Most organizations pick AI tools by asking the wrong question. They benchmark capability, compare feature lists, and choose the most powerful option then wonder why adoption stalls at 10-15% six months later. Kevin and Matt Graham dig into the real selection criteria leaders should be using, and why usability almost always beats raw capability when […]
EP #37 Why Your AI Pilot Is Just a New Steam Engine
Most companies are repeating a 100-year-old mistake with AI and the history of factory electrification explains exactly why. In this conversation, Kevin Williams and Matt Graham trace the parallel between the factories that plugged in electric motors without redesigning their floors and the organizations today that are adding AI tools without touching the structures underneath […]
Ep #34 When Your Vibe Coder Doesn’t Know What They Don’t Know
Anthropic and OpenAI didn’t deploy billions into embedded engineering organizations because they suddenly got interested in consulting. They did it because a trillion dollars a year in AI infrastructure only gets paid for one way: token consumption at scale. And that only happens when organizations actually know how to use the tools. The McKinseys of […]
Ep #33 The Head of AI Role Everyone Wants Doesn’t Report to IT
Most leaders assume they need to hire technical talent before their organization can move seriously on AI. Wyatt Barnett runs AI at an 80-person trade association with no engineering staff and no CTO and he’s built more working AI capacity than most companies twice his size. The model is simpler and more replicable than you’d […]
Ep #32 Why Claude Code Has Nothing to Do With Code
Most people heard “Claude Code” and assumed it was a developer tool. Kevin Williams and Matt Graham from Rapid Dev are here to correct that assumption and explain why the goal-oriented loop logic at the core of Claude Code might be the most underused productivity feature available to business leaders right now. This conversation started […]
Ep #30 The One Percent Problem That Creates 68% Productivity Gains
95% of AI pilots fail to reach production, but it’s not because of the technology. Brett Schklar, CEO of AI First Leadership and author of “AI Without the BS,” has tracked AI adoption across 1,800 companies over two years and discovered the real bottleneck: the “frozen middle.” In this conversation, Brett reveals why senior managers […]
Ep #29 When Models Lie and You’re Still Paying for the Tokens
When AI models hallucinate confidently while burning through your token budget, you need more than better prompts you need better processes. In this episode, Kevin and Eli explore the reality of working with AI that lies while you pay, the evolution from saved prompts to voice-triggered workflows, and why validation loops matter more than model […]
Ep #28 Why Your AI Productivity Wins Are Making You Miserable
Kevin and Eli dive deep into the hidden costs of AI productivity gains, exploring how cognitive overload and social isolation are creating a new form of workplace burnout that organizations aren’t prepared to address. In this candid conversation, they share their personal experiences with AI work density accomplishing 80-100x more work daily while feeling more […]
Ep #27 Is Your Organization Ready or Just Excited?
What does AI implementation actually look like when you move beyond the hype? Aaron Wilt, CEO of 40-person Pulse V Holdings, shares the unfiltered reality of deploying AI in a mid-market business where technical sophistication meets organizational complexity. This conversation reveals why even leaders who deeply understand AI struggle with organizational deployment, and what it […]
Ep #26 The Microsoft-Claude Connection That Actually Works
Kevin Williams breaks down the Microsoft-Claude integration that’s transforming productivity workflows, plus the legal risks and model competition shaping AI adoption decisions. The Claude add-on for Microsoft Office enables something most people haven’t seen yet: lateral document communication. Your email can talk to Word, Word can talk to Excel, Excel can talk to PowerPoint all […]










