AI with Bry Podcast
AI with Bry – Scale Smarter with AI Tools & Strategies AI with Bry is the go-to podcast for business leaders who want to harness the power of artificial intelligence to drive real growth. Hosted by Bryan Dennstedt, a Fractional CTO at TechCXO who scaled 45+ companies and built MDLIVE into a multibillion-dollar health tech platform, this show cuts through the hype and focuses on practical, real-world AI applications. If you’re a founder, entrepreneur, or marketer (especially at a company between $1M–$50M in revenue) looking to scale smarter, this podcast is your roadmap. Bry shares his 25+ years of technology leadership and insights so you can leverage AI tools, agents, prompts, and workflows to work smarter, not harder. Each episode delivers clear, actionable ideas to integrate AI into your business. You’ll hear creative AI prompt ideas, step-by-step automation demos, and in-depth interviews with AI experts. Bry’s modern CTO perspective means every topic is rooted in real business needs – no fluff, no hype. Whether he’s exploring an agentic AI use case (like an AI agent for customer service) or showcasing the latest audio, video, and image generation tools, Bry always ties it back to startup strategy and practical outcomes. AI with Bry doesn’t just talk about shiny AI trends; it shows you how to use them to get results. What You’ll Learn Tune in to AI with Bry and discover how to unlock AI’s full potential for your business. In this podcast, you’ll learn about the latest AI tools for business, how to use ChatGPT and other generative AI models in your daily operations, and time-saving automation workflows powered by AI. We dive into advanced prompt engineering techniques that can make AI outputs dramatically more effective. You’ll also hear how to build and deploy AI agents to automate tasks autonomously, boosting efficiency across your organization. Beyond the tools and tech, we explore big-picture applications: AI in marketing to boost campaign performance and personalize customer engagement, AI in healthcare drawn from Bry’s firsthand experience in health tech, and the latest trends in AI in tech startups. Whether you’re a tech founder or an operations lead, AI with Bry is one of the top AI podcasts for entrepreneurs looking to stay ahead of the curve. Each episode feels like a masterclass in AI for founders and innovators at small to mid-sized companies (AI for SMBs). It’s packed with insights on startup growth with AI, improving AI productivity, and forward-looking AI strategies to give your business a competitive edge. Sample Topics & Episodes Generative AI Demystified: How to use ChatGPT and other generative AI tools to create content and solve business problems. Automation & AI Agents: Building autonomous AI agents and workflows to handle tasks like customer support, scheduling, or data analysis. AI in Marketing: Boosting your marketing campaigns and customer engagement with AI-driven insights and personalization. AI in Healthcare: How AI is improving patient care, streamlining operations, and what these innovations mean for businesses beyond healthcare. Productivity Tools for SMBs: The best AI tools for business productivity, tailored for startups and small to mid-sized companies. Interviews with AI Innovators: Candid conversations revealing real-world success stories and actionable strategies for applying AI in startups. Modern CTO Insights: How to build an AI-ready tech stack and cultivate a team culture that embraces data and automation. Ready to elevate your business with AI? Follow AI with Bry now so you never miss an episode. For deeper engagement, visit AIwithBry.com to access bonus content, resources, and more – all to help you scale smarter.
Episodes
Most teams ask, “Which model should we use?” Federico Nagy (Co-founder, WayToGo Data) flips it: start with the problem, fix the data, then choose the tec...
Most AI talks chase hype and tools. This one is about leadership, creativity, and change.
In this episode of AI with Bry, I sit down with Vincent Hunt — Founder & CEO of Frontier Technologies and the force behind the Bureau of Creative Intelligence — to explore how leaders can “remaster fire”: pairing human imagination with AI to move faster, stay human, and build resilient teams. In this episode, you’ll learn how to:
⚡ ...
Revenue Growth Agent: Pre-Call Research to Proposal in Minutes.
Most sales teams spend 30–60 minutes prepping for a call… then wing it. In this episode of AI with Bry, I sit down with Matt Oess (Partner at TechCXO) to explore how his Revenue Growth Agent (RGA) uses AI to:
⚡ Automate pre-call research in minutes
⚡ Guide reps through value-based discovery (not product pitches)
⚡ Generate ROI-framed proposals before the call ends
...
Why AI Projects Fail—and How Leaders Turn Strategy into Results
In this episode of AI with Bry, I sit down with Sarah Cornett — founder & CEO of Global AI Advisors — to unpack why 80–90% of AI projects fail, and how leaders can flip the script by turning AI strategy into measurable business results.
🧭 Why AI projects fail without clear strategy & prioritized use cases
🧑🤝🧑 How leaders can close the ...
3 Real Business Wins with AI (Insurance, SEO, Training)
In this episode of AI with Bry, I sit down with Justin Goodman — co-founder & CEO of Total CSR — to explore how AI is transforming real business operations, from cutting costs to scaling training.
🏢 How AI strengthens insurance training by overcoming the “forgetting curve”
✍️ Why AI SEO agents can slash costs from $80k/year to under $100/month
🎓 Scalin...
Collective Intelligence, Creativity & The New AI Renaissance
In this episode of AI with Bry, I sit down with Mason Youngblood—researcher, musician, and co-lead of the Collective Creativity Lab at Stony Brook University—to explore how AI is reshaping creativity, collaboration, and cultural evolution.
🌍 How humans, animals & AI make group decisions
⚡ Why AI networks spark more diverse & original ideas
🎨 Th...
Human Purpose, Leadership & the Future of AI
In this episode of AI with Bry, I sit down with Virginie Glaenzer—fractional CMO, advisor, and host of Pass the Mic—to explore how AI is reshaping not just how we work, but why.
🌍 The 3 groups reacting to AI → ethics, resistance, and planetary concerns
⚡ The 3 phases of AI adoption → faster ➡️ better ➡️ job transformation
🤝 Why leadership must co-create, empower, and celebrate ...
Creativity, Storytelling & the Future of AI
In this episode of AI with Bry, I sit down with entrepreneur and creative strategist Pete Sena to unpack how AI is transforming the way we think, create, and grow businesses:
🎨 How AI is changing the creative process
⚡ Why the pace of AI progress is unlike anything we’ve seen
🛠️ Practical ways founders & leaders can use AI every day
🤝 Balancing human creativity wi...
🎙️ S1:E3 — AI & Cybersecurity: How Kevin Carlson is Guiding Leaders Through the Hype and the Reality
Welcome back to AI with Bry, the show where I help founders, executives, and innovators learn, leverage, and lead with AI.
In this episode, I sit down with Kevin Carlson, a four-time CTO, former Chief Information Security Officer, and Tech CXO advisor, to dig into the real-world intersection of AI and cyber...
🎙️ S1:E2 — Trust, Risk & Responsible AI: A Strategy Guide with Terry Ziemniak
Welcome back to AI with Bry — the show where we help founders, executives, and innovators learn, leverage, and lead with AI.
In this episode, host Bryan Dennstedt is joined by Terry Ziemniak, former Chief Risk Officer, cybersecurity veteran, and Tech CXO advisor to tackle one of the most critical and under-discussed aspects o...
🎙️ S1:E1 — Claude, MCP & The Future of Work: Deep Dive with Todd Merrill
Welcome to the very first episode of AI with Bry — the show where we help founders, executives, and innovators learn, leverage, and lead with AI.
In this kickoff conversation, Bryan Dennstedt is joined by long-time technologist and Tech CXO partner Todd Merrill, who’s been working in AI since the 1980s. Together, they un...
Welcome to AI with Bry.
The podcast where startup founders and CEOs learn how to actually use AI to grow their business. In this kickoff episode, host Bryan Dennstedt shares how AI can double your productivity without doubling your headcount, why it's as essential as water for modern companies, and how to turn it into your competitive edge.
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