AI at Work

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 […]

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 […]

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 […]

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 […]

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 […]

The AI industry loves throwing around the word ‘agents,’ but most teams are still stuck in basic prompting mode. Kevin and Eli cut through the semantic noise to reveal what actually matters: sophisticated automation is now accessible through natural language, not technical configuration. In this episode, they explore the practical reality of moving from one-off […]

When Anthropic’s Claude went down at 6:15 AM on tax day, it exposed a critical blind spot that most AI-adopting organizations haven’t considered: vendor dependency risk. In this episode, Kevin and Eli dive deep into what happened when their entire AI-powered workflow ecosystem crashed simultaneously, revealing the hidden dangers of building business operations around single […]

Kevin Williams & Elijah Szasz demonstrates the end of interface friction by consolidating his entire workflow into a single Claude conversation. No more jumping between ClickUp, HubSpot, and Slack – everything happens through natural conversation with AI connectors pulling and pushing data to the right systems. This episode explores a fundamental shift happening right now: […]

Kevin and Eli dive deep into Claude Cowork’s browser automation capabilities and uncover a significant shift happening right now in white-collar work. What starts as excitement about AI controlling browsers quickly turns into a sobering discussion about immediate workforce displacement. In this conversation, Kevin demonstrates his weekend vibe-coding project a complete podcast processing tool while […]

Elijah and Kevin zoom out from the weekly AI frenzy to a more uncomfortable truth: most leaders still do not believe what is coming. They unpack why big organizations misread adoption signals, why an AI manifesto from the very top matters, and how “cheap” offshore workflows can paradoxically delay automation. The conversation then turns to […]