There Is No "Best AI." There's Only the Right One for the Job.

Image create by GPT Image 1.5Stop Asking “Which AI is Best?” and Start Asking “Best for What?”TL;DR: These models aren’t interchangeable anymore. Claude is where I go to write and think clearly. ChatG...

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Google Just Flipped the AI Leaderboard in 90 Days

Google Just Flipped the AI Leaderboard in 90 Days

Image create by GPT Image 1.5Google’s Gemini 3.1 Pro Just Changed the Leaderboard. Here’s What It Means for You.TL;DR: Google released Gemini 3.1 Pro on February 19, and it’s a real jump forward. It m...

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The Most Expensive AI Model Isn't Your Best One Anymore For Knowledge Work

The Most Expensive AI Model Isn't Your Best One Anymore For Knowledge Work

Image create by GPT Image 1.5Claude Sonnet 4.6 Just Dropped, and It’s Built for the Way You Actually WorkTL;DR: Anthropic released Claude Sonnet 4.6 today. It’s not just another model update. The benc...

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The Hottest AI Tool of 2026 Is One Your Firm Shouldn't Touch Yet

The Hottest AI Tool of 2026 Is One Your Firm Shouldn't Touch Yet

Image created by Nano Banana ProI Built My Own AI Agent Army With OpenClaw. Here’s What Happened.TL;DR: OpenClaw is the first truly agentic AI tool that runs on your own hardware and actually does thi...

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You Tried ChatGPT Once. That Doesn't Count Anymore.

You Tried ChatGPT Once. That Doesn't Count Anymore.

Image by Nano Banana ProThe Wave Is Here and Most People Are Still Checking the WeatherTL;DR: In the last two weeks, a viral post from an AI founder, a bombshell prediction from Microsoft’s AI chief,...

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KPMG Saved $59K. The Precedent Will Cost You Millions.

KPMG Saved $59K. The Precedent Will Cost You Millions.

Image create by GPT Image 1.5Your Clients Are About to Ask for a Discount. Here’s How to Get Ready.TL;DR: KPMG just strong-armed its own auditor into a 14% fee cut by arguing AI makes the work cheaper...

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The $300B Legal Tech Crash Wasn't About Technology

The $300B Legal Tech Crash Wasn't About Technology

Image create by GPT Image 1.5The Week Legal Tech Lost $300 Billion and What It Actually Means for Your FirmTL;DR: Anthropic released open-source legal plugins for its AI desktop tool. Markets panicked...

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What 20,000 Legal Documents Taught Us About AI Synthesis

What 20,000 Legal Documents Taught Us About AI Synthesis

Image created by ChatGPT Image 1.5The AI Pipeline That Actually Works for Massive Legal Document Analysis (Part 2)TL;DR: After hitting the limits of what even state-of-the-art AI can do with 20,000+ d...

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What 20,000 Legal Documents Taught Us About AI Search

What 20,000 Legal Documents Taught Us About AI Search

Image created by Gemini Nano Banana ProWhen 20,000 Documents Meet AI: Building a Legal Knowledge System on Google Cloud (Part 1)TL;DR: I helped a law firm inherit a massive, seven-year-old case with 2...

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Claude Cowork Isn't for Developers. Here's Who It's Actually For.

Claude Cowork Isn't for Developers. Here's Who It's Actually For.

Why Claude Cowork Changes Everything for Non-Technical ProfessionalsYou’ve probably heard about Claude Code. Maybe you’ve seen developers rave about it on social media or watched a colleague’s enginee...

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Stop Training Your Team to Beat the Machines

Stop Training Your Team to Beat the Machines

Anthropic’s CEO Just Told Us What Skills Actually Matter NowTL;DR: Dario Amodei published a 19,000-word warning about AI arriving faster than most people expect. The scary parts will get the headlines...

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The Instruction File That Replaced My Analyst

The Instruction File That Replaced My Analyst

Image created by ChatGPT Image 1.5How I Automated My RevOps Analysis with Claude Code (And You Can Too)TL;DR: I turned a manual, hour-long metrics analysis into a one-click automation using Claude Cod...

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Your Kid's Degree Won't Teach What Employers Actually Need

Your Kid's Degree Won't Teach What Employers Actually Need

If AGI Is Really 12 to 24 Months Away, We’re Lying to Our Kids About CollegeI’ve been listening to the conversations about AI in Davos, and I keep coming back to a moment that doesn’t look like much.L...

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Why My ChatGPT Usage Dropped from 80% to 10%

Why My ChatGPT Usage Dropped from 80% to 10%

Image created by Nano Banana ProTL;DR: After months of daily testing across ChatGPT, Claude, and Gemini, my usage has shifted dramatically. Claude Opus 4.5 now handles 60% of my work, Gemini 3 Pro Pre...

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Three Legal Workflow Fixes That Took 90 Minutes, Not 90 Days

Three Legal Workflow Fixes That Took 90 Minutes, Not 90 Days

Three Real Problems We Solved with AI in 90 MinutesTL;DR: During a live client session, we tackled three everyday legal workflow headaches using Gemini: building a custody calendar app, renaming 100+...

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Smarter Models Won't Save You. Gemini's Personal Intelligence Might.

Smarter Models Won't Save You. Gemini's Personal Intelligence Might.

Gemini Personal Intelligence: when your AI actually knows youI’m going to start with a very unglamorous moment.You’re standing in your kitchen, half awake, trying to find the email with the reservatio...

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Your AI Isn't Slow. It's Just Stuck at the Copy-Paste Step.

Your AI Isn't Slow. It's Just Stuck at the Copy-Paste Step.

Claude Cowork is Claude Code, packaged for the rest of the companyTL;DR: Anthropic just shipped Claude Cowork as a research preview for Max subscribers inside the Claude desktop app. It’s basically Cl...

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Perplexity Has Citations. That's Not the Same as Judgment.

Perplexity Has Citations. That's Not the Same as Judgment.

Perplexity is a great research tool. It’s not the best AI tool for attorneys.I was at a seminar recently and heard a lawyer say Perplexity is “the best AI tool for attorneys.”I winced.Not because Perp...

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Gemini's Million-Token Promise? You Get 32,000

Gemini's Million-Token Promise? You Get 32,000

created by ChatGPT Image 1.5The Context Window Lie: What You Can Actually Use in Gemini, ChatGPT, and ClaudeI was skiing yesterday when a Reddit post I’d seen that morning kept nagging at me. Someone...

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Your AI Tool Isn't Forgetful. Your Setup Is.

Your AI Tool Isn't Forgetful. Your Setup Is.

created by ChatGPT Image 1.5Projects in ChatGPT and Claude: the quiet feature that changes how teams workIf you’ve used ChatGPT or Claude at work, you’ve probably had the same experience I have.You op...

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