Dreams and Delivery

Dreams and Delivery

Real stories from people who deliver at work and dream beyond it. We explore the human constant in a world reshaped by AI: the layoffs and opportunities, the generalist's evolution, and the interdisciplinary thinking that sparks real innovation. For the technologists, artists, educators, and anyone building a meaningful life alongside their career.

Episodes

September 14, 2026 • 47 mins

Rebekah Tolley: British Art Fair - Keeping Art Human Centric in the Digital Age

This is an episode about what art has always done in moments of technological upheaval: reflect them back to us. Rebekah Tolley curated British Art Fair's first digital art section in 2024, a show that broke records and helped formalize "Digitalism" as a recognized movement. She joins Christine to talk about AI-era artists as this century's surrealists, ...

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This is a conversation about what it actually means to call yourself a builder in the age of AI agents, why judgment and taste turn out to be the scarce resource instead of production nowadays, and how the things you care about outside of work end up shaping what you choose to build.

At the moment in tech careers, tools are changing faster than job titles can keep up. Andrew Cunliffe has been living inside that moment for the better...

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This is a conversation about what happens when AI screens resumes before a human ever sees them, why “AI integration specialist” means something different to everyone who says it, and the case for staying a generalist in a market that keeps chasing the next niche. 

We also get into the quiet cost of the specialist bet, how fast a hot skill set can turn cold, and why the people who keep their base skills sharp are th...

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The White Belt Founder

This is a conversation about what it's like to be a beginner again on purpose: as a first-time founder, and as a brand-new senior white belt in a taekwondo class full of kids (he and another dad have been dubbed "the Dadvengers"). Lawrence and Christine talk about AI as a force multiplier for solo builders, protecting remote work and family time after years of return-to-office pressure, and why treating the fo...

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This is a conversation about creating from identity instead of approval: what it looks like to weave your grandfather's WWII story and your family's traditions into work for the next generation, how to use AI as a tool without losing your own voice in it, and the unglamorous research (licensing fine print, ownership rights) that protects years of creative work before you ever publish a thing.

At nine years old, Nicole Rykbos was alr...

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Exploring the Human-AI Connection

This conversation goes places most AI discussions don't. We get into why most companies don't have an AI problem — they have a human-AI coordination problem — and what that distinction changes about how organizations actually adopt these tools. We also talk about whether AI can dream, what the word "hallucination" reveals about our assumptions, and what it looks like to leave a staff-lev...

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This conversation is about what happens when you realize your TPM and ops skills are already a product and decide to package them. Martina shares the origin story behind Clervio, the fractional operator venture she co-founded with partner Jim Elvidge while navigating her next chapter. We get into the juggle, the mindset shift, and why a friend in Paris funding a writing life through walking tours became a concrete blueprint for wha...

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This conversation is about what it feels like when your work stops matching your frequency and what it takes to build something completely different. Mary-Lynne also shares how AI agents have reshaped her workflow, freeing her to put her energy where it matters most: the humans in front of her.

Mary-Lynne Williams spent 20 years delivering at the highest levels of tech in Microsoft, Meta, Zillow. Product design, systems thin...

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This conversation is about what organizational change actually teaches you about personal transformation, how Jess turned a layoff into a launchpad, and what it looks like to build a life outside performance. She also shares her honest take on where AI is and isn’t landing in the change management space.

Jessica Valentine Nelson spent 15+ years inside global organizations: Accenture, Dell, lululemon, helping leaders and teams ...

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