We’re living through a moment that feels bigger than just another tech cycle. From mobile to cloud to AI, each wave has changed not only what we build, but how we think, create, and interact with machines. But are we now crossing a deeper threshold, a true “Digital Renaissance”? 

One where interfaces disappear, systems collaborate with us, and the very identity of builders begins to shift.

That raises big questions: Are we still “using tools,” or starting to work alongside them? What does it mean to design in a world where AI is a co-creator? And as roles blur, who are the new builders emerging in this landscape, and what do they actually do?

To explore this, I’m joined by Lee Williams, Founder and CTO at Edelleye Digital, someone who has spent years building technology not just to function, but to feel something. His career spans over two decades of digital innovation, working across large-scale environments and transformative moments in digital media, mobile, and emerging technologies, giving him a front-row seat to how each wave reshapes both products and people.

Enjoy!

AI is forcing leaders to rethink everything—from technology strategy and organizational design to governance, risk, and the future of engineering talent.

Today, I'm joined by Timothy Serewicz, a veteran technology executive, CTO, and AI strategist who has spent decades building engineering organizations, leading complex technology initiatives, and helping executives translate technical complexity into business decisions. Drawing on experience that spans enterprise technology, open source, infrastructure, and board-level advisory work, Timothy brings a practical perspective on what it really takes to lead in the age of AI.

In this conversation, we'll explore the biggest risks executives face when adopting AI, where smaller and on-premise models may outperform frontier systems, why many technical leaders fall into the player-coach trap, and what engineers need to do today to remain indispensable over the next decade. If you're interested in the intersection of leadership, technology strategy, and AI, you're going to enjoy this one.

In today’s episode, we explore what it really takes to build a meaningful career in tech—one that goes beyond code and into impact.

My guest is Matthew Moran, a seasoned IT strategist and executive, author, and career development expert, whose work has shaped how professionals think about long-term success in technology. 

Today, we will dive into his Concept Over Process methodology, unpacking how starting from business objectives can completely reshape the solutions you build. Along the way, we also get personal, talking about work life balance, creative outlets like music, and how those experiences influence leadership and problem solving.

This is a conversation about thinking bigger, working smarter, and building a career with intention.

Enjoy!

Engineering is changing fast, and with it, the definition of what it means to lead. Today, the path from individual contributor to engineering leader isn’t linear, and it raises big questions: How do you shift from writing code to leading people? What separates a great engineer from a great leader? And in a world increasingly shaped by AI, what does it really mean to build—, not just use, these new tools?

As AI becomes more embedded in how products are developed, engineers are being pulled closer to data, models, and entirely new ways of thinking. So how should teams adopt AI effectively? What are the common pitfalls? And looking ahead, which skills will actually matter most in the next decade?

To explore these questions, we’re joined by Pat Clarke, an engineering leader with over 17 years of experience in tech, currently at Lumen Learning, where he’s been at the forefront of building and scaling engineering teams. Pat brings a practical, hands-on perspective on leadership, AI adoption, and how engineers can evolve to stay relevant in a rapidly changing landscape.

AI is changing how software gets built, but is it actually making engineering teams more productive, or just creating new bottlenecks?

In this episode, I'm joined by Matthieu McClintock, founder of ChaosMonkey, a company tackling one of the biggest unanswered questions in tech today: how do we measure the real impact of AI on software engineering? 

From code generation and developer productivity to review cycles, delivery speed, and engineering ROI, Matt helps organizations separate AI hype from measurable outcomes. We dive into what he's learning from the data, the future of software development, and why his most controversial views on AI might challenge what many leaders believe today.

Hotels are facing a growing challenge that many guests never see: the rise of vaping and cannabis use inside hotel properties. As smoking habits evolve, cannabis laws change, and guest expectations shift, traditional no-smoking policies are becoming harder to enforce. The result is a new operational problem that affects everything from housekeeping and maintenance to guest satisfaction and brand reputation.

Joining me today is Mike Linton, CRO and General Counsel at Rest, a company helping hotels tackle this challenge with technology designed specifically for the realities of modern hospitality. We'll explore what's happening inside hotels today, why existing approaches are falling short, how Rest is solving the problem, and where hospitality, guest behavior, and cannabis policy are headed over the next decade.

What happens when you take a centuries-old industry like fine wine and spirits; and rebuild it for the digital age?

In this episode, we sit down with Scott Manning to unpack the story behind BAXUS, a platform reimagining how people buy, own, and trade collectible bottles. 

We’ll dive into the origin story, the mechanics of how it all works, the challenges of bridging physical and digital worlds, and why spirits might be one of the most interesting emerging asset classes today.

And yes... we’ll also find out what’s in Scott’s personal collection.

The US used to be the unquestioned leader of the industrialized world. It stood at the forefront of hard, deep technology—the kind that creates real, physical breakthroughs, reshapes industries, strengthens national security, and pushes society forward.

Joining me today to answer these questions is Jeff Crusey, General Partner at IceNine, an investment firm focused on the next generation of industrial, aerospace, defense, and frontier technologies. Jeff has spent years investing in founders tackling some of the hardest technical and industrial problems of our time, with a strong focus on rebuilding critical capabilities and supporting technologies that have long-term strategic importance for the future of the United States.

In this conversation, we’ll explore reindustrialization, the future of aerospace and defense, the impact of AI hype on deep tech investing, and the skills that will define the next generation of builders and innovators.

Stay tuned for an exciting and incredibly relevant conversation.

Today’s guest has spent over four decades at the intersection of technology, strategy, and scale. From McKinsey to the boardroom to building companies himself, Barry Libert has seen wave after wave of innovation, and more importantly, he’s learned how to tell what actually lasts.

In this episode, we go beyond the hype of AI to explore the quiet revolution happening beneath the surface, where real-time data, platforms, and infrastructure are quietly reshaping how businesses operate and win.

We talk about the early decisions that shape billion-dollar outcomes, how to spot durable AI opportunities before they’re obvious, and the subtle signals that separate companies that scale… from those that stall.

If you care about building the future of AI, not just talking about it, this one’s for you.

AI is at an inflection point: everyone’s talking about it, but very few are turning it into real, measurable business value. 

Why do some companies break through while others stay stuck in experimentation? 

As agents and orchestration redefine how software is built, what does this shift actually mean for engineers on the ground?

To unpack this, I’m joined by Alon Bochman, someone who’s been working in AI long before the current hype cycle. Alon is a fractional AI executive who helps enterprises and startups turn AI from buzzword into business value. 

He’s led AI transformations that saved tens of millions and unlocked new revenue streams, including scaling an AI consulting practice to over $1B in just four years and growing portfolios from thousands to tens of millions annually. He’s co-founded and exited a startup to Thomson Reuters, helped GenAI companies secure funding, and worked hands-on as a CTO-for-hire.

With that mix of deep history and hands-on execution, Alon is the perfect person to explore what’s actually changed in AI, why some companies win, how engineering is evolving, and what bets are worth making right now.

Enjoy!