A podcast guest can come from anywhere, even the elevator.

Matt met 25-year-old model, filmmaker, computer science graduate, entrepreneur, and self-described digital native Ethan Ikhifa while leaving Vercel Ship in New York City. Ethan was working the elevator that day, moving hundreds of attendees between floors.

Most people walked straight past him.

Matt asked how his day was.

That simple exchange became the beginning of this wide-ranging conversation about human connection, creativity, artificial intelligence, visibility, and the changing definition of valuable work.

Born in Nigeria, raised in Los Angeles, and now building a multifaceted creative life in New York, Ethan has deliberately avoided choosing a single lane. He models, produces films, shoots photography, builds websites, teaches financial literacy, studies markets, and uses multiple AI models as an extension of his thinking.

Ethan explains why Claude has become the "front door" to his digital life, how he assigns different jobs to Claude, ChatGPT, and Gemini, and why the most important AI skill may no longer be producing the work but architecting, orchestrating, and asking the right questions.

The conversation also explores:

• Why artists increasingly need to understand visibility and distribution
• How AI is changing the value of traditional experience and expertise
• Why creativity, communication, taste, and orchestration may become more valuable than raw output
• The growing disconnect between talented creators and the business systems capable of amplifying them
• Why focus is not something we find, but what remains after we remove the noise
• How the smartphone—and increasingly the AI assistant—is becoming our digital twin
• Why every person may need to think like a model, media company, and brand ambassador

This episode began with two people acknowledging each other in an elevator. It ends with a much larger question:

In a world where AI can produce almost anything, what remains uniquely human and how do we make sure the world sees it?

Matt McQueeny sits down with longtime digital experience leader and Optimizely MVP Janaka Fernando for a conversation that travels across continents, decades, and the evolution of the web itself.

Janaka shares the remarkable story of a life shaped by movement and adaptation: born in Canada, spending his earliest years in Sri Lanka, leaving during the country's civil war, growing up across small-town Ontario, Philadelphia, and New York, and eventually building a life and career in England.

The conversation explores identity, immigration, parenthood, nostalgia, and the surprising ways our early environments continue to shape us. Janaka reflects on becoming a father at twenty, starting his technology career during the earliest days of the commercial internet, working in internet cafés, and visiting the World Trade Center only months before September 11.

Matt and Janaka also trace the evolution of digital experience—from dial-up modems and early web development to enterprise content management, personalization, experimentation, and agentic marketing. Janaka explains his path from developer to technical pre-sales, consulting, EpiServer, Optimizely, Made to Engage, Valtech, and Altudo, while offering a thoughtful perspective on why Optimizely continues to resonate with enterprise marketers.

Matthew McQueeny sits down with digital strategist Peter Stringer for a conversation that begins with childhood memories of Boston sports and journalism—but quickly turns into an exploration of fascinating career parallels.

Both Matthew and Peter started as aspiring sports journalists. Both discovered the web in its infancy and used HTML, websites, and digital publishing to bypass the traditional media gatekeepers. One landed with the New Jersey Nets. The other with the Boston Celtics. Together, they witnessed—and helped shape—the transformation from newspapers to websites, from websites to social media, and now from search engines to AI.

Along the way, they share stories from inside professional sports organizations, what it was like earning trust with coaches and players, how team websites disrupted traditional media, and why the best careers often come from embracing technologies before everyone else realizes their importance.

Matt talks about this crazy 2019 NBA free agency season, Kawhi Leonard leaving Toronto for Southern California, the Brooklyn Nets, and more!

*originally released 7/6/19

Matt McQueeny sits down with Lawrence Shaw, founder of Sitemorse and AAANow, for a wide-ranging conversation that moves from Middle England and early mobile phones to The RAF, the future of AI, digital trust, accessibility, and organizational readiness.

Matthew McQueeny sits down with Jordan Kanter for a conversation about Chicago, sports, technology, data, AI, and what it means to stay human in a rapidly changing digital world.

Jordan shares stories from growing up in the Chicago area during the Michael Jordan Bulls era, visiting iconic John Hughes movie locations, and discovering technology through VCRs, early Apple computers, Netscape, Linux, and open-source culture. From there, the conversation moves into his path from pre-med and psychology into data, analytics, consulting, and digital experience work.

The episode explores how Jordan's background as a childhood cancer survivor shaped his perspective, empathy, and sense of resilience. Matthew and Jordan also discuss how DXP, CMS, data, and martech professionals may be uniquely positioned for the AI era because they have spent years working close to real human problems, not just technology for technology's sake.

The conversation closes with Jordan's thoughts on AI as both a powerful tool and a disruptive force, his work with Traya Performance Academy, and how he is thinking about enterprise AI, local models, human-centered technology, and the next generation of AI-native kids.

Matt sits down with Graham Jones for a wide-ranging conversation that goes far beyond martech, AI, and digital strategy. Graham shares the personal story of losing his father at a very young age, growing up just outside London, and later piecing together family history through secondhand stories, football culture, and curiosity.

The conversation moves through music, punk scenes, psychology, marketing, and the evolution of a career shaped by boredom, curiosity, and a fascination with technology. Matt and Graham dig into what it means to grow into your work, how psychology underpins marketing, why relationships and stakeholder management may be more future-proof than hard selling, and what AI could mean for the future of enterprise software.

Along the way, they explore the changing nature of discovery, the power of owned media, the tension between sales and marketing, and why the best conversations often feel like live diary entries in public. It's a thoughtful and personal episode about identity, curiosity, technology, and the threads that connect where we come from to the work we do now.

Matt reconnects with longtime industry friend Mike Thompson, now at Sesimi, for a wide-ranging conversation on sales, storytelling, creative automation, AI, family, and the human side of career pivots.

Mike joins on the road from Houston and shares what life looks like eight months into his new role at Sesimi. The conversation explores how he approaches conference networking at scale, why relationship-based selling still wins in a noisy AI-fueled market, and how hyper-personalized outreach can cut through when generic automation fails.

Matt and Mike also dig into what Sesimi actually does — from creative automation and brand compliance to co-op and MDF management — and why that matters for distributed brands, dealer networks, franchise systems, and partner ecosystems trying to move faster without losing control of their identity.

Beyond the tech and go-to-market talk, the episode turns personal. Mike reflects on leaving New Hampshire after 42 years so his daughter could live in a climate better suited to her health, what that leap of faith changed for his family, and why support, resilience, and perspective matter more than ever. They also talk about the renewed value of the trades, the limits of AI in brand and creative work, and why human differentiation may matter even more in the years ahead.