What's actually happening in legal AI.

Practical analysis on AI tools, legal workflows, ethics, governance, and adoption, written for managing partners, COOs, and practice heads who need to know what matters and what to ignore.

Book a call Read the latest

Latest · Jul 16, 2026

AI Used to Only Work While You Watched. That Just Ended.

The work that slips at your firm was never the billable work. Now the work around it can run while you're in trial, with one catch your risk committee will flag.

Read the article

More field notes

Subscribe on Substack

2026

Jul 15, 2026 The Music Started, and Everything Else Went Quiet My whole week is AI, a low hum of it running all the time. For two hours at the Bowl, I wanted nothing else. Jul 12, 2026 Everyone's Watching the Wrong AI Race Picture the client who nodded at your settlement page and followed none of it. This week, AI changed what you can hand them instead. Jul 10, 2026 Your Agent Asked Permission. That's What Should Worry You. She opened one folder. It was the mapped drive. She approved one website. It was practice management. Nobody will ask her again. Jul 9, 2026 Your AI Remembers the Matter You Walled Off Same $25 a seat. Same privacy promise. One of them pools your chats the moment you share a project, and most firms never notice. Jul 5, 2026 The Heaviest AI Spenders Are Hiring More People, Not Fewer More than a third of American workers now use AI. Job openings held steady, and the heaviest spenders hired more, not fewer. Jun 30, 2026 The Difference Between AI Editing Tools Isn't What They Can Do. It's Whose Name Ends Up on the File Claude for Word runs inside Word’s sidebar, uses native track changes, and answers questions about your document with clickabl... Jun 29, 2026 The Smartest Model Is the Wrong Question We’ve crossed from asking AI questions to handing it real work. The skill that matters now isn’t picking the smartest model. It’s kn... Jun 26, 2026 The AI Hallucination Problem Isn't Coming for Lawyers. It's Coming for the Courts. I split 99 cases by who filed them. Most weren't lawyers. They were parents handling custody alone, trusting a free chatbot that handed them cases… Jun 24, 2026 California’s New AI Rules Don’t Create New Duties. They Just Took Away Your Best Defense. The State Bar’s proposed changes make clear that competence, confidentiality, candor, and supervision already apply to AI. Jun 21, 2026 Your AI Chats Probably Aren't Privileged. Good. They Don't Need to Be. For everyday work the duty isn't privilege, it's protecting the client's information, and your commercial terms are built for it. Jun 17, 2026 Microsoft Copilot Isn't Safer Than ChatGPT. It's the Same Engine in a Different Contract. I read the commercial terms for all three, side by side. The vendor you pick barely matters. The account your people use is the whole game. Jun 16, 2026 The Best Legal AI Most Lawyers Will Never Get to Use Was Here for Three Days The question is no longer whether models will get good enough for serious legal work. They already are. Jun 14, 2026 Google's Best AI Goes to Consumers. Your Firm Gets the Leftovers. I root for Gemini. I use it every day. I still had to tell a managing partner not yet, and here's why. Jun 9, 2026 The Best AI Model Ever Built Just Landed in Your Claude Account. Don't Let Your Firm Touch It Yet. Harvey scored it at triple the nearest competitor on complex legal tasks. Google's model scored zero. Jun 8, 2026 Provenance Is the New Privilege Sometimes the problem isn't the fake. It's the real recording the other side simply calls a fake. Jun 6, 2026 The Grunt Work Was Never Just Grunt Work, and You're About to Lose It Automate the work associates learned judgment from, and you trade a cost problem for a training problem that stays hidden for ten years. Jun 3, 2026 You're Still Paying Full Price to Build the One Skill AI Just Made Worthless Sixteen professors. Fourteen schools. Three thousand questions. The machine won the half of lawyering we already knew how to automate, and the half… Jun 1, 2026 Your Most Valuable Work Is the Worst Place to Start With AI Hand the model your highest-stakes brief and it'll confidently invent a case that doesn't exist. Start somewhere cheaper. May 31, 2026 The job is a bag of 40 things. AI just got good at 12. The bag doesn't get lighter. It changes shape. And most firms are still pricing the old one. May 29, 2026 The Best Thing About the New Claude Isn't That It Got Smarter. It Got Honest. You can't hand a model 4,000 documents and a deadline if it might tell you it read all of them when it skimmed half. That just changed. May 27, 2026 AI Doesn't Have a Bar Number. You Do. A 100-document production used to eat a paralegal's afternoon. It took me ten minutes and a refilled coffee. May 26, 2026 Your AI Strategy Is Just Your Dysfunction at 700 Horsepower If your CRO and your CFO walk into the same board meeting with two different forecast numbers, an AI agent will not fix that. May 25, 2026 He Turned Off ChatGPT's Memory. It Referenced Another Client Anyway. One partner. Two clients. A setting that was supposedly off. Here's what's actually happening behind the toggle. May 22, 2026 Karpathy Just Picked Anthropic. That's the Whole Story. He could have gone anywhere in AI. He didn't. Here's what that one decision tells you about the bets your firm is making right now. May 19, 2026 Google Just Skipped the Chatbot Era. Your 2026 AI Plan Is Already Outdated. The model isn’t the product anymore. The agent is. And Google now owns more of the surfaces it runs on than anyone else. May 17, 2026 Humans Were the Horses. Ken Griffin Isn't Hedging. The work you thought was safe isn't. The kids you thought would be fine aren't. And the moats you thought protected you just got filled in. May 15, 2026 I Asked Who Was Setting Up Claude. That Pause Was The Whole Post. Eight attorneys, one Claude subscription, and one partner who once set up the office printer. May 12, 2026 Your Firm Never Paid to Train Anyone. AI Just Made That a Problem. A senior partner showed me the best first-year memo he'd seen in ten years. Then he said something that should worry every firm. May 10, 2026 Your Firm Isn't Doing AI. It's Using a Search Bar. There are five modes of AI work. Your associates probably only use two. The other three are where the actual money is. May 8, 2026 Three Years Ago, This Was a Punchline. Now It's a Suspension. If Sullivan & Cromwell can't catch AI hallucinations in a Chapter 15 filing, your firm needs a verification system that assumes you can't either. May 7, 2026 You Picked the Premium AI. The App Switched It Back. It happened to four of my clients in two weeks. The picker quietly flipped, and nobody noticed. May 4, 2026 Your Assistant Has 18 Months. Your Paralegals Have 24. Most firms are planning training, hiring, and pricing as if every role is on the same curve. They're not. Here's what that mistake costs. May 2, 2026 Your AI Vendor Premium Is the Cheapest Insurance Your Firm Will Buy This Year A managing partner sent me a panicked YouTube link this week. Here's what I told him, and what I'm telling the next dozen firms that ask. Apr 29, 2026 I Train Lawyers on Gemini Every Week. Here's My I/O Wishlist for Google. Two million tokens that actually recall. A Mac app that can actually do things. A voice mode that knows me. The list isn't long. The patience is. Apr 28, 2026 Your 800-Document Review Can Now Run While You Eat Lunch Two AI agents can now do the grind work your associates used to lose nights to. Whether your firm should let them is the harder question. Apr 28, 2026 I Tried to Build One PowerPoint Template in Claude. It Failed Three Times. Three failed attempts in Claude. One pass in Codex. Here's what that taught me about every AI decision I've made since. Apr 25, 2026 Two AIs. One Credit Agreement. Both Caught the Default You'd Miss. A senior associate would burn three days on this. Both models finished in twenty minutes. Apr 24, 2026 ChatGPT 5.5 Is Smarter Than Ever. It's Also More Confidently Wrong. 57% accuracy. 86% hallucination rate when it doesn't know. Here's what that means on a Monday morning. Apr 22, 2026 ChatGPT Images 2.0 and the New Math on Legal Visuals Five visuals I built in an hour yesterday, and the one use case I'd still keep far away from it. Apr 21, 2026 Claude Design Won't Replace Your Trial Graphics Firm. That's Not the Point. It won't make your medical animation for trial. It will handle the forty other things your firm builds in PowerPoint at 10 PM. Apr 18, 2026 Your Claude Project Is Already Obsolete. Here's What Replaced It. Partners keep telling me the same story: built a Project, used it twice, stopped. Here's the fix. Apr 15, 2026 Claude Just Killed Copy-Paste in Law Firms. Nobody's Mourning. An associate spending four hours reformatting a board deck isn't practicing law. They're doing data entry at associate rates. Apr 14, 2026 Google's Best AI Product Is the One Nobody Uses for Work Three teams, three product lines, one brand name, and zero coordination. A field report from someone who runs all three. Apr 13, 2026 Your Competitors Are Running AI Agents. You're Still Typing Prompts. Clients stopped asking if you use AI. They're asking why your bills don't reflect it. Apr 11, 2026 Claude for Word Gives Lawyers Native Redlines From AI Track changes, comment-driven edits, and cross-app context. Copilot doesn't do any of it this well yet. Apr 10, 2026 Google's new Notebooks feature connects Gemini and NotebookLM, but the privacy model splits in ways that matter for professional users. Your documents are safe. Your conversations might not be. Here's how to tell the difference. Apr 8, 2026 The World Just Changed and Almost Nobody Noticed Mythos found and exploited security flaws no human caught for 27 years. The same reasoning engine is coming for legal research, financial modeling… Apr 7, 2026 Your $200/Month AI Plan Has the Same Privacy as Free Five vendors. Thirty-plus tiers. One line that actually matters. Here's where your firm probably falls. Apr 6, 2026 Federal AI Law Won’t Save You. The States Already Moved. Five states, five sets of rules, zero alignment. The patchwork everyone warned about just showed up. Apr 5, 2026 60% of Federal Judges Use AI. Does Your Firm Have a Policy? The bench moved. The regulators moved. Your competitors moved. Here's what your Monday morning needs to look like. Apr 4, 2026 The AI Tool That Hands You a Finished Report, Not a Chat Answer Five demos. Five minutes each. One room full of people quietly recalculating their week. Apr 2, 2026 A $2.2 Trillion Fund Showed Exactly How They Do AI. Steal This. Norway's sovereign wealth fund published their full AI playbook. The lessons start well before the technology. Mar 31, 2026 The "Careful" AI Company Just Leaked Their Own Code. Twice. They built a system to prevent leaks. Then the system leaked too. Mar 29, 2026 The AI Agent Demo Was Easy. Trusting It Was the Hard Part. 14 agents, 3 killed, 1 save that booked a client. The real math of autonomous AI. Mar 27, 2026 A Company That Ignored 163,000 Notices Just Shaped AI Copyright Law Cox won by being a pipe. Most AI companies aren't pipes. That's the problem. Mar 26, 2026 Federal AI Preemption Has Failed Twice. Here Comes Round Three. A four-page policy paper vs. forty attorneys general and a 99-1 Senate vote. Place your bets. Mar 23, 2026 The Four Claude Features That Turn AI From Toy to Tool Skills, Plugins, Projects, and Artifacts are Claude's operating system. Most firms haven't configured any of them. Mar 22, 2026 I Rebuilt My Fact-Checking System. Here's the new prompt. 90 seconds. Three verification layers. Every checkable claim scored and sourced. Mar 19, 2026 Same Menu, Same Words, Completely Different AI Underneath Pick "Pro" on both platforms. Get two completely different things. Good luck. Mar 16, 2026 Zero Data Retention Is the Wrong Default for Most Law Firms Why the "safest" AI policy may be creating the risks you were trying to avoid. Mar 15, 2026 Last Week Had Ten AI Stories. Only Five Were Worth Your Time. Bigger context windows, stronger benchmarks, and a federal-state regulatory collision. Here's what each one means for your firm. Mar 13, 2026 Legal AI Was Missing the One Thing Clients Actually Need Drafting and research were never the bottleneck. Understanding was. Claude just got a whiteboard. Mar 11, 2026 Your AI's Engine Is Fine. So Why Isn't Anyone Using It? Benchmark scores don't explain why your $30/seat AI tool is collecting dust. The harness does. Mar 10, 2026 Your AI Rollout Failed. The Technology Wasn't the Problem. He spent the money. Sent the email. Brought in the vendor. Six months later, nothing had changed. Mar 9, 2026 69% of Lawyers Use AI at Work. Only 9% of Firms Have a Policy. Your team isn't waiting for your AI strategy. They started without one. Mar 8, 2026 The Week AI Stopped Being a "Tech Thing" Your associates are already using it. Your clients are already measuring you by it. The only question left is whether you'll lead or react. Mar 8, 2026 ChatGPT 5.4 Is Good. That's Not the Point. Strong analysis, flat writing, and a model that sometimes lies about finishing its homework. Mar 6, 2026 AI Isn't Coming for Your Lawyers. It's Coming for Their Training. Your associates learn by doing the work AI is about to handle. That math doesn't fix itself. Mar 4, 2026 Stop Trying to Keep Up with AI. Do This Instead. Nobody sent you an alert when AI got good enough to change your workflow. That's the actual problem. Mar 2, 2026 The AI Recommendation I Tried Not to Make Your attorneys are already using AI on client files. The only question is whether you're going to manage it or ignore it. Feb 26, 2026 A 7,000-Word AI Crisis Memo Moved Markets. Here's What It Missed. When every domino falls perfectly in one direction, you don't have a scenario. You have a screenplay. Feb 24, 2026 There Is No "Best AI." There's Only the Right One for the Job. A practical routing guide for matching the right AI model to the right task, based on 3 years of daily testing. Feb 23, 2026 Google Just Flipped the AI Leaderboard in 90 Days The AI price war just got a front-runner, and it's not who you'd expect. Feb 18, 2026 The Most Expensive AI Model Isn't Your Best One Anymore For Knowledge Work Claude Sonnet 4.6 just topped every model on the benchmark that measures real office output and it's 40% cheaper than the flagship model. Feb 17, 2026 The Hottest AI Tool of 2026 Is One Your Firm Shouldn't Touch Yet 150,000 developers are building AI agents right now. Your future competitor is probably one of them. Feb 14, 2026 You Tried ChatGPT Once. That Doesn't Count Anymore. A founder walked away for four hours. The AI finished the job, tested it, and fixed what it didn't like. Feb 11, 2026 KPMG Saved $59K. The Precedent Will Cost You Millions. Your biggest client just read the same news you did. They're already doing the math. Feb 9, 2026 The $300B Legal Tech Crash Wasn't About Technology The plugin was underwhelming. The business model question it exposed is not. Feb 6, 2026 What 20,000 Legal Documents Taught Us About AI Synthesis The search worked. Now here's how we made the synthesis work too. Feb 4, 2026 What 20,000 Legal Documents Taught Us About AI Search The search worked. The synthesis didn't. What we're doing differently. Jan 31, 2026 Claude Cowork Isn't for Developers. Here's Who It's Actually For. New plugins for legal, sales, finance, and more turn Claude into a specialist that follows your team's actual processes. Jan 27, 2026 Stop Training Your Team to Beat the Machines AI will win the processing race. Your job is to know when the output is wrong. Jan 26, 2026 The Instruction File That Replaced My Analyst I got tired of typing the same prompts every quarter. So I stopped. Jan 23, 2026 Your Kid's Degree Won't Teach What Employers Actually Need AI is absorbing the grunt work that trained every white-collar professional. No one's figured out what replaces it. Jan 22, 2026 Why My ChatGPT Usage Dropped from 80% to 10% Same files. Same prompt. Very different results. One model found the evidence. Others buried it. Jan 20, 2026 Three Legal Workflow Fixes That Took 90 Minutes, Not 90 Days The paralegal work took AI two minutes. The privacy settings took longer to explain. Jan 17, 2026 Smarter Models Won't Save You. Gemini's Personal Intelligence Might. Fifteen minutes hunting for one email is a choice. Gemini's Personal Intelligence is betting you're ready to stop making it. Jan 13, 2026 Your AI Isn't Slow. It's Just Stuck at the Copy-Paste Step. Chat windows don't close tasks. Agent loops do. Cowork is Anthropic's bet that you're ready for the difference. Jan 11, 2026 Perplexity Has Citations. That's Not the Same as Judgment. Your clients don't pay for links. They pay for judgment. Jan 9, 2026 Gemini's Million-Token Promise? You Get 32,000 The 97% gap between AI marketing and reality, and why your contract review keeps getting "forgotten." Jan 8, 2026 Your AI Tool Isn't Forgetful. Your Setup Is. Claude walls off your workstreams. ChatGPT lets you choose. Here's how to pick. Jan 6, 2026 Your Spreadsheet Isn't Broken. Your Process Is. The close doesn't have to take this long. Neither does the forecast, the board deck, or the variance hunt. Jan 4, 2026 The Safe Choice Is Now the Risky One 11% of organizations have AI in production. The rest are writing strategies. Guess which group is pulling away.

2025

Dec 30, 2025 You Don't Need a Computer Science Degree to Learn AI. You Need 90 Days. A free, practical curriculum for business professionals who've been "meaning to learn this stuff" since 2023 Dec 29, 2025 Your Buyer's AI Is Already Drafting the Counter-Offer. Is Your Revenue Engine Ready? Five predictions for the year RevOps stops watching the pipeline and starts running it Dec 28, 2025 2026: The Year Legal AI Has to Show Its Work Five predictions for firms that want to move fast and still prove they're right Dec 24, 2025 You Turned Off Training. The Feedback Button Didn't Get the Memo. Consumer AI privacy is a setting. Your feedback is an action. Guess which one wins. Dec 22, 2025 OpenAI Won the Demo. Google and Anthropic Are Winning the Default. When everyone's watching your magic tricks, it's easy to miss who's rewiring the building. Dec 21, 2025 You Asked How I Keep Up With AI. Here's the Honest Answer. Spoiler: I don't. Nobody can. Here's what I do instead. Dec 18, 2025 Google Won 2025 by Making AI Boring Demos don't compound. Defaults do. Dec 17, 2025 Everyone Has AI Now. Almost No One Has AI Advantage. What Actually Changes That. Why your tools are fine, your workflows are the problem, and your board is about to notice Dec 14, 2025 The Compounding Problem: How AI Leaders Are Pulling Away While Everyone Else Runs Pilots EY's survey shows 96% of AI investors seeing gains. The uncomfortable part is what they're doing with them. Dec 11, 2025 ChatGPT 5.2: The Model That Finally Remembers Page One When It Gets to Page Sixty Model numbers keep climbing. This time, the upgrade that matters is the one your contracts have been waiting for. Dec 8, 2025 Your AI Licenses Aren't the Problem. Your Culture Is. A million businesses have access to the same AI. Most of them are still stuck at the pilot stage. Dec 7, 2025 The End of Copy-Paste AI: What Happens When Models Actually Look at Your Work Gemini 3 Pro just looked at your 90-page contract and had thoughts. Dec 5, 2025 2025: The Year AI Stopped Demoing and Started Delivering Because your team is still explaining AI with 2023 examples, and that's starting to show Dec 3, 2025 Google AI Studio: The Free Tool Most Executives Don't Know Exists It's like a test kitchen for AI, and Google forgot to charge for it. Dec 2, 2025 The IT Ticket Is Dead: How AI Just Made Every Employee a Developer No Jira ticket. No sprint planning. No six-week estimate. Just a working solution. Dec 1, 2025 The Man Who Built GPT Says More GPUs Won't Get Us to AGI His new $5 billion company is betting on something else entirely Nov 30, 2025 57% of Work Hours Could Be Automated. So Why Aren't They? A guide to reading the new McKinsey Global Institute report like an operator, not a headline writer. Nov 27, 2025 A quick note of thanks I wanted to send a quick note before the day gets going.Writing is a strange job. Nov 26, 2025 Your AI Tools Aren't Competing. They're Applying for Different Jobs. Why the "best AI" question is costing you the wrong kind of money Nov 25, 2025 I Gave The New Claude Opus 4.5 a 50-Page PDF. It Handed Me Back a Board Deck. Anthropic finally figured out what we actually do all day Nov 24, 2025 Google Just Showed Us What AGI Will Look Like. It's Disguised as an Image Generator. Nano Banana Pro doesn't guess. It reasons, critiques, and corrects itself before rendering a single pixel. Nov 20, 2025 Gemini 3 Is Probably The Best Model Right Now. That's Not The Question. The real decision isn't about power. It's about where hallucinations will cost you money. Nov 19, 2025 Google Finally Built an AI That Finishes the Job Your team has been drowning in AI suggestions. Google's betting you'd rather have AI execution. Nov 18, 2025 I've Used AI Every Day for Three Years. Here's What Nobody Tells You About Making It Work. The secret to AI leverage: treating it like a slightly overeager junior analyst, not a crystal ball. Nov 16, 2025 Google's Secret Weapon Isn't Gemini - It's the Stubborn London Lab That Built It What happens when you let researchers ignore quarterly earnings for a decade (spoiler: Nobel Prizes and actual competitive advantage) Nov 13, 2025 ChatGPT 5.1: The writing quality fix you've been waiting for, and why Google and Anthropic should be watching this closely. The model capabilities are converging. What separates winners now is whether your team actually enjoys using the AI, not whether it aces benchmarks Nov 11, 2025 Stop Debating Your Dashboard - Prototype It in Two Hours I fed the same prompt to three LLMs and got three different executive dashboards. One was board-ready, one was getting there, one missed the mark. Nov 8, 2025 I Ran Identical Research Through Five AI Deep Research Tools. Only Two Produced Work You Could Show Leadership. ChatGPT and Gemini delivered research you could present Tuesday morning. Claude took two hours and contradicted its own margin math. Nov 7, 2025 How connecting Deep Research to your actual work documents creates platform dependency. Google Just Weaponized Your Workspace Against Switching Costs Nov 5, 2025 The Top AI Capabilities Every Executive Should Be Using Right Now (But Probably Aren't) Why learning to build apps in ChatGPT, automate spreadsheets in Claude, and schedule research in Gemini matters more than understanding how LLMs work. Nov 4, 2025 From Gemini Prompt to Google Slides in 10 Minutes. Your Team Still Needs 10 Hours. Here's Why That Matters. When competitors draft three narrative approaches in the time your team builds one slide deck, that's not a productivity gap, it's a strategic… Nov 3, 2025 Territory Planning in Weeks, Not Quarters: The AI Playbook Sales Leaders Are Using to Skip the Politics The practical playbook for cutting territory planning from 90 days to 14 days while improving balance, protecting key relationships, and reducing… Oct 30, 2025 Why Google’s Vertical Integration Creates a Formidable Moat in the AI Race The company that owns search, chips, models, and cloud infrastructure just posted 35% growth in enterprise AI. Oct 29, 2025 Everyone Has ChatGPT. Only Some Are Getting Faster. Usage is standard. ROI is measured. The constraint shifted. Leaders who build internal capability while competitors buy seats will own the next twelve… Oct 27, 2025 The $0 AI Browser Upgrade: How Chrome Is Killing Competitors Without Asking You to Switch The real competitive moat isn't AI features - it's shipping them inside infrastructure your teams already trust, with policy controls your CISO will… Oct 26, 2025 Stop Waiting for IT: How to Ship Custom AI Tools in an Afternoon Why Claude Skills are spreading faster than agent frameworks: they're simple to govern, easy to standardize, and useful on day one. Oct 23, 2025 Microsoft Copilot's Consumer Push Shows Where Enterprise AI Expectations Are Heading Microsoft is building consumer AI muscle around proximity, context, and collaboration. Oct 21, 2025 The AI Productivity Stack Just Got Practical: Four Launches Worth Your Attention Four AI launches that work where your team already works, with clear pilots you can run next week. Oct 21, 2025 Stop Hiring AI Agents. Start Supervising Them. How to build retrieval systems, review gates, and economic models that turn agent hype into compounding returns. Oct 18, 2025 Claude Skills: Turn Your Best Process Into Repeatable AI Work Teach your AI once. Get the same quality every time. No heroic prompts required. Oct 16, 2025 The Monday Morning Problem: How to Turn AI Curiosity Into Lasting Behavior Change The simple practice routine that turns impressive demos into measurable time savings and better work Oct 15, 2025 Stop Guessing When You'll Hit Your AI Limit. Google Just Put Usage Math in Plain Sight AI Studio's new usage dashboard turns 'maybe we can try this' into 'here's exactly what 10,000 requests per day will unlock for us Oct 13, 2025 AI's New Bottleneck Isn't Intelligence. It's Power, Governance, and How You Rewire Work. Forget model size. The new variables are inference budgets per task, power availability for compute, and measurable outcomes: hours returned and… Oct 12, 2025 AI Isn't a Pilot Program. It's Your New Operating System. Why the firms winning with AI treat it like infrastructure, not innovation theater Oct 11, 2025 Stop Running 10 AI Pilots. Start With One Platform That Actually Works. Google just launched Gemini Enterprise as a centralized AI platform. Here's how it compares to Microsoft Copilot and what to pilot first. Oct 10, 2025 Your Firm's AI Context Is an Asset. Start Treating It Like One The practical steps to inventory, structure, and protect your firm's AI context while vendors figure out portability Oct 8, 2025 The Case for AI Monogamy (Sort Of) The memory, integrations, and daily workflow that matter when you're ready to stop pasting the same instructions into three different chatbots Oct 7, 2025 From Prompts to Products: What Actually Matters from OpenAI's DevDay Last year everyone made a custom GPT. This year you can actually ship something people will use on purpose Oct 6, 2025 How to Get Claude to Create PowerPoint Slides in Your Corporate Template (Step-by-Step) Because Your Boss Cares About Brand Consistency, and You Care About Your Sanity Oct 2, 2025 The Junior Analyst Who Never Sleeps: How Claude Sonnet 4.5 Became the Office MVP No Coffee Breaks, No Small Talk, and Somehow Still Better at Excel Than Brad from Finance Sep 29, 2025 AI Workslop isn’t an AI problem. It’s a management problem. Your team's polished PowerPoints are actually expensive paperweights, and ChatGPT isn't the one to blame Sep 18, 2025 Fork Your AI Conversations: Why Power Users Branch Their Chats Finally, a Way to Have Your Cake and Edit It Too Sep 18, 2025 Most Americans Have Heard of AI. Few Actually Use It. Here's What That Gap Means for Leaders Fresh Gallup data reveals why your AI rollout might be stalling and five practical fixes that actually work Sep 16, 2025 The Great AI Split: Humans Want Advice at 10 PM, Systems Want Automation at Scale Fresh data from OpenAI and Anthropic reveals writing beats code, context beats price, and your best ROI might be helping people edit emails faster Sep 15, 2025 From ChatGPT to Court Sanctions: Why Public AI Tools Are Professional Malpractice Waiting to Happen Your Client, Your Signature, Your Problem: A Guide to the Legal AI Minefield Sep 14, 2025 When The Curves Cross: AI, Robots, and the Next Ten Years We Can’t Ignore The real divide isn’t industries; it’s adopters vs. non-adopters on the same team - so re-skill and redesign now. Sep 11, 2025 Claude just started handing you finished files, not advice Finally, an AI that ships excel and powerpoint slides, not just vibes. Sep 9, 2025 The $1.5 Billion Question: What Anthropic's Copyright Settlement Really Means for Creative Work At $3,000 per book, Anthropic just proved that training AI on human creativity costs less than a month's cloud computing bill Sep 7, 2025 Context is Capacity: How to Stop Paying for an AI That Can't Remember Forget the marketing hype. We break down the one number that actually determines an AI’s power for real work - context window size - and why the gap… Sep 5, 2025 It’s Google’s World, We’re All Just Living In It Default is destiny - Gemini now lives in your inbox, your pocket, and (Siri-ously) maybe your iPhone. Sep 3, 2025 Claude flips the privacy default, opt out before September 28 Treat this like the “do not swim with the hair dryer” label for your data, funny until it isn’t Sep 1, 2025 Summer 2025 in AI: what changed, what matters, and what’s next From GPT-5 and Claude 4.1 to Grok 4 and Pixel 10, here’s what changed and why it matters Aug 29, 2025 The Career Ladder Is Gone. My Kids Will Get a Diamond Instead. Why AI Eliminating Grunt Work Might Be Breaking How We Build Experts Aug 27, 2025 If Apple Lets Google Fix Siri, That's Not Surrender. It's Strategy. Perfection is pretty, shipping is profitable Aug 26, 2025 Too Much AI Content to Watch? 3 Smart Ways to Turn YouTube Videos into Text Fast Let the bots watch the hour-long video - your job is to skim the five-minute summary. Aug 23, 2025 No, 95% of AI Pilots Are Not Failing Pilot Error: The Stall Was Scope, Not Science Aug 21, 2025 The day Google made the iPhone feel old The first phone launch in years that felt like a work upgrade, not a gadget demo Aug 19, 2025 It remembers. And that changes everything. When your AI remembers, switching stops being simple Aug 17, 2025 School has two jobs. AI is forcing us to admit it. AI in one hand, pencil in the other: proof of mind and proof of work Aug 14, 2025 Battle of the Digital Easels: A Visual Test of Today's Top AI Models A side-by-side visual comparison of how today's top models handle artistic, abstract, and business-centric image requests. Aug 13, 2025 GPT-5’s bumpy start: what I saw, and what it means for your team From missing 4o to misrouting: what went wrong and how OpenAI course-corrected Aug 12, 2025 I Just Tested NotebookLM's New Video Feature on My Training Content. Here's What Every Executive Needs to Know. An honest assessment of Google's latest AI content creation tool and why early experimentation matters for business leaders. Aug 11, 2025 AI That Actually Does Something With Your Google Workspace Claude and ChatGPT read your Google world. Gemini acts in it. Aug 8, 2025 GPT-5 Is Here - And It Feels Like Working With a Smarter Colleague From Hallucinations to Honest Answers - Why GPT-5’s leap in reasoning is the upgrade business users have been waiting for. Aug 6, 2025 Google's Gemini Likely Just Crossed 1 Quadrillion Tokens Processed Per Month: Here's Why Your Brain Can't Comprehend That Number From 9.7 trillion to over 1,000 trillion in just 16 months, the AI revolution is accelerating faster than we can measure Aug 2, 2025 The Director in the Machine: Moving Beyond the Prompt to Take Control of AI Content Forget prompt whispering. It’s time to give your AI a script. Jul 27, 2025 How Norway's $1.8 Trillion Fund Saved 213,000 Hours with AI (And What Your Organization Can Learn) When Your CEO Becomes an AI Evangelist 'Maniac' and Why That's Exactly What You Need Jul 22, 2025 Google's Best AI Is Hidden in Plain Sight—And Your Competitors Might Already Be Using It Why Google Built Two Completely Different AIs (And You're Using the Wrong One) Jul 15, 2025 The 'USB-C for AI' Has Arrived, and It Will Change How Your Business Operates Why connected AI is becoming as essential as email, and easier to implement than you think Jul 13, 2025 Your Company Already Has the Answers. Claude Just Made Them Findable The small law firm that found their smoking gun on page 113 – and why every executive should care about RAG Jul 7, 2025 Your Custom AI Assistant Just Moved Into Google Docs Why settle for one AI assistant when you can have a whole team of specialists? Jul 2, 2025 When AI Couldn't Run a Vending Machine: What Anthropic's Project Vend Reveals About Our Jobs The $85 Deal That Revealed the Gap Between AI Intelligence and Business Sense Jun 30, 2025 Your AI Assistant Just Became Your Most Connected Employee From Chatbot to Chief Integration Officer: How AI Learned to Play Nice with Your Tech Stack Jun 25, 2025 Conversation Branching: The AI Feature Most Executives Don't Know About Because Starting Over is So Last Quarter Jun 23, 2025 Why Custom Instructions Are Your AI's Secret Weapon for Business Success How 20 minutes of setup transforms ChatGPT, Claude, and Gemini from generic assistants into your personalized strategy partners Jun 19, 2025 From Text to Timeline: Gemini Canvas Transforms Content into Visual Stories The latest Canvas update lets you turn any prompt into shareable, interactive infographics with just a few clicks — no design skills required. Jun 17, 2025 The AI Paradox: Why Most Companies Are Failing Despite Universal Adoption A Love Story: When Companies Swipe Right on AI But Never Get Past the First Date Jun 11, 2025 OpenAI's Game-Changing Move: o3-pro Launch and o3 80% Price Drop Breaking: OpenAI just made 'too expensive' the worst excuse in tech. Jun 9, 2025 The Single Biggest Advantage AI Assistants Have Been Missing We've Been Uploading PDFs to AI Like It's 1999. Google's Gemini Gems Just Killed Static Knowledge Bases Forever Jun 6, 2025 Why Your Finance Team's Excel Files Are Sabotaging Your AI Success While your competitors are throwing money at expensive AI tools, the smartest finance teams are gaining massive advantages with a free file format… Jun 3, 2025 The Finance Executive's Secret Weapon: How To Cut Monthly Report Time by 75% Using LLMs A Former CFO's Proven Framework for AI-Powered Financial Analysis That Actually Works Jun 2, 2025 Two AI Reports Every Business Leader Must Read Now Mary Meeker came out of semi-retirement to write one word 51 times in her new AI report: "UNPRECEDENTED." When the Queen of the Internet uses that… May 29, 2025 Why I Fired My Design Budget: Google Gemini's Canvas Just Changed Visual Storytelling My lawyer friend just paid $3,500 for a timeline that Google Canvas would make for free in 10 minutes. May 27, 2025 The AI Chess Match: Tech Giants Position for the Endgame Plot twist: While everyone's arguing about ChatGPT vs Claude, Google quietly became the AI equivalent of that friend who shows up to poker night with… May 23, 2025 Anthropic's Claude 4: A Game-Changer for Business, But Not Without Trade-offs Breaking: AI achieves what no human programmer ever could—working 7 hours without checking Reddit. The future is here, and it has incredible focus. May 22, 2025 The AI Throne: How Google Dethroned Apple in the Intelligence Race Apple Intelligence? More Like Apple Ignorance – Google Just Served Cupertino a Digital Beatdown May 21, 2025 Google I/O 2025: The Renaissance of Innovation and Why It Matters to Your Business Google isn't just back in the AI race—it's lapping the competition in Gucci smart glasses. May 20, 2025 The Next Frontier: Key Insights from Eric Schmidt's Recent TED Talk on AI The Under-hyped Revolution: Why Eric Schmidt Believes We're Still Not Taking AI Seriously Enough May 15, 2025 Fact-Checking in the o3 Era: Why OpenAI's Latest Model Is a Game Changer o3: Because manually fact-checking your boss's PowerPoint slides is so 2024. Now AI can tell you which 'synergistic growth metrics' are actually just… May 14, 2025 Claude Enters the Deep Research Arena My consulting clients used to pay me the big bucks to connect dots between obscure regulations – now Claude does it faster than I can expense my… May 12, 2025 Beyond Basic Prompts: Understanding AI Platform Extensions and When to Use Them My client asked me what GEMS, GPTs, and Artifacts were, and I realized we've reached Peak AI Buzzword Bingo. May 7, 2025 Translating AI Theories into Business Reality: Lessons from OpenAI's Enterprise Leaders AI Isn't Coming for Your Job, It's Coming for Your Excuses: How Seven Companies Actually Made AI Work While You're Still 'Exploring Options May 6, 2025 Breaking Barriers: How Anthropic's New Integrations and Remote MCP Capabilities Will Transform Business Process Automation Claude just got a serious upgrade that lets it talk to all your cloud apps at once - it's like giving your AI assistant the master key to your digital… May 5, 2025 Google's NotebookLM Gets a Major Upgrade: What Business Leaders Need to Know NotebookLM Just Got an IQ Upgrade, and Now It's Smarter Than Your Strategy Team (Don't Tell Them). Apr 30, 2025 The Rise of AI-First Organizations: More Than Just a Buzzword AI-First Is No Longer Optional: Why Companies Like Duolingo and Shopify Are Completely Restructuring Around AI. Apr 29, 2025 The Dawn of the Frontier Firm: How AI Agents Are Redefining the Future of Work Your next coworker doesn't need coffee breaks or vacation days. Welcome to the Frontier Firm, where AI agents are rewriting the org chart. Apr 28, 2025 The AI Code Revolution: Why Your Company Can't Afford to Be Left Behind While You're Still Coding by Hand, Google's AI Is Writing 25% of Their Software. Your Competitors Are Already on the AI Train—Are You Still at the… Apr 24, 2025 The New Moore's Law: How AI Agents Are Accelerating Beyond Our Expectations While Moore gave us 24 months, AI agents are doubling their capabilities every 4. Your five-year strategic plan might already be five years behind Apr 17, 2025 OpenAI's o3 and o4-mini: Pushing the Boundaries of AI Reasoning OpenAI's o3 can read a 300-page book and write a 150-page analysis in response. My human colleagues still haven't finished reading the 5-page memo I… Apr 14, 2025 ChatGPT's New Memory: How OpenAI's Latest Feature Will Transform Your Business Workflows Say goodbye to AI-induced déjà vu—repeating yourself to ChatGPT is officially a thing of the past. Apr 9, 2025 Becoming an AI-First Organization: A Leader's Guide to Meaningful Transformation Everyone's claiming to be "AI-first" while their CEO still has an assistant print their emails and schedule their Zoom calls Apr 7, 2025 ChatGPT Projects: The Organizational Game-Changer for Legal (and other!) Professionals ChatGPT Projects is like Marie Kondo for your AI workflows—everything in its place and sparking productivity for legal professionals. Apr 5, 2025 File Compatibility Across Leading AI Models: A Practical Guide No more playing file format roulette with AI assistants Apr 1, 2025 AI in the Boardroom: Trusting Algorithms for Big Decisions How C-suite Leaders and Boards are Leveraging AI-Driven Decision Making Mar 31, 2025 Protecting Your Privacy: How to Prevent LLMs from Training on Your Data Think your AI chats are private? Discover how to prevent the innocent question about your medical condition from becoming training data for tomorrow's… Mar 27, 2025 ChatGPT's New Image Generation: A Game-Changer for Business in 2025 Why is my twitter feed filled with Studio Ghibli? Mar 26, 2025 Gemini Pro 2.5 Experimental: Why Google's Latest AI Has Me Genuinely Excited The best AI model out there right now Mar 18, 2025 QUICK TAKE: Gemini's New Canvas and Audio Overview: Transforming How We Collaborate with AI My two favorite (virtual) podcast hosts! Mar 17, 2025 From Flash to Fast: Google Gemini's Deep Research Update Revolutionizes Research IMPORTANT NOTE:I’m moving this newsletter from Substack to LinkedIn. If you aren’t already connected with me on LinkedIn, please do! Mar 13, 2025 The Business Guide to Picking the Right ChatGPT Model So many models to choose from. 4o, 4.5, o1, o1 pro, o3-mini, o3-mini-high. Mar 3, 2025 The Art of AI Conversation Common Sense Rules for Effective LLM Prompting Feb 26, 2025 AI on Autopilot: Unleashing the Silent Power of ChatGPT-4o's Scheduled Tasks The Background Genius: How Scheduled AI Quietly Transforms Your Productivity Feb 18, 2025 The AI Research Wars: How Three Tech Giants Are Racing to Reinvent Knowledge Work Perplexity's Deep Research Enters The Arena Feb 11, 2025 The Research Revolution: How AI is Rewriting the Rules of Knowledge Work The Algorithm as Apprentice: When Your Research Assistant is an AI

2024

Dec 30, 2024 Trust But Verify: Navigating Privacy Settings Across Major AI Platforms Don't train on my data! Oct 16, 2024 Fall into the Future: Rethinking Annual Planning in the Age of AI Harvest the Power of AI: Sowing Seeds for Next-Gen Planning Jul 17, 2024 Gen X: Unlocking Deep Value with AI Cynical and skeptical no more Jul 2, 2024 The rise of the highly personal, private, context-aware AI Apple playing the long game with Apple Intelligence Jun 24, 2024 Show Me the Money: Designing Sales Comp Plans That Drive Results The Art of Compensation: Balancing Simplicity, Transparency, and Adaptability May 6, 2024 Data Doesn't Lie: Why Root Cause Analysis is the CRO's Secret Weapon Stop using band-aids to address complex problems Apr 4, 2024 The New Era of Executive Reporting Excel No More: How AI-Driven Conversations are Reshaping Executive Reporting Apr 1, 2024 Mastering the Chess Game of B2B SaaS Sales The Strategic Importance of Territory Planning Mar 20, 2024 VP of RevOps? SVP of RevOps? What's the difference? A quick take on how I see the differences in the roles. Mar 19, 2024 RevOps vs. Sales Ops: Why B2B Tech Needs a Revenue Revolution Streamlining Success: Understanding the Shift to RevOps for Tech Growth Mar 4, 2024 Advice for a new VP of RevOps In the beginning . . . Feb 19, 2024 Why Every B2B Business Needs RevOps The Key to Unlocking Predictable Growth Jan 29, 2024 Jumpstarting productivity in RevOps Using CoPilot, Notebook and Perplexity Collections today Jan 9, 2024 Three ways you can start using AI in RevOps today New Year, New You, Unlimited Possibilities (with AI!)

2023

Dec 20, 2023 A few AI Predictions for 2024 Will this list be a crystal ball or a bowling ball? Dec 19, 2023 Write, write, right! The AI Advantage: How Artificial Intelligence is Transforming RFP Response Processes Dec 5, 2023 AI, AI, AI - it's everywhere. But where do I start? A few real-world GTM focused AI use cases that any organization can use today Nov 13, 2023 The AI innovation train keeps accelerating Five ways you can use AI in your business today Oct 20, 2023 QBR's and Sales Reviews will never be the same again Testing Google's NotebookLM: Combining your notes with LLM insights to rethink enablement and transformation Oct 12, 2023 GPT-4V (Vision) This is the coolest and most powerful tech I've seen this year Oct 2, 2023 Claude - it's time to revamp our sales compensation plans! Leveraging AI to analyze and improve your annual compensation plans Sep 13, 2023 Use AI to help plan complex activities like SKO Use ChatGPT with selected plugins to drive an interactive decision-making process. Sep 8, 2023 Wait, wait, wait. ChatGPT can do Pipeline Conversion? Just how smart is this thing? Aug 31, 2023 Not a regular thought leadership post... But an invitation to a free session on how to leverage AI to increase your productivity today Aug 21, 2023 Do you have the right integrated model to grow your business? Is finance, marketing and sales really on the same page? Aug 21, 2023 Quick poll question: would you attend a free interactive Zoom meeting to show specific examples of how you can use various AI tools to increase your personal productivity? Getting better at ChatGPT, Claude and Bing Chat Aug 2, 2023 Are you driving with only half an engine? The strategic importance of RevOps "Strategy without tactics is the slowest route to victory. Tactics without strategy is the noise before defeat." - Sun Tzu, The Art of War Jul 18, 2023 ChatGPT's Code Interpreter is going to change your life RevOps analysis will never be the same again Jun 28, 2023 RevOps leadership is the central axis for business context “Building a visionary company requires one percent vision and 99 percent alignment.” – Jim Collins Jun 22, 2023 AI Thinks. Therefore AI am. We're just at the beginning of how AI will impact RevOps. Let the revolution begin! Jun 7, 2023 It's the data stupid.... "Intuition is a powerful thing, but it's not always right" May 31, 2023 The Impact of AI on RevOps: Part II “By far, the greatest danger of Artificial Intelligence is that people conclude too early that they understand it.” – Eliezer Yudkowsky May 23, 2023 The Impact of AI on RevOps: Part I "Don't manage. Lead change before you have to." - Jack Welch May 10, 2023 How much should you pay for free MRR months? Aligning your sales commissions payouts with recognized revenue earned on a deal. May 8, 2023 Wait, wait, weight! Better forecasting through weighted pipeline. May 3, 2023 Does size really matter? Picking the right type of territory model for your sales team can make the difference between success and failure. Apr 17, 2023 "Time Kills All Deals" Are your sales teams getting more efficient in closing business? Mar 7, 2023 "Coffee is for closers..." Building a SPIFF program to drive the behavior you want Feb 28, 2023 A picture is worth a thousand words A good chart? Priceless. Feb 19, 2023 Guiding the way Policies, procedures, and guidelines make operational decisions better, faster, and consistent. Feb 13, 2023 Meetings, meetings, meetings. Sometimes an email just isn't enough Feb 6, 2023 How did your sales team do last quarter? Inspect what you expect Jan 27, 2023 The next quarter is already baked You can't magically change pipeline or capacity instantly Jan 19, 2023 How are we tracking on demand generation and bookings this quarter? Never show just a moment in time when you can show a time series Jan 15, 2023 Every business has a rhythm Do you know how to keep it in step? Jan 11, 2023 I have been using Excel for 30+ years Pivot, pivot, pivot... This one's a little geeky. Jan 10, 2023 Pipeline is lifeline Measuring what matters Jan 2, 2023 RevOps is easy.... Right? Find some pipeline, give it to the account exec and close the deal

Let's talk

Ready to apply this at your firm?

A 20-minute call. I'll identify which workflows are worth prioritizing and the right way in.

Prefer to reach me directly? (805) 876-4847 steve@intelligencebyintent.com Or book a time on my calendar