AI with Bry Podcast
Bryan Dennstedt
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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.
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Recent Episodes
S1E24 Escape Velocity: How AI Is Replacing Research and Reshaping Execution
In this episode of AI with Bry, we explore how AI is fundamentally reshaping research, product strategy, and execution. The conversation moves beyond surface level experimentation and into what…
S1E23 From Strategy to Execution: Leading with AI Without Losing Judgment
In this episode of AI with Bry, we explore the widening gap between strategy and execution as AI accelerates how work gets done across organizations. While AI promises speed and efficiency, leaders…
S1E22 AI as a Leadership Lever: Driving Real Impact
In this episode of AI with Bry, we explore how leaders can turn AI from a noisy buzzword into real operational leverage. As AI accelerates product development, compresses timelines, and reshapes how…
S1E21 Leverage Over Tools: How Product Leaders Actually Win with AI
In this episode of AI with Bry, we explore why winning with AI has far less to do with chasing the latest tools and far more to do with how leaders think about leverage, systems, and decision making.…
S1E20 Lead with Trust: AI, Community, and Health Equity in Women’s Mental Health
In this episode of AI with Bry, we explore what it means to lead with trust in an era where AI is rapidly entering some of the most sensitive and human centered spaces, including healthcare and…
S1E19 The AI Divide in 2025: Leaders Who Learn Fast vs. Those Who Fall Behind
In this episode of AI with Bry, we explore what leadership really looks like in 2025 as AI rapidly reshapes how work gets done, teams operate, and businesses compete. AI is no longer something…
S1E18 The Unsexy AI Revolution: Where Real Value Actually Comes From
In this episode of AI with Bry, we explore the unsexy but transformational reality of AI adoption and why real value does not come from hype, headlines, or flashy demos, but from fundamentals like…
S1E17 Lead by Example: AI as a Tool, Process, and Team Member
In this episode of AI with Bry, we explore what it really means to lead by example in the age of AI and why successful adoption has far less to do with age or titles and far more to do with…
S1E16 Build, Grow, Repeat: Data-Literate Leadership in the Age of AI
In this episode of AI with Bry, we explore what happens when AI doesn’t just speed up your workflows, but completely rewires how you build products, grow your business, and lead your team. The…
S1E15 Conscious Machines, Safer Futures: Calum Chace on AI, Work, and What Comes Next
In this episode of AI with Bry, we wrestle with one of the biggest questions of our time: what happens when machines don’t just out-think us, but maybe even wake up? As AI races toward…
S1E14 Ship in Days, Not Months: Agentic AI for Product Managers with Brooks Morrison
In this episode of AI with Bry, we explore a shift that’s happening faster than anyone expected: product teams are beginning to ship in days, not months. And the catalyst behind this acceleration is…
S1E13 Beyond Headcount Cuts: Scale with AI and Keep Your People
Layoffs aren’t a strategy. In this episode of AI with Bry, I sit down with Christine Santacroce, a people-first leader and transformation expert, to show how companies can scale profitably with AI…
S1E12 Marcus Aurelius on AI: Ancient Wisdom for the Age of Algorithms
Two thousand years ago, Marcus Aurelius wrote Meditations. Reflections on wisdom, virtue, and leadership that still guide millions today. Now, in this special episode of AI with Bry, the Roman…
S1E11 Data Before Models: Turning AI into Business Outcomes
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 tech. With 10+ years across healthcare, banking,…
S1E10 Remastering Fire: Leading Creative Teams in the Age of AI
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…
S1E9 Revenue Growth Agent: Pre-Call Research to Proposal in Minutes - Matt Oess
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…
S1E8 Why AI Projects Fail—and How Leaders Turn Strategy into Results with Sarah Cornett
Why AI Projects Fail—and How Leaders Turn Strategy into ResultsIn 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…
S1E7 3 Real Business Wins with AI (Insurance, SEO, Training) with Justin Goodman
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…
S1E6 Can AI Make Us More Human? Creativity, Culture, and Collective Intelligence with Mason Youngblood
Collective Intelligence, Creativity & The New AI RenaissanceIn this episode of AI with Bry, I sit down with Mason Youngblood—researcher, musician, and co-lead of the Collective Creativity Lab at…
S1E5 AI Is Not Just a Tool: Why This Tech Wave Challenges Our Purpose
Human Purpose, Leadership & the Future of AIIn 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…
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