Bryan Dennstedt
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+ year...
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Episodes
How Financial Services Leaders Can Adopt AI Without Creating Compliance Disasters 25.06.2026 35:10
In this episode of AI with Bry , we explore how artificial intelligence is transforming entrepreneurship, investing, and business strategy through one constant that technology cannot replace: human judgment. AI is enabling founders to build products faster, automate research, and accelerate execution like never before. But while AI changes how businesses are built, it does not change why people ch...
How Missed Follow-Ups Are Costing Home Service Businesses Thousands Every Month 15.06.2026 28:55
In this episode of AI with Bry, we explore how artificial intelligence is transforming small business growth, customer acquisition, and service delivery through the story of a founder who learned a critical lesson: building a great product is not enough if customers do not have time to use it. AI is changing more than marketing it is changing how work gets done. Many small business owners are over...
The Smartest AI Infrastructure Idea Most Cities Are Missing 29.05.2026 33:01
In this episode of AI with Bry, we explore how artificial intelligence is reshaping community infrastructure, local discovery, civic engagement, and economic development through the lens of a founder building AI-powered systems designed to solve one of the internet’s most overlooked problems: fragmented community information. AI is not just changing enterprise workflows or automating productivity....
How Financial Services Leaders Can Adopt AI Without Creating Compliance Disasters 29.04.2026 39:02
In this episode of AI with Bry, we explore how artificial intelligence is reshaping financial services, AI implementation strategy, and the future of white-collar work through regulated industries where trust and compliance are essential. AI is changing how organizations operate, how workflows are designed, and how leaders think about expertise. The challenge is not access to AI tools, but impleme...
Why Software is No Longer Written It's Produced Like a Factory 15.04.2026 41:32
In this episode of AI with Bry, we explore how artificial intelligence is reshaping software development, enterprise delivery models, and the economics of building digital products through the lens of a founder treating software like an industrial production system. AI is becoming the core engine of how software is produced, scaled, and optimized. The shift is no longer just faster coding, but the...
How a Nurse Practitioner is Rebuilding Geriatric Care with AI from the Ground Up 08.04.2026 33:27
In this episode of AI with Bry, we explore how artificial intelligence is reshaping healthcare delivery, clinician experience, and proactive care models through the lens of a clinician entrepreneur in geriatric and behavioral health. AI is changing not just documentation and automation, but how care is delivered, how clinicians interact with patients, and how systems shift from reactive to proacti...
Why AI is Making Healthcare Faster But Not Better for Patients 01.04.2026 35:55
In this episode of AI with Bry, we explore how artificial intelligence is reshaping healthcare, infrastructure thinking, and human-centered technology through the lens of a veteran technology leader and medtech advocate. AI is transforming not just software, but how industries think about scale, resilience, and human experience. The real challenge is alignment between innovation, trust, and human...
How a Resident Physician Building AI to Fix Broken Healthcare Contracts 25.03.2026 30:54
In this episode of AI with Bry, we explore what happens when clinical expertise meets entrepreneurial execution in the age of AI. AI is lowering the barrier to building, but access alone is not the advantage. The real edge comes from proximity to real problems and the willingness to solve them. This conversation reframes AI in healthcare not as external disruption, but as innovation from within—wh...
How AI is Empowering Nurse Practitioners to Rebuild Healthcare 18.03.2026 29:51
In this episode of AI with Bry, we explore how artificial intelligence is reshaping healthcare through the lens of nurse practitioner entrepreneurs. AI adoption in healthcare is not just about technology. It is about empowering the people closest to patients with the tools, systems, and leverage needed to deliver better care. This conversation reframes AI as a grassroots transformation driven by p...
Busy Sales Teams vs Real Revenue Engines 11.03.2026 34:23
In this episode of AI with Bry, we explore leadership at the intersection of artificial intelligence and revenue growth. AI is accelerating execution across every function. But speed without structure creates chaos. The real work for leaders is not just adopting tools—it is defining processes, embedding repeatable systems, and ensuring that human judgment drives meaningful outcomes as machines mul...
AI Isn’t the Threat Leadership Is 04.03.2026 32:45
In this episode of AI with Bry, we explore leadership at the intersection of artificial intelligence and moral architecture. AI is accelerating execution across every function, but speed without intention creates fragility. The challenge for leaders is not adopting tools—it is defining values, building governance into systems, and ensuring human judgment remains central as machines gain leverage....
Is AI Replacing Developers Or Upgrading Them 25.02.2026 37:20
In this episode of AI with Bry , we explore how leaders move beyond AI experimentation and into real execution, especially in high stakes environments like technology diligence, private equity, and mergers and acquisitions. AI is no longer a novelty inside organizations. It is a force multiplier. But like any powerful tool, it requires judgment, context, and experience to generate real value. I am...
Escape Velocity: How AI Is Replacing Research and Reshaping Execution 18.02.2026 33:37
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 happens when AI shifts from being an efficiency tool to becoming a true force multiplier. Organizations are no longer asking whether they should use AI. The real question is how fast they can integrate it...
From Strategy to Execution: Leading with AI Without Losing Judgment 06.02.2026 36:50
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 are increasingly wrestling with a deeper question. Is moving faster actually making work better, or simply making everything louder, busier, and more disposable? This conversation examines how leaders c...
AI as a Leadership Lever: Driving Real Impact 30.01.2026 31:51
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 teams work, the difference between success and chaos comes down to leadership, structure, and clarity. AI does not replace judgment. It amplifies it. And without the right controls, it can just as easi...
Leverage Over Tools: How Product Leaders Actually Win with AI 24.01.2026 28:02
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. As AI accelerates development cycles and lowers execution barriers, the real advantage is no longer speed alone, but clarity around what to build, why it matters, and how teams use AI to fundamentally...
Lead with Trust: AI, Community, and Health Equity in Women’s Mental Health 18.01.2026 34:03
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 mental health. As AI accelerates innovation, the real challenge for leaders is not speed or scale alone, but responsibility, equity, and empathy. This conversation centers on how AI can support outcomes wit...
The AI Divide in 2025: Leaders Who Learn Fast vs. Those Who Fall Behind 10.01.2026 34:49
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 leaders can afford to ignore or delegate away. The divide is growing between leaders who are actively learning and applying AI with intention, and those who are falling behind by waiting for clarity that wi...
The Unsexy AI Revolution: Where Real Value Actually Comes From 24.12.2025 37:26
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 education, workflow design, leadership judgment, and human-centered execution. AI is not a silver bullet or a replacement for thinking. It is a force multiplier that, when implemented well, can move ent...
Lead by Example: AI as a Tool, Process, and Team Member 12.12.2025 27:49
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 curiosity, process, and clarity. AI is not just a shiny new tool. It is quickly becoming a core part of how teams work, decisions get made, and businesses scale. Leaders who treat AI as a teammate rather than a...
Build, Grow, Repeat: Data-Literate Leadership in the Age of AI 04.12.2025 38:13
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 separation between “product” and “growth” is collapsing and the leaders who understand data and AI will be the ones who thrive. I’m joined by Ben Sufiani, founder of Pirate Skills and a seasoned growth marke...
Conscious Machines, Safer Futures: Calum Chace on AI, Work, and What Comes Next 26.11.2025 31:35
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 superintelligence and reshapes the global economy, we explore whether conscious machines could actually be the key to a safer, more human future. I’m joined by Calum Chace, author of Surviving AI and The Economic Si...
Ship in Days, Not Months: Agentic AI for Product Managers with Brooks Morrison 20.11.2025 24:53
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 agentic AI. I’m joined by Brooks Morrison, Principal Product Leader at TechCXO, who brings a grounded, practical perspective on how AI is transforming product management, engineering workflows, and exe...
Beyond Headcount Cuts: Scale with AI and Keep Your People 13.11.2025 27:40
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 without gutting their teams. Christine has spent two decades guiding leaders through change. Today, she’s building AI-enabled recruiting and workforce systems that free humans from the drudge work, eleva...
Marcus Aurelius on AI: Ancient Wisdom for the Age of Algorithms 06.11.2025 5:05
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 Emperor and Stoic philosopher joins me for a conversation across time to explore how his timeless principles apply to our most modern challenge: artificial intelligence. In this episode, you’ll learn how to:...
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