LEARN. LEVERAGE. LEAD

Empowering you with AI

Business owners share how they’re using AI

to overcome challenges and build smarter,

scalable companies.

LEARN. LEVERAGE. LEAD

Empowering you to Learn, Leverage, and Lead with AI

— Fractional CTO’s for forward-moving companies.

Driven business owners share their transformational journey into the world of AI — how they’re leveraging emerging tech, overcoming

real-world challenges, and shaping the future of smart,

scalable companies.

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Podcast Episodes

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S1:Ep17: Lead by Example: AI as a Tool, Process, and Team Member

12/12/2025 | 27 min

Learning how to lead with AI is no longer about knowing the newest tool or the most advanced prompt. The real shift is understanding how to think clearly about work, break it into steps, and design systems where AI can actually contribute.

S1:Ep16: Build, Grow, Repeat: Data-Literate Leadership in the Age of AI

12/04/2025 | 38 min

Learning has changed forever. We no longer have to memorize every framework or master every tool by hand. Now the real skill is knowing what to ask, how to plan, and how to turn AI into arms and legs for your ideas.

S1:Ep15: Conscious Machines and the Future of Work: Calum Chace on AI, Meaning, and What Comes Next

11/26/2025 | 15 min

For author, futurist, and AI safety leader Calum Chace, the path forward requires more than clever models and faster chips. It demands a clear-eyed look at the systems we’re building, the wealth they’ll create, and the humanity we risk losing or rediscovering in the process.

S1:Ep14: Ship in Days, Not Months: Agentic AI for Product Managers

11/20/2025 | 15 min

What if product managers could ship in days, not months and keep up with developers who are now moving 5–10x faster with AI? In this episode of AI with Bry, I sit down with Brooks Morrison, Principal Product Leader at TechCXO, to explore how Agentic...

S1:Ep13: Scale with AI, Without Losing Your Team

11/13/2025 | 23 min

AI is reshaping work, but not in the way most leaders think. This episode of AI with Bry dives into how organizations can scale faster, improve productivity, and build healthier cultures, without relying on layoffs. I’m joined by Christine SantaCross, a people-first leader...

S1:Ep12: Marcus Aurelius on AI & Modern Leadership

11/06/2025 | 19 min

What would a Roman Emperor say about artificial intelligence? In this special episode of AI with Bry, I sit down with Marcus Aurelius, the Stoic philosopher and author of Meditations, to explore how ancient wisdom can guide modern leaders through the age...

S1:Ep11: Data Before Models: Turning AI into Business Outcomes

10/08/2025 | 31 min

Up to 85% of AI projects never reach ROI — not because the models fail, but because the data and strategy behind them do. In this episode of AI with Bry, I sit down with Federico Nagy, Co-Founder of WayToGo Data, to explore how leaders...

S1:Ep10: Remastering Fire: Leading Creative Teams in the Age of AI

10/07/2025 | 53 min

Up to 85% of AI projects stall before they ever deliver ROI. The gap isn’t just about technology—it’s about leadership, creativity, and guiding people through change.In this episode of AI with Bry, I talk with Vincent Hunt, Founder & CEO of...

S1:Ep9: Revenue Growth Agent: Pre-Call Research to Proposal in Minutes

9/30/2025 | 14 min

Up to 85% of AI projects never hit ROI. The gap isn’t about models or hype—it’s about turning experimentation into measurable business outcomes. In this episode of AI with Bry, I talk with Matt Oess, Partner at TechCXO, about moving...

S1:Ep8: ⁠Why AI Projects Fail—and How Leaders Turn Strategy into Results

9/27/2025 | 35 min

80–90% of AI projects fail to deliver value. Why? Because too many leaders chase shiny tools instead of aligning AI with strategy, governance, and people. In this episode of AI with Bry, I sit down with Sarah Cornett...

S1:Ep7: 3 Real Business Wins with AI (Insurance, SEO, Training) - with Justin Goodman

9/10/2025 | 35 min

In this episode of AI with Bry, I sit down with Justin Goodman to explore three real-world business wins with AI across insurance, SEO, and employee training. Discover practical AI implementations...

S1:E6: Can AI Make Us More Human? Creativity, Culture, and Collective Intelligence

9/3/2025 | 27 min

On AI with Bry, Mason shared how AI is sparking a new era in art and music, why attribution and ethics must evolve with technology, and how leaders, educators, and creators can embrace AI as a co-creator.

S1:E5: AI Is Not Just a Tool: Why This Tech Wave Challenges Our Purpose

8/27/2025 | 34 min

In this episode of AI with Bry, I sit down with Virginie Glaenzer (Fractional CMO, advisor, author, and host of Pass the Mic) to unpack how AI is transforming business, leadership, and society.

S1:E4: The Future of Creativity: Pete Sena on AI and Branding

8/20/2025 | 32 min

In this episode of AI with Bry, I sit down with Pete Sena — entrepreneur, strategist, and founder of Digital Surgeons — to explore how AI is transforming creativity and leadership.

S1:E3: AI & Cybersecurity: How Kevin Carlson is Guiding Leaders Through the Hype and the Reality

8/13/2025 | 27 min

In this episode, host Bryan Dennstedt talks with Kevin Carlson — four-time CTO, former CISO, and Tech CXO advisor — about the real-world intersection of AI and cybersecurity, and how to separate value from hype.

S1:E2: AI Risk & Strategy: What Every Executive Must Know in 2025

8/06/2025 | 28 min

In this episode, host Bryan Dennstedt sits down with Terry Ziemniak — former Chief Risk Officer, cybersecurity expert, and Tech CXO advisor — to unpack one of the most urgent but often overlooked challenges in AI: trust, governance, and responsible strategy.

S1:E1: Claude, MCP & The Future of Work: Deep Dive with Todd Merrill

7/30/2025 | 30 min

In the first episode of AI with Bry, I talk with AI expert Todd Merrill about real-time AI evolution—from agent-based systems to Claude's capabilities and instant proposals. A must-listen for leaders ready to leverage AI.

Stop Guessing. Start Leading with AI – Welcome to AI with Bry

7/24/2025 | 8 min

This kickoff episode of AI with Bry shows startup founders how to use AI to boost productivity, cut costs, and gain a competitive edge—no extra hires needed.

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Meet The Host

Bryan Dennstedt is a seasoned tech executive, AI strategist, and Fractional CTO helping mission-driven startups scale smarter. As the host of AI with Bry, he blends two decades of engineering leadership with a deep curiosity for emerging technology — especially AI's practical and ethical impact on business. With a background in building high-performing teams and digital platforms, Bryan now guides founders, investors, and operators through the rapidly evolving AI landscape. His mission: make advanced tech accessible, actionable, and aligned with values. Through his content and advisory work, he’s helping shape a future where innovation drives meaningful, measurable change.

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Fractional CTO | AI Strategist | Sustainable Tech Advocate & Investor