#213: AI Answers - What AI Should Never Do, Enterprise Scaling, Governing AI & Navigating IT Roadblocks

#213: AI Answers - What AI Should Never Do, Enterprise Scaling, Governing AI & Navigating IT Roadblocks

Leadership wants AI everywhere. IT security can't keep up. Marketing is racing ahead while legal and finance dig in. And every week brings another story of an AI agent doing something nobody told it to do. Paul Roetzer and Cathy McPhillips answer 15 listener questions on how to actually move organizations forward and where the real opportunities lie for individuals, SMBs, and enterprises right now. 00:00:00 — Intro 00:07:01 — How do you move a company out of AI policy paralysis? 00:08:54 — How should regulated, hands-on teams introduce AI? 00:12:30 — When companies are stuck, what tends to get them moving? 00:15:00 — Should IT security evolve to adopt AI quicker or should businesses slow down? 00:17:43 — What changes an AI-skeptic employee's mind? 00:21:18 — How should early-career professionals prioritize what to learn? 00:23:29 — Is there a point where you should stop learning and start building? 00:27:29 — Where do companies get stuck scaling AI across departments? 00:29:42 — Where is AI having the highest impact in HR? 00:33:04 — Do SMBs need a different AI playbook than enterprises? 00:35:55 — What should AI never take over? 00:39:43 — Who should be setting AI guardrails? 00:44:01 — If building software is commoditized, where is the real opportunity now? 00:47:48 — Could companies win by marketing themselves as AI-free? 00:50:15 — As generations grow up with AI, what different kinds of intelligence or capabilities do you think they’ll develop? Show Notes: Access the show notes and show links here This episode is brought to you by the 2026 State of AI for Business Report webinar. We surveyed more than 2,000 professionals on how they're actually using AI, what's working, and what's keeping them up at night. Join Paul Roetzer, Mike Kaput, and Taylor Radey on Thursday, May 14 at noon ET for a live walkthrough of the findings, plus Q&A. \ Register at smarterx.ai/webinars for live and on-demand access — and you'll also receive the ungated report. Visit our website Receive our weekly newsletter Join our community: Slack Community LinkedIn Twitter Instagram Facebook YouTube Looking for content and resources? Register for a free webinar Come to our next Marketing AI Conference Enroll in our AI Academy

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#216: Google I/O, Musk v. OpenAI Verdict, Andrej Karpathy Joins Anthropic & Meta Layoffs

#216: Google I/O, Musk v. OpenAI Verdict, Andrej Karpathy Joins Anthropic & Meta Layoffs

Google I/O dropped dozens of announcements this week, including Gemini 3.5 Flash, Gemini Omni, the "biggest upgrade to search in 25 years," and a closing statement from Demis Hassabis that we are at t...

26 Maj 1h 29min

#215: Musk v. OpenAI Round 3, AI's Hot New Job, The AI Jobs Apocalypse Debate & The 2026 State of AI for Business Report

#215: Musk v. OpenAI Round 3, AI's Hot New Job, The AI Jobs Apocalypse Debate & The 2026 State of AI for Business Report

Three big stories define this week: the Musk v. OpenAI trial wraps with the jury advising but the judge deciding. Then: why did every major AI commentator publish the same argument in the same week th...

19 Maj 1h 34min

#214: Musk v. OpenAI Round 2, Coinbase AI Layoffs, AI “Soft Nationalization & xAI Folds Into SpaceX

#214: Musk v. OpenAI Round 2, Coinbase AI Layoffs, AI “Soft Nationalization & xAI Folds Into SpaceX

The second week of Musk v. OpenAI delivered texts, secret Tesla AI plots, and backstage chaos around Sam Altman's 2023 firing. Paul and Mike also break down Coinbase's AI-native restructuring memo, th...

12 Maj 1h 30min

#212: Musk v. OpenAI Trial Begins, OpenAI-Microsoft Partnership, Big Tech Earnings & Anthropic Eyes $900B Valuation

#212: Musk v. OpenAI Trial Begins, OpenAI-Microsoft Partnership, Big Tech Earnings & Anthropic Eyes $900B Valuation

Elon Musk's federal trial against OpenAI opened this week, and he admitted under oath that xAI distills OpenAI's models. That's just where Episode 212 starts. Paul and Mike cover the full story: the ...

5 Maj 1h 39min

#211: GPT-5.5, ChatGPT Workspace Agents, The Messy Reality of Agents & Google Cloud Next

#211: GPT-5.5, ChatGPT Workspace Agents, The Messy Reality of Agents & Google Cloud Next

Three major AI companies launched agent products in the same 48 hours. The announcements were confident. The questions enterprises actually have remained mostly unanswered. OpenAI dropped GPT-5.5 and...

28 Apr 1h 28min

#210: Stanford 2026 AI Index, OpenAI Internal Shakeups, What Agents Mean for Business, Claude Design & Dwarkesh vs. Jensen

#210: Stanford 2026 AI Index, OpenAI Internal Shakeups, What Agents Mean for Business, Claude Design & Dwarkesh vs. Jensen

OpenAI is "deeply unfocused," says one of its own early investors. And that's only one of many threads pulling at the company this week. Paul and Mike dig into OpenAI's reorg, IPO drama, and valuatio...

21 Apr 1h 37min

#209: Claude Mythos, Project Glasswing, Claude Code Leak, OpenAI Raises $122B & the End of Middle Management

#209: Claude Mythos, Project Glasswing, Claude Code Leak, OpenAI Raises $122B & the End of Middle Management

An Anthropic AI model powerful enough to trigger emergency government briefings. A source code leak. A $122 billion OpenAI funding round. A Ronan Farrow exposé. Physical attacks on Sam Altman. Paul an...

14 Apr 1h 46min

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