Humans of AI: Presented by WRITER

WRITER

WRITER's Humans of AI takes listeners behind the business of AI and into the intimate stories of those at the forefront of the AI era. Listen to leaders as they navigate how generative AI is changing their work, and lives.

  1. The messy reality of enterprise AI: Lilly Raymond on adoption, trust, and human judgment

    1d ago

    The messy reality of enterprise AI: Lilly Raymond on adoption, trust, and human judgment

    We don’t always talk about the human side of transformation. We like the case studies. We like the ROI slides. But what happens when you bring powerful new tools to teams of experts who care deeply about quality, judgment, and craft? In this episode of Humans of AI, host Alaura Weaver and WRITER CMO Diego Lomanto sit down with Lilly Raymond, a marketing executive who has led MarTech and AI transformation across major financial services brands. Lilly shares a practical perspective on leading marketing teams through AI adoption in complex, highly regulated environments. We explore the tension between pride in craft and the need to build new ways of working, and how leaders can navigate workflow, governance, and change management in regulated industries. Lilly discusses why AI’s greatest impact may come from being embedded earlier in the process, helping teams improve the quality, consistency, substantiation, and readiness of content before it reaches legal, compliance, or expert review. Plus, as a university professor, Lilly shares a unique perspective on what the next generation of marketers is telling us about AI, authenticity, and the skills that will matter most as entry-level work evolves. Key takeaways: Pride in craft:Why experienced teams care deeply about quality, voice, judgment, and professional standards, and how AI adoption works best when it respects that expertise.The power of vulnerability:How leaders can foster adoption by admitting they don’t have all the answers and learning alongside their teams.Improving review readiness:Why AI’s biggest impact in regulated industries may be upstream, helping teams strengthen content before it enters legal, compliance, or expert review.Developing future talent:How changes to entry-level work create a greater need for internships, apprenticeships, and hands-on projects that build human judgment.The enduring value of storytelling:Why judgment, taste, and the ability to craft a narrative remain critical skills in an AI-driven world. Listen now to hear how leaders can guide teams through the human side of enterprise AI transformation. Subscribe to Humans of AI for more stories from people navigating the intersection of business and artificial intelligence. Watch the full video interview on the WRITER YouTube channel for bonus content and deeper insights. Learn more about WRITER at writer.com.

    27 min
  2. When the Funnel Collapses: Rebuilding Marketing with AI Agents | Christian Westcott

    May 20

    When the Funnel Collapses: Rebuilding Marketing with AI Agents | Christian Westcott

    For decades, the inbound marketing playbook was clear: create content, rank on search engines, and capture leads. But what happens when that machine breaks? In this episode of Humans of AI, hosts Alaura Weaver and WRITER CMO Diego Lomanto sit down with Christian Westcott, a search industry veteran who watched the traditional top-of-funnel collapse as AI search engines changed how buyers find information. Instead of denying the shift, Christian reframed his entire role. We explore the messy, uncomfortable, and necessary process of tearing down your own expertise to build something new. Christian shares how he moved past the fear of obsolescence to build AI agents that eliminated 95% of his team's operational friction, saving 80 hours a month on QA alone. More importantly, he reveals how he's pioneering new ways to measure and capture "AI visibility" in a world where traditional attribution is getting cloudier. If you're a marketing leader trying to figure out how to adapt your team's workflows for the AI era, this episode offers a pragmatic, optimistic look at what's possible when you stop improving the past and start inventing the future. Listen to discover: Why the shift from search to AI is a move from productivity to differentiation.How to identify the "cluttered pantry" workflows in your team that are ripe for AI automation.The reality of building AI agents: why false positives and iteration are part of the process.How to measure success when traditional attribution models no longer tell the whole story.The "Monday Morning Action" you can take to start transforming your team's work today.Watch the full unedited conversation on YouTube Read the recap blog post Subscribe to Humans of AI for more stories from people navigating the intersection of business and artificial intelligence. Watch the full video interview on the WRITER YouTube channel for bonus content and deeper insights. Learn more about WRITER at writer.com.

    19 min
  3. The Guardian of Taste: Why slowing down is the ultimate AI strategy with Robert Rose

    May 6

    The Guardian of Taste: Why slowing down is the ultimate AI strategy with Robert Rose

    We all hit the "skip intro" button. We're conditioned to move faster, ship more, and check another box. But what if speed is the wrong metric to optimize for? In this episode of Humans of AI, we sit down with Robert Rose, co-founder of the Content Marketing Institute and former Silicon Valley CMO, to discuss AI in marketing — we're using it to train "button pushers" instead of developing craft. Robert argues that AI is the first technology in 20 years inviting us to slow down, get deeper, and become more creative. He shares his framework for using AI as an "argument room" to pressure-test ideas, why the CMO must become the "guardian of taste," and how to find the valuable friction that differentiates your brand in a sea of AI-generated sameness. In this episode, we cover: Why 30% of a marketer's time is spent configuring tools instead of telling storiesThe danger of "AI theater" and using AI to do more activities without adding valueHow to use AI to pressure-test your thinking and find your blind spotsWhy the CMO's new role is the "guardian of taste"How to build quality into your process from the beginningListen to the full episode to learn how to stop being a button pusher and start making things that matter. WRITER WRITER on Linkedin WRITER on X About the Guest: Robert Rose Robert Rose has spent 15+ years helping marketing teams figure out what actually matters‌ — ‌and cut the rest. He's the Chief Strategy Advisor at the Content Marketing Institute, founder of consulting firm Seventh Bear, and the author of five books on content and marketing strategy. He's guided over 500 companies, from Salesforce and Adidas to Roche and NASA, on how to build marketing that earns trust rather than just attention.  He co-hosts the This Old Marketing podcast, teaches the official Content Marketing Strategy certification for the American Marketing Association, and is known for one guiding principle — modern marketing shouldn't rely on spammy funnels, soulless automation, or whatever the latest hack is that'll be obsolete by next Tuesday.  In other words, he’s exactly the right person to talk to about what it means to be a marketer when AI can generate infinite content on demand. Subscribe to Humans of AI for more stories from people navigating the intersection of business and artificial intelligence. Watch the full video interview on the WRITER YouTube channel for bonus content and deeper insights. Learn more about WRITER at writer.com.

    26 min
  4. When AI optimizes for the wrong thing — with Nicole Alexander, former Meta executive

    Feb 25

    When AI optimizes for the wrong thing — with Nicole Alexander, former Meta executive

    What happens when marketing AI stops finding the right customer and starts finding the right moment of weakness? Nicole Alexander, former Global Head of Marketing at Meta and author of "Ethical AI in Marketing," takes us inside one of the most uncomfortable truths about modern marketing technology. Nicole reveals how optimization algorithms don't just target demographics anymore — they identify emotional vulnerability. We explore the distinction between growth as a physics problem and responsibility as a human problem, and why the assumption that efficiency equals ethics is fundamentally broken. Nicole shares her framework for building AI systems that scale without exploitation, explaining why the question isn't "Is this ethical?" but rather "What constraints would make this sustainable?" She offers a provocative reframe: the conversion that destroys trust isn't a win — it's technical debt on your customer lifetime value. This conversation challenges marketers to rethink how they measure success, engineers to redesign how they optimize, and leaders to consider what it means to build AI that serves people rather than simply converting them. Key Takeaways: Why AI-driven systems ask "What vulnerability is the most profitable lever to pull?"How algorithms engineered for time spent inevitably reward outrageThe business case for treating trust as a technical constraint, not a review stepWhy guardrails should be part of optimization itself, not added laterNicole Alexander is a Professor at NYU, author of "Ethical AI in Marketing," and former Global Head of Marketing at Meta, where she led teams building some of the world's most sophisticated marketing systems. Subscribe to Humans of AI for more stories from people navigating the intersection of business and artificial intelligence. Watch the full video interview on the WRITER YouTube channel for bonus content and deeper insights. Learn more about WRITER at writer.com.

    16 min
  5. The AI reinvention test: Front CEO Dan O'Connell on building for the future, not the past

    Feb 11

    The AI reinvention test: Front CEO Dan O'Connell on building for the future, not the past

    What does it take to reinvent a 10-year-old company when AI changes everything overnight? Dan O'Connell, CEO of Front, knows the answer‌ — ‌and it's not what most boards want to hear. Dan shares the framework he's using to lead Front through an existential transformation from legacy player to AI-first platform. Drawing on lessons from building TalkIQ, scaling through Google's hypergrowth, and growing Dialpad from dozens to over a thousand employees, Dan reveals how pattern recognition becomes your superpower when navigating change at scale. Dan's framework isn't just about AI‌ — ‌it's about building the kind of organization where everyone knows their role, understands the mission, and can move fast without losing control. Whether you're leading a startup or transforming an enterprise, this conversation will change how you think about structure, transparency, and what it really takes to build AI-first. In this episode, you'll discover: The three-part diagnostic for determining if your company needs AI-first reinvention (Spoiler: If you're asking, you probably do)Why structure and process don't slow innovation—bad structure does The leadership mistake Dan made in his first 90 days that became his most valuable lesson • How transparency drives decision velocity and distributed decision-making at scale Why Front is betting that human touch becomes the competitive advantage when automation becomes table stakes The paradox of alignment: Why being explicit about what you're NOT doing matters as much as what you areSubscribe and Listen:🎧 Apple Podcasts | Spotify | YouTube Learn more at writer.com  Subscribe to Humans of AI for more stories from people navigating the intersection of business and artificial intelligence. Watch the full video interview on the WRITER YouTube channel for bonus content and deeper insights. Learn more about WRITER at writer.com.

    19 min
  6. From vending machines to champions: Eric Porres, Logitech's Head of AI, on why the best AI transformation starts by listening, not teaching

    Jan 28

    From vending machines to champions: Eric Porres, Logitech's Head of AI, on why the best AI transformation starts by listening, not teaching

    Late 2024, Logitech surveyed their entire workforce about AI usage. Seven thousand employees. 46 countries. When Eric Porres saw the results, he stopped calling it an adoption problem. Eric had spent the year running AI training sessions across Logitech—not as his official job, but as a second shift while leading innovation and software teams. 827 people over eight months. And in those sessions, he kept hearing the same story: people approached generative AI like they approached Google. Ask a question. Get an answer. Walk away unsatisfied. They didn't realize they could iterate, refine, and improve. Then Eric discovered something remarkable: hidden in the survey data were 112 people doing exceptional work with AI. He started asking them to walk him through their process—not what they were building, but how they were thinking. And a pattern emerged around six elements. In this episode of Humans of AI, Eric shares the framework that transformed Logitech's AI adoption—and why the biggest barriers to enterprise AI aren't technical. They're human. In This Episode, You'll Learn: • Why most people treat AI like a vending machine—and how to break that habit • The 6-element DNA strand of effective AI prompting: role, context, task, output, boundaries, and reasoning • How to identify and activate AI champions already hiding in your organization • The two barriers that kill AI adoption: friction and institutional amnesia • Why leadership modeling matters more than training programs • How one question at every leadership meeting can transform your AI culture • The discipline required to make AI transformation permanent—not just another pilot program About Eric Porres: Eric Porres is the Head of AI at Logitech, where he leads enterprise AI strategy and adoption. A fifth-degree black belt with 20 years of ninjutsu training, Eric brings the same discipline and pattern recognition to AI transformation that he learned in the dojo. Before joining Logitech full-time, he founded a company to fix broken meeting culture—analyzing how organizations burn payroll dollars on ineffective collaboration—and sold it to Logitech in 2022. When Logitech created the Head of AI role in 2025, Eric had already done the groundwork: he had the data, the champions, and a framework that scaled. 🎧 Listen now and discover how to move from 1% adoption to organization-wide AI transformation. Learn more about Writer at writer.com Subscribe to Humans of AI for more stories from people navigating the intersection of business and artificial intelligence. Watch the full video interview on the WRITER YouTube channel for bonus content and deeper insights. Learn more about WRITER at writer.com.

    17 min
  7. The $10 billion culture gap: Jevan Lenox, Chief People Officer at WRITER

    Jan 14

    The $10 billion culture gap: Jevan Lenox, Chief People Officer at WRITER

    What's the difference between a $10 billion company and one that fails? The technology? The timing? The IP? According to Jevan Lenox, Chief People Officer at WRITER, it comes down to culture. And in the age of AI, that gap is about to get much wider. In this episode of Humans of AI, Jevan shares why AI doesn't just change your processes—it amplifies everything, including your cultural dysfunction. From his experience leading people teams at Insitro and Stitch Fix, he's learned that the companies that win aren't the ones with the best AI—they're the ones with cultures built for what's coming. You'll learn: • Why AI adoption is fundamentally a cultural problem, not a technical one • How to shift from efficiency culture to resilience culture • Why everyone in your organization now needs strategic thinking skills that used to be management-only • How to help employees navigate identity shifts as AI changes their roles • The difference between AI as replacement versus AI as amplification This isn't about rolling out another tool. It's about building the invisible architecture that determines whether your AI transformation succeeds or fails. Subscribe to Humans of AI on your favorite podcast platform and check out the video version on YouTube. Learn more about WRITER at writer.com. **Download the Agentic Compact:** WRITER's framework for building AI-ready organizations at https://go.writer.com/the-agentic-compact Subscribe to Humans of AI for more stories from people navigating the intersection of business and artificial intelligence. Watch the full video interview on the WRITER YouTube channel for bonus content and deeper insights. Learn more about WRITER at writer.com.

    27 min

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WRITER's Humans of AI takes listeners behind the business of AI and into the intimate stories of those at the forefront of the AI era. Listen to leaders as they navigate how generative AI is changing their work, and lives.

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