In this episode of the Imagine AI Live Podcast, host Chris Madden welcomes back Jonathan Gilmore, CEO of Deep Flow, to discuss the company’s evolution from concept to venture-backed startup. Jonathan shares how Deep Flow is redefining human-AI collaboration through its “process as a product” model, helping organizations map and delegate workflows between people and AI. He highlights their focus on knowledge work, the massive $10 trillion opportunity, and how federated learning keeps enterprise data private. From streamlining compliance-heavy tasks to enabling creative work, Jonathan explains how Deep Flow is driving AI transformation—and why he believes this is “the slowest AI will ever move.”

(0:00) Introduction to the episode

(0:12) Welcome Jonathan Gilmore

(1:40) The founding story of Deep Flow

(2:28) A use case for Deep Flow inside a company

(5:13) How does the Deep Flow onboarding process work?

(6:50) Protecting a company's intellectual property

(8:38) How big is the team and what's next?

(9:24) Who is backing Deep Flow?

(10:13) Approaching the next hurdle of sales

(12:57) How the product will get into their company

(13:13) Sourcing proprietary agents

(14:45) How fast is the AI space moving?

(16:22) Final thoughts

In this Imagine AI Live 25 pop-up podcast, recorded at the Fontainebleau in Las Vegas, host Chris Madden speaks with Theresa Kennedy and Michael Evans of the Black History Foundation. They introduce their work on Black History GPT, an AI model designed to provide de-biased historical information, using a unique decentralized process for data vetting through researchers and community voting. The discussion covers the crisis in preserving Black history, the challenges museums face securing long-term funding, and the problem of inaccurate or omitted historical records. Kennedy, a veteran in AI and blockchain, and Evans, an expert in data verification, describe how they use immutable blockchain technology to create a permanent, globally accessible archive of Black history.

(0:16) Introducing Theresa Kennedy and her background

(0:51) Introducing Michael Evans

(1:05) What the Black History Foundation does

(2:33) How the Black History GPT is being built

(3:21) The challenge of getting the right volunteers

(4:14) The process for validating Black historical facts

(4:57) The origins and timeline of the Black History Foundation

(5:45) The ultimate goal and vision for the project

(7:39) The challenge of bad data and its impact

(10:09) The experience of working on de-biasing an OpenAI model

(12:37) How to find and support the Black History Foundation

The Ad Legends app - co-founded by industry veterans Dave Metcalf. Steve Metcalf, Vince Cook and Cheryl Berman - is an AI-driven tool that mimics the creative process of a full-service ad agency, but in minutes rather than months. It was born from a conversation about the advertising industry’s slow adoption of AI, and the idea of building an app that could act like an agency. The platform is designed to be a collaborative partner, not a replacement for human creativity. It incorporates the "digital DNA" of legendary creatives like Lee Klau, Jimmy Smith, and Dave Metcalf, offering users access to their unique styles and ways of thinking. The founders distinguish their app from general-purpose AI like ChatGPT, which they say can produce "BAI advertising" (Bad AI advertising) by generating a lot of variations without a central "big idea".

(0:00) Welcome and Guest Introductions

(3:03) What is Ad Legends?

(4:55) How do Ad Legends factor into the app?

(7:45) The user experience of the Ad Legends app

(10:11) The power of the app to stimulate creativity

(11:52) A deep dive into the Ad Legends app features

(13:54) How to work with a legend directly

(15:00) Collaboration and the human element

(18:00) Ad Legends vs. other AI tools like ChatGPT

(20:31) Introducing Cheryl Berman and Vince Cook

(21:02) Meet Cheryl Berman, former chairman of Leo Burnett

(21:41) Meet Vince Cook, former executive creative director at BBDO

(22:43) The McDonald's salad billboard that grew from seeds

(23:05) The importance of working with number one brands

(24:30) The legacy of iconic brand mascots

(25:16) Ad Legends as a democratizing force in advertising

(26:54) The collaborative nature of AI in Ad Legends

(28:01) The problem with "Bad Advertising" (BAI)

(29:24) Why emotional connection is key in branding

(30:26) How Ad Legends implements a creative's style

(32:00) The core difference between Ad Legends and ChatGPT

(33:34) How to use the Ad Legends app

(35:02) The future of Ad Legends partnerships

(36:40) Ad Legends as a mentorship tool

(37:47) Future plans for international expansion

(38:13) The marketplace model for one-on-one consulting

In this episode of the Imagine AI Live Podcast, Chris Madden sits down with four creative juggernauts: Dave Metcalf, the creative mind behind Dove’s “Real Beauty,” Jimmy Smith, the visionary behind stunts like a man skydiving with no parachute for Stride Gum, as well as Theresa Kennedy and Michael Evans of the Black History Foundation.

Together, they’re building Ad Legends, an AI-powered platform that replicates the brilliance of elite ad agencies—making world-class creativity accessible to everyone.

They discuss how Ad Legends lets you brief digital versions of advertising icons like Lee Clow, Vince Cook, and Cheryl Berman to ideate on your campaign—whether you're a startup or a Fortune 500 company. They also dive into the state of AI-generated advertising, why most of it is B.A.I. ("Bad AI"), and how their platform injects authentic human creativity into every idea.

(0:00) Intro and guest introductions

(0:30) Dave’s journey at Ogilvy and Dove’s “Real Beauty”

(1:15) Jimmy’s background: Stride Gum stunt, Nike, and Gatorade

(3:03) The origin of Ad Legends

(6:08) Why Lee Clow matters in the app

(7:45) The user experience and use cases

(9:15) Making your cat a brand: Ad Legends’ flexibility

(10:01) The rhythm of creativity and how AI enhances it

(11:52) How the platform builds and expands campaigns

(13:44) Collaboration with real Ad Legends

(14:48) Creative process, riffing, and human-AI synergy

(16:34) The "Bo Knows" story and creative spontaneity

(18:41) Why ChatGPT delivers “the good, the bad, and the ugly”

(19:30) The problem with B.A.I. (Bad AI Advertising)

(21:45) Introducing the Black History Foundation with Theresa Kennedy and Michael Evans

(24:30) Using decentralized infrastructure to verify and archive data

(25:44) Origin of the Black History Foundation and their mission

(26:40) Future vision: metaverse, tours, education, and long-term preservation

(28:50) The importance of preserving African and Caribbean languages

(30:49) Working with OpenAI to address systemic gaps in datasets

(33:21) Where to find and support the Black History Foundation

Sully AI is on a mission to radically reduce physician burnout and improve healthcare outcomes with agentic AI tools—and Bhargav Patel is leading the charge. In this episode of the Imagine AI Live Podcast, host Chris Madden talks with Bhargav about how Sully AI saves doctors nearly 3 hours a day by eliminating administrative and documentation overload. Bhargav breaks down the massive inefficiencies in the U.S. healthcare system, the impact of AI scribes, and the broader vision for personalized healthcare—one human, one doctor. This conversation dives deep into how Sully AI blends LLMs with consensus models, maintains HIPAA compliance, and builds AI teammates that support, not replace, clinicians. A must-watch for anyone serious about the intersection of AI and healthcare.

(1:08) What Sully AI actually does

(3:36) Bhargav’s road to Sully AI

(4:25) The inefficiencies of U.S. healthcare

(7:37) Where those time savings go

(9:48) What AI Sully uses

(10:35) Real-time AI support during patient visits

(11:28) Client base: solo doctors to 1000+ orgs

(12:13) Team size and fundraising

(12:35) Long-term vision: one human, one doctor

(14:08) Competitive landscape

(16:22) Final thoughts on augmenting—not replacing—doctors

(18:04) Resistance from healthcare orgs

(20:25) What else can fix U.S. healthcare?

(24:46) Where else AI is transforming healthcare

(27:48) AI risks & overconfidence

(29:38) Marketing strategy & word-of-mouth growth

Imagine AI Live 2025 wasn’t just a conference — it was a full-stack experiment in how AI can transform events, communities, and creation itself. In this episode, Imagine AI co-founder Steve Metcalf joins Chris Madden to reflect on the evolution of the conference and its uniquely human energy. From vibe-coded websites to networking apps built in hours using agents, Steve gives a behind-the-scenes look at what made the experience so magical. They also unpack key themes from the event, like the rise of AI agents, the power of community-led learning, and how Imagine AI is helping thousands of builders integrate AI into daily life. If you’re curious about the future of conferences, creativity, and collaboration — this episode is for you.

(0:00) Welcome to Imagine AI Live

(0:29) The new workshops format

(1:58) Curating the speakers — not selling slots

(3:37) What Steve learned about agents and evals

(5:45) The rise of vibe culture and vibe conferencing

(7:41) Building the entire site and platform with AI

(10:49) What’s next for Imagine AI

(13:24) Why Imagine AI is more than just a conference

Zara Safsovski is a medical doctor, technologist, and startup founder who’s seen the full spectrum of AI—both its transformative power and its cultural resistance. In this powerful conversation at Imagine AI Live 25, Zara shares her journey building an AI healthcare startup, the intense pushback she received from clinicians, and why she remains relentlessly optimistic about AI’s role in saving lives. We also dive into her new startup: an AI-powered facial recognition check-in system for events and hotels. Zara’s mission? End the long lines, streamline experiences, and bring her nerdy love for tech into real-world solutions. This episode is about more than tools—it's about ethics, purpose, and building for humanity.

(0:00) – Welcome & Zara’s history with Imagine AI Live

(1:09) – Her workshop on AI in healthcare and beyond

(2:06) – The pushback from doctors and the fear of replacement

(3:20) – Ethics, greed, and prioritizing patient care

(4:01) – Real AI use cases: CRISPR, early diagnosis, cancer detection

(4:55) – The story of AI catching lung cancer no one else saw

(5:35) – Why she defends AI, even when people push back

(7:08) – Her next venture: facial recognition for event check-in

(8:22) – Team challenges and staying focused as a founder

(9:00) – Closing reflections and how to connect with Zara

In this episode of the Imagine AI Live Podcast, host Chris Madden sits down with special guest Yung Spielburg, the audio genius behind theme songs for podcasts like All-In and Acquired. Recorded live at Imagine AI Live 25 in Las Vegas, Yung Spielburg dives deep into his creative process, the evolving role of AI in music production, and his innovative new software company, "I Am Choir." Yung Spielburg shares how he leveraged AI tools for big band compositions for an All-In Podcast event, highlighting the efficiency and time-saving benefits. He also discusses his approach to crafting memorable podcast theme songs, distinguishing between those that incorporate the show's name and those that capture its essence. The conversation further explores the future of music in the age of AI, the importance of live music, and the critical role of social media for modern musicians.

(0:32) Working with the All-In Podcast and an Orchestra

(2:08) The All-In Christmas Spectacular Event in San Francisco

(2:51) Process for Creating Catchy Podcast Theme Songs

(3:50) The Marriage of Lyric and Melody in Music

(4:20) The "Acquired" Podcast Theme Song

(5:21) Working with Major Tech Podcasts

(7:25) Building the "I Am Choir" Software

(8:11) How "I Am Choir" Works

(10:29) The Enduring Value of Live Music

(11:06) The Importance of Social Media for Music Creators

(13:57) Yung Spielburg's Base and Daily Management

(15:31) Release Timeline for "I Am Choir"

(15:57) AI Tools for Music: Suno AI, Beatoven.ai, Audio Shake, Music AI

(17:57) Advice for Young Musicians in the New Landscape

(20:31) The Power of Live Performance and Human Connection

In this episode of the Imagine AI Live Podcast, we sit down with Sheryl Savage, General Counsel & Corporate Secretary of Positron AI—a Nevada-based startup building energy-efficient hardware for AI inference applications. Sheryl shares how Positron’s custom silicon chips are enabling faster, more cost-effective AI processing—ideal for agentic AI, virtual assistants, and large-scale inference use cases. But it’s not just about hardware. As a seasoned attorney, she unpacks the top 5 legal risks for companies using generative AI, including compliance, data privacy, and cybersecurity—and even explains how to use prompts to build your own compliance roadmap. From Limitless AI wearables to the deeper ethics of data collection, this episode covers the real legal, technical, and strategic considerations for building responsibly with AI.

(0:00) – Intro and Sheryl’s role at Positron AI

(1:31) – Why AI inference speed matters for agents and assistants

(2:50) – Sheryl’s 20+ year legal background in tech

(3:40) – The 5 biggest legal risks in generative AI

(4:46) – How to mitigate privacy and data leakage risk

(6:57) – Are we creating new laws or applying old ones?

(10:13) – Deepfakes, crime, and the danger of bad inputs

(11:40) – Advice for innovators: don’t let legal fear slow you down

(13:26) – Where to find Sheryl and Positron AI online

What happens when you combine the power of AI with a fierce drive to make it accessible to everyone? You get Jessa—an AI automation educator and YouTuber who's turning tech anxiety into tech empowerment. In this live conversation from Imagine AI Live 25, Jessa shares her journey from feeling overwhelmed by AI to becoming a workshop queen with standing-room-only sessions. She opens up about the emotional and technical aspects of building confidence in automation, especially for women and non-developers. This episode dives deep into how Jessa uses tools like N8N to simplify complex automation flows—and how she empowers others to do the same. From clever prompt engineering to YouTube summarization hacks to the exciting future of AI agents and MCPs, Jessa brings the heart and the how-to. If you've ever thought "I can't do that," this episode is your antidote.

(0:00) Jessa arrives at Imagine AI Live

(1:33) Standing-room-only AI automation workshop

(3:08) Representing women in the AI space

(4:01) Why N8N is her tool of choice

(5:20) The one killer feature of N8N

(7:30) Jessa’s game-changing YouTube summary automation

(8:58) How prompt crafting makes AI smarter

(10:56) The future of AI agents and MCPs

(12:28) What she's most excited for next