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AI with Bry Podcast

AI with Bry – Scale Smarter with AI Tools & StrategiesAI 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 m

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  1. 35

    How Missed Follow-Ups Are Costing Home Service Businesses Thousands Every Month

    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 overwhelmed managing operations, employees, and customers. They do not need another dashboard. They need results.Guest IntroductionArun Thachi is the founder of Supernilla, an AI-powered growth platform built for home service businesses.With more than 20 years of experience in digital marketing, AI, and enterprise innovation including 11 years at Boehringer Ingelheim Arun has led large-scale digital transformation initiatives and AI-driven marketing strategies.After leaving corporate leadership, he interviewed local business owners and discovered a common challenge: they lacked the time and resources to consistently market their businesses. That insight led him to pivot from a traditional software platform to an AI-powered service model focused on generating leads, automating follow-up, and driving growth without adding complexity.Core Conversation SummaryArun shares how his original AI marketing platform attracted paying customers but struggled with engagement. The issue was not the technology it was time. Small business owners simply could not dedicate attention to learning and managing another tool.That realization led to a powerful shift: customers do not want software. They want outcomes.The conversation explores the rise of agentic AI systems that move beyond assisting users to actively performing work. Rather than acting as copilots, these systems function more like autopilotsplanning, executing, measuring, and optimizing tasks with minimal human involvement.Arun introduces Supernilla’s SPAM framework: Sense, Plan, Act, and Measure. This feedback loop allows AI to monitor business activity, develop strategies, execute campaigns, measure results, and continuously improve performance.A major focus is the home services industry, where response speed often determines whether a lead becomes a customer. Many businesses lose opportunities simply because nobody is available to answer inquiries quickly enough. AI-powered systems can respond instantly, nurture conversations, and maintain engagement until business owners are available.Bryan and Arun also discuss trust, customer relationships, and leadership. While AI can automate many processes, founders must remain close to customers to understand real problems and build meaningful solutions.Arun openly discusses the importance of pivots and learning from failure. Rather than viewing a failed assumption as defeat, he sees it as a necessary step toward building something customers truly need.What You'll Learn• Why some AI products fail despite attracting paying customers• The difference between selling tools and selling outcomes• How agentic AI is reshaping business growth• The distinction between AI copilots and AI autopilots• How the SPAM framework drives autonomous growth systems• Why rapid lead response is critical for service businesses• How AI improves customer engagement and conversion rates• The role of trust and relationships in the AI era• Leadership lessons from product pivots and failure• How AI helps local businesses compete with larger organizationsResources MentionedSupernilla – https://supernilla.comLinkedIn – Arun Thachihttps://www.linkedin.comYale Innovation Summithttps://innovationsummit.yale.eduWatch & Follow AI with BryFull episodes: https://bry.net/aiYouTube: https://www.youtube.com/@aiwithbryInstagram: https://www.instagram.com/aiwithbryFacebook: https://www.facebook.com/profile.php?id=61575757332333TikTok: https://www.tiktok.com/@aiwithbryThe businesses that thrive in the AI era will not be the ones with the most software sub

  2. 34

    The Smartest AI Infrastructure Idea Most Cities Are Missing

    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. It is fundamentally changing how communities organize culture, distribute information, support local businesses, and help residents discover what is happening around them. But as this conversation reveals, the biggest challenge is not a lack of events, culture, or entrepreneurship—it is the absence of infrastructure capable of connecting and distributing that information effectively in the AI era.This episode reframes AI adoption through the realities of community fragmentation, digital infrastructure, local economic development, tourism ecosystems, cultural discovery, and the growing shift from traditional websites toward AI-driven information discovery systems.What You Will Learn in This EpisodeWhy many communities suffer from fragmented digital infrastructureThe difference between community activity and community discoverabilityHow AI-powered search is changing local information discoveryWhy traditional website traffic strategies are becoming less effectiveThe importance of structuring information for AI consumptionHow CivicLift functions as an “MLS for local culture”Why collaboration matters more than siloed digital systemsHow AI accelerates product development for lean teamsThe role of AI agents and research systems in community mappingHow AI-powered workflows reduce operational overheadWhy small teams can now build enterprise-level software systemsThe future of AI-driven local recommendations and itinerary systemsHow AI can surface cultural trends and economic insights automaticallyWhy infrastructure matters more than marketing aloneThe leadership lessons behind long-term customer-driven product developmentHow AI may reshape tourism, economic development, and civic engagementResources, Tools and Platforms MentionedCivicLifthttps://civiclift.comGet CivicLifthttps://get.civiclift.comClaudehttps://claude.aiChatGPThttps://chatgpt.comGeminihttps://gemini.google.comFireflies AIhttps://fireflies.aiWatch and Follow AI with BryFull episodes and show noteshttps://bry.net/aiYouTubehttps://www.youtube.com/@aiwithbryInstagramhttps://www.instagram.com/aiwithbryFacebookhttps://www.facebook.com/profile.php?id=61575757332333TikTokhttps://www.tiktok.com/@aiwithbryThe future of AI-driven communities will not belong to the towns or organizations that simply create more content. It will belong to the communities that build the infrastructure capable of organizing, distributing, and activating local culture at scale.Learn, leverage, and lead.

  3. 33

    How Financial Services Leaders Can Adopt AI Without Creating Compliance Disasters

    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 implementing them responsibly in ways that solve real problems without introducing risk.This episode reframes AI adoption through compliance-heavy industries, operational complexity, and the gap between using AI and redesigning workflows around it.Guest: Elijah GutmanElijah Gutman is Founder and CEO of Hartford AI Partners, an AI implementation consultancy serving financial services, insurance, venture capital, and wealth management.He also serves as AI Product Strategist at UEmergence, a FINRA-registered broker dealer, where he helped design compliant AI-driven due diligence systems for private markets.His approach is practical: AI should reduce friction, improve operations, and enhance human expertise—not replace leadership.We explore how AI adoption is moving from experimentation to operational transformation.Most companies are still in the early stage of using AI for simple tasks and have not redesigned workflows or systems around it.A key theme is layered adoption: organizations must first integrate AI into daily workflows like documentation, task management, and knowledge systems before scaling into automation and agents.AI is already compressing product development by automating interviews, requirements, task breakdowns, and engineering prep—reducing weeks of work into hours.Implementation is less a technical challenge and more an organizational one involving leadership, workflow design, and system thinking.We also discuss compliance in financial services. Many AI tools are not built for FINRA/SEC requirements like audit trails and traceability, creating real risk if deployed without expertise.A major theme is “trust as the product.” In regulated industries, the value of AI is safe, reliable execution—not just efficiency.We explore the future of work (“The Great Reshuffling”), where AI democratizes cognitive capability and shifts hiring toward adaptability, systems thinking, and collaboration with AI.Leadership takeaway: AI should amplify human judgment, not replace it.What You’ll Learn:• Why most companies are early in AI adoption• Difference between using AI and redesigning workflows• Why regulated industries are uniquely complex• How AI transforms financial services operations• Why governance and auditability matter• How AI compresses work from weeks to hours• Why workflow design matters more than tools• How AI agents reshape execution• Why knowledge systems matter• Why adoption must be staged• Why trust is becoming a core product• How workforce skills are shifting• Why AI democratizes cognitive capability• Why iteration matters in leadership• Future of AI-driven enterprise systemsResources:Hartford AI Partners https://hartfordaipartners.comClaude https://claude.aiOpenAI https://openai.comObsidian https://obsidian.mdWhisperFlow https://whisperflow.aiGetVictor https://www.getvictor.aiWatch & Follow AI with Bry:Full episodes https://bry.net/aiYouTube https://www.youtube.com/@aiwithbryInstagram https://www.instagram.com/aiwithbryFacebook https://www.facebook.com/profile.php?id=61575757332333TikTok https://www.tiktok.com/@aiwithbry

  4. 32

    Why Software is No Longer Written It's Produced Like a Factory

    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 move from handcrafted development to AI-driven software factories where systems and applications are generated and deployed at scale.This episode reframes enterprise software as a manufacturing system where ideas move through AI-powered pipelines and token economics reshape engineering value.Guest: Chris StroblChris Strobl is Founder and CEO of GitFlash, an AI deployment and adoption company helping enterprises become AI-native software factories.With a background in mathematics and economics from LSE and startup experience, he brings a systems approach to AI transformation.He is known for the software factory model: software is no longer manually written line by line but produced through AI pipelines that unify planning, design, development, and deployment.We explore how software development is shifting from traditional engineering to AI-native production systems.Chris describes this as an evolution of the industrial assembly line where ideas move through structured AI stages to produce software faster and at lower cost.A key shift is the breakdown of Agile and Scrum. These frameworks were designed for human coding, but AI systems shift the bottleneck from coding speed to system design and orchestration.AI is also changing cost structures. Work that once required large engineering teams can now be reduced by 90–99% in optimized workflows, changing staffing and ROI models.Chris introduces token economics, where AI usage becomes a measurable input like raw materials in manufacturing. Future engineering performance will be measured by how effectively tokens convert into business value.Incentives matter. Aligning compensation with AI usage—not just output—drives better adoption and efficiency.Many enterprises remain stuck in pilot mode. Real transformation requires moving from experimentation to full system redesign focused on growth, not just efficiency.Leadership now requires asking scale-level questions instead of incremental improvement questions.AI enables continuous production systems where software is generated, optimized, and evolved like a living factory.What You’ll Learn:• What a software factory is and why it replaces traditional dev• How AI turns software into production systems• Why Agile and Scrum are breaking down• How token economics changes engineering cost• Why software is shifting from labor to output systems• How AI reduces delivery cost by up to 90–99%• Why incentives drive enterprise AI adoption• How companies move beyond pilots• Why leadership must focus on scale• How AI enables end-to-end software pipelines• Why developers become system architects• How AI reshapes software economics• Why this shift is technical + culturalResources:GitFlash https://gitflash.com | Software Factory Guy https://softwarefactoryguy.comWatch & Follow AI with Bry:Full episodes https://bry.net/ai | YouTube https://www.youtube.com/@aiwithbry | Instagram https://www.instagram.com/aiwithbry | Facebook https://www.facebook.com/profile.php?id=61575757332333 | TikTok https://www.tiktok.com/@aiwithbryThe future of software is not how fast humans code, but how well organizations design AI production systems that turn ideas into scalable products.Learn, leverage, and lead.

  5. 31

    How a Nurse Practitioner is Rebuilding Geriatric Care with AI from the Ground Up

    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 proactive models. The challenge is not adoption—it is designing systems that reduce friction, improve outcomes, and keep patients and clinicians at the center.This episode reframes AI through geriatric care, caregiver strain, administrative burden, and the opportunity to close gaps in continuity and access.Guest: Joe HarrisonJoseph Harrison is a nurse practitioner, clinician entrepreneur, and Founder & CEO of Avail Healthcare, a clinician-built medical group delivering proactive in-home and virtual care for seniors and underserved adults.He has experience in mobile care, Medicare Advantage, and geriatric mental health, leading teams supporting patients with dementia, depression, anxiety, and chronic conditions. He also serves as volunteer clinical faculty at UCSF.At Avail Healthcare, he builds care models focused on aging in place and caregiver support, grounded in the quintuple aim: patient experience, provider experience, outcomes, equity, and sustainability.We explore how AI is reshaping real-world healthcare delivery.Joe explains that geriatric systems are structurally reactive, requiring patients to come to care instead of care coming to them. This drives higher cost, fragmentation, and missed early intervention.AI enables a shift toward proactive care through remote monitoring, AI-assisted triage, and continuous communication, improving early detection and reducing emergency utilization.A major theme is administrative burden. AI scribes now document visits in real time, reducing charting, improving accuracy, and giving clinicians more time with patients.Joe notes that 15–20% of healthcare costs are administrative, creating major system-wide friction. AI reduces this load for both clinicians and patients.We also explore the caregiver crisis, with 1 in 4 adults acting as caregivers. AI helps generate care plans, coordinate resources, and reduce coordination burden.Another key insight is the rise of clinician entrepreneurs. AI tools now allow non-technical clinicians to design workflows, analyze data, and build systems using natural language interfaces.Joe emphasizes that governance, infrastructure, and privacy must scale alongside innovation to protect patients and providers.Core theme: AI should not only improve efficiency—it should improve human care.What You’ll Learn:• Why healthcare is reactive and how AI enables proactive care• How AI transforms geriatric and behavioral health delivery• Role of AI scribes in reducing burnout• Why 15–20% of healthcare costs are administrative• How AI improves documentation and billing accuracy• The caregiver crisis and AI support systems• How remote monitoring reduces ER visits• Why clinician experience affects outcomes• AI agents as virtual team members• Rise of clinician entrepreneurs using AI tools• Non-technical building via AI interfaces• Importance of governance and privacy• Alignment with the quintuple aimResources:Avail Healthcare https://www.availhealthcare.coWatch & Follow AI with Bry:Full episodes https://bry.net/ai | YouTube https://www.youtube.com/@aiwithbry | Instagram https://www.instagram.com/aiwithbry | Facebook https://www.facebook.com/profile.php?id=61575757332333 | TikTok https://www.tiktok.com/@aiwithbryThe future of healthcare AI will not be defined by automation alone, but by whether systems reduce friction, support clinicians, and bring care closer to those who need it most.Learn, leverage, and lead.

  6. 30

    Why AI is Making Healthcare Faster But Not Better for Patients

    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 need—not capability alone. This conversation reframes AI through decades of infrastructure leadership, personal medical recovery, and keeping humans at the center of advancement.Guest: David JonesDavid Jones is a veteran technology executive with 40+ years across telecommunications, regulatory systems, networking infrastructure, and large-scale data centers. He has built companies from startup stage to billion-dollar platforms through multiple private equity cycles and acquisitions.After surviving a life-threatening infection resulting in the loss of his right hand and part of his forearm, he shifted into medtech innovation, prosthetics, and patient-centered systems. He now supports early-stage founders through the Pearl Innovation Center in Charlotte, focused on healthcare, AI, and human recovery.His perspective connects enterprise infrastructure with lived patient experience in complex healthcare systems.We explore decades of technology evolution and connect it to healthcare transformation and prosthetic innovation.David emphasizes that leadership requires adaptability, trust, and aligning strategy with system design before scaling execution.A key theme is that AI is accelerating all layers of technology but not always improving outcomes.In healthcare, AI improves documentation, billing, and workflows but often shifts rather than reduces workload, increasing administrative burden.Without intentional design, AI can optimize metrics instead of patient experience.The conversation moves into prosthetics and medtech innovation. After losing his hand, David became deeply involved in prosthetic systems, sensor integration, and AI-enabled biomechanics.Modern prosthetics are increasingly AI-driven systems using sensors, machine learning, and feedback loops to translate muscle signals into movement.However, innovation is limited by cost, market size, and awareness of what is currently possible. Upper-limb prosthetics remain significantly underserved despite advances in robotics and wearables.Through the Pearl Innovation Center, David supports ecosystem development for medtech founders navigating high complexity.Core leadership insight: technology must serve human continuity, not replace it. Trust is built through listening, not automation.AI accelerates systems, but it cannot replace empathy, context, or human attention.What You’ll Learn:• AI accelerates infrastructure but doesn’t guarantee better outcomes• Leadership requires aligning strategy with system design• Data centers function as utility ecosystems• AI increases productivity but can increase clinical workload• System design determines patient outcomes• Prosthetics are becoming AI-driven biomechanical systems• Upper-limb prosthetics remain underdeveloped• Sensor fusion + ML reshape human-device interaction• Market size influences medtech innovation• Ecosystem support is critical for founders• Trust remains foundationalResources (full links available on show page):Pearl Innovation Center (Charlotte MedTech Ecosystem)Wexford Connect LabsWatch & Follow AI with Bry (all platforms available here):Full episodes: https://bry.net/aiThe future of AI in healthcare and infrastructure will not be defined by speed alone, but by how well we keep humans at the center of increasingly intelligent systems.Learn, leverage, and lead.

  7. 29

    How a Resident Physician Building AI to Fix Broken Healthcare Contracts

    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—when clinicians closest to the pain points become the builders.Guest: Daniela DennisDaniela Dennis is an emergency medicine resident and Founder of Payscope MD, an AI platform that helps physicians understand and optimize employment contracts. She also hosts the Resident Founder podcast and is author of What Med School Didn’t Teach Me About Money.As a first-generation college graduate, she works at the intersection of medicine, entrepreneurship, and AI, focused on reducing information asymmetry and empowering physicians with tools they were never given in training. She is not theorizing about problems—she is building while living them.We explore a major shift in healthcare: builders emerging from inside the system.Daniela explains how Payscope MD originated from firsthand frustration with physician contracts—complex language, high legal costs, and lack of transparency at critical career moments. AI became the bridge to simplify and unlock understanding.A key insight: AI is only as strong as the data it learns from. In healthcare, much of that data is fragmented or locked in systems and contracts, creating opportunity for domain experts to build better tools through real-world exposure.We also discuss how AI is already transforming clinical workflows—documentation, dictation, radiology, and patient monitoring. While efficiency gains matter, the biggest impact is time: giving clinicians back attention for patients.Daniela emphasizes that AI is not replacing physicians—it is augmenting them. But it introduces new challenges as patients increasingly rely on AI-generated medical information, increasing the need for clinician interpretation and guidance.On the builder side, the barrier to entry has dropped significantly. With modern AI tools, clinicians without technical backgrounds can now prototype, validate, and launch products. This is enabling a new wave of physician entrepreneurs.We also explore how physicians must shift from passive adoption to active participation—building tools, shaping workflows, and educating patients. Leadership in healthcare is expanding beyond clinical care into creation and communication.AI in healthcare will not be defined only by institutions or external startups. It will be shaped by clinicians who choose to engage, build, and lead.What You’ll Learn:• AI lowers the barrier to building, not the need for insight• Clinicians are becoming builders within the system• Healthcare data gaps create opportunity for domain experts• AI improves workflows and returns time to patients• Patients are influenced by AI-generated medical information• Human oversight remains critical in medical decisions• Entrepreneurship is now more accessible to physicians• AI tools enable rapid prototyping (“vibe coding”)• Trust and credibility are evolving in healthcare• Leadership now includes building and educating with AIResources:Payscope MD: https://www.getpacescope.comResident Founder PodcastLinkedIn: https://www.linkedin.comInstagram: https://www.instagram.comWatch & Follow AI with Bry:Full episodes: https://bry.net/aiYouTube: https://www.youtube.com/@aiwithbryInstagram: https://www.instagram.com/aiwithbryFacebook: https://www.facebook.com/profile.php?id=61575757332333TikTok: https://www.tiktok.com/@aiwithbryThe future belongs to those who build from lived experience. Learn, leverage, and lead.

  8. 28

    How AI is Empowering Nurse Practitioners to Rebuild Healthcare

    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 practitioners building sustainable, patient-centered businesses.Guest: Lynn RapsilberLynn Rapsilber is Co-Founder and CEO of the National Nurse Practitioner Entrepreneur Network (NNPEN), a community that provides nurse practitioners with business education, advocacy, and resources often missing from clinical training.With extensive experience in patient care and healthcare leadership, Lynn helps NPs build, scale, and sustain independent practices. Her work bridges entrepreneurship, policy, and care delivery, helping clinicians step into ownership and reshape healthcare from within.We discuss a major challenge in healthcare today: the people closest to patients are often the least equipped with modern business tools.Lynn explains how nurse practitioners are becoming entrepreneurs without formal business training and how organizations like NNPEN help close that gap. AI is now accelerating that evolution.One of the biggest barriers to adoption is fear. Clinicians worry about complexity, cost, and losing the human connection with patients. Lynn reframes AI as a support system, not a replacement.We explore how AI is already improving healthcare through virtual assistants, front-desk automation, clinical decision support, documentation, billing workflows, and AI-powered medical scribes. These tools reduce administrative burdens and allow providers to focus more on patient care.Lynn also shares how AI supports personalized care through real-time protocols, remote monitoring, and data-driven insights that enable earlier intervention and better chronic disease management.On the business side, AI helps solo practitioners operate with the capabilities of larger organizations through automation, reporting, and operational efficiencies that support sustainable growth.We also discuss trust, privacy, data ownership, education, and leadership. Lynn highlights how NNPEN is creating a collaborative ecosystem where practitioners share resources, gain visibility, and increase collective influence.AI is not replacing healthcare providers. It is giving them the leverage to reclaim their role.What You'll Learn:• AI adoption starts with education and trust• NPs are building businesses without formal business training• AI reduces administrative burden and restores patient focus• Medical scribes provide rapid ROI• Personalized care improves through data and insights• Solo practices can scale with AI-powered systems• Cost barriers are decreasing• Data ownership and privacy matter• Ecosystem thinking creates leverage• Healthcare transformation will happen from the ground upResources:NNPEN: https://www.nnpen.orgNP Practice Directory: https://www.npdirectory.orgWatch & Follow AI with Bry:https://bry.net/aiYouTube: https://www.youtube.com/@aiwithbryInstagram: https://www.instagram.com/aiwithbryFacebook: https://www.facebook.com/profile.php?id=61575757332333TikTok: https://www.tiktok.com/@aiwithbryThe future of healthcare will not be built solely in hospitals or boardrooms. It will be shaped by empowered practitioners using technology to deliver better, more human care.Learn, leverage, and lead.

  9. 27

    Busy Sales Teams vs Real Revenue Engines

    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 multiply capacity.This conversation reframes AI adoption as a people and execution challenge, not just a technical one.Guest IntroductionRich MakoverFull Name: Rich MakoverRich is a Fractional Chief Revenue Officer and Managing Partner at Tech CXO. He works with companies across consumer goods, beauty, jewelry, and technology to build scalable revenue engines. With decades of experience at KPMG, Avon, and Citizens Watch Group, Rich now embeds investor-grade repeatable execution into growth-stage and PE-backed companies. He is also a certified executive coach and former D1 Penn State lacrosse captain, translating high-performing team principles from the locker room to the boardroom.His perspective matters because he operates at the intersection of strategy, people, and process. Rich helps organizations turn founder intuition into disciplined, repeatable revenue execution while leveraging AI to multiply team effectiveness.Core Conversation SummaryWe unpacked a central tension facing revenue organizations today: speed versus adoption.Rich emphasized that AI is not about replacing relationships—it’s about enabling teams to perform at scale with clarity, preparation, and confidence. When adoption is structured into workflows, AI improves meeting prep, lead qualification, proposal creation, and handoffs to customer success. Without intentional integration, tools fail to stick.One of the biggest challenges in AI adoption is critical mass. Early adoption by a few key team members drives momentum, while isolated usage leads to stalled implementations. Leadership through example—walking the walk—drives adoption and builds trust.We explored repeatable systems versus accidental success. Embedding AI into defined processes increases usage, accountability, and measurable results. Rich shared real-world examples where AI increased meetings, streamlined proposals, and freed leaders to focus on coaching talent rather than manual tasks.On leadership, Rich highlighted that AI accelerates execution but does not replace judgment. Experienced leaders use AI to amplify their perspective, speed planning, and enhance team performance. Younger team members may over-rely on AI, so balancing automation with critical thinking is essential.Ultimately, AI adoption on the revenue side is about process, culture, and leadership, not just shiny tools. The leaders who succeed are those who structure systems that allow teams to perform repeatedly under pressure.What You Will Learn in This EpisodeAI Adoption Is A People And Execution ChallengeCritical Mass, Not Perfection, Drives AdoptionRepeatable Systems Outperform Accidental SuccessAI Enhances Preparation, Proposal, And Hand-Off ProcessesLeadership By Example Accelerates Tool IntegrationExperienced Judgment Multiplies AI’s ValueBalancing AI Usage With Critical Thinking Avoids RiskStructured Workflows Increase Stickiness And ROIAI Reveals and Reinforces Team Culture, It Doesn’t Replace ItCollaboration And Coaching Drive Sustainable Revenue GrowthResources, Tools and Platforms MentionedTech CXOhttps://www.techcxo.comLinkedInhttps://www.linkedin.com/in/rich-makoverFractional Edge NewsletterLink in show notesWatch and Follow AI with BryFull episodes and show noteshttps://bry.net/aiYouTubehttps://www.youtube.com/@aiwithbryInstagramhttps://www.instagram.com/aiwithbryFacebookhttps://www.facebook.com/profile.php?id=61575757332333TikTokhttps://www.tiktok.com/@aiwithbryThe future belongs to leaders who structure systems, multiply their team’s capacity, and embed execution into culture.

  10. 26

    AI Isn’t the Threat Leadership Is

    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. This reframes AI adoption as a people and philosophy challenge, not just technical transformation.Guest: Cristina DiGiacomoCristina DiGiacomo is Founder of 10P1, Chief Philosophy Officer, and member of the AI Council at C-Suite Network. With 25 years in technology and digital strategy, she embeds ethical architecture directly into AI systems through leadership alignment, moral frameworks, and executable code-level constraints.She works at the intersection of human values and machine capability, designing systems ethics upstream before optimization pressure defines outcomes.We explore the tension of speed vs governance. Cristina argues these are not opposites—upfront clarity accelerates execution by reducing noise, risk, and misalignment.A key misconception is that AI safety can be added after deployment. In reality, values are always embedded in systems, intentionally or not. Without ethical guardrails, optimization pressure fills the gap.We also discuss open-source AI systems and constraint layers. Even when safeguards exist, they can be overridden—making the human decision a matter of character and shifting hiring toward moral intelligence.Cristina introduces systems ethics: embedding checkpoints, principles, and moral architecture directly into workflows as accelerators, not bureaucracy.AI also expands human capability. It strengthens synthesis, pattern recognition, and structured thinking. It does not replace judgment—it expands perspective.We explore how AI improves decision-making through better options, counterarguments, and scenario planning, leading to clearer thinking rather than more noise.On leadership, Cristina reframes disruption: healthy change surfaces new leaders, capabilities, and collaboration. The key question is not whether change creates friction, but whether leaders interpret it as failure or growth.AI is not coming for us—we are shaping how it is deployed. Collaboration, not fear-driven competition, will define outcomes.This episode helps leaders embed ethical clarity into execution and lead through technological change without fear-based narratives.What You’ll Learn:• AI adoption is a people + philosophy challenge• Speed and governance reinforce each other• Systems ethics must be embedded upstream• Optimization pressure defines outcomes if ignored• Moral intelligence matters in hiring• Constraint layers require human character• AI expands decision-making capacity• Information synthesis is a key leverage point• Organizational friction can signal healthy evolution• Collaboration drives resilienceResources:10P1: https://10p1.coC-Suite Network: https://c-suitenetwork.comLinkedIn: https://www.linkedin.com/in/cristinadigiacomo/Watch & Follow AI with Bry:Full episodes: https://bry.net/aiYouTube: https://www.youtube.com/@aiwithbryInstagram: https://www.instagram.com/aiwithbryFacebook: https://www.facebook.com/profile.php?id=61575757332333TikTok: https://www.tiktok.com/@aiwithbryThe future belongs to leaders who embed values into execution. Learn, leverage, and lead.

  11. 25

    Is AI Replacing Developers Or Upgrading Them

    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 joined by Greg Smith, a fractional CTO and technology strategist who serves as Managing Partner in the Product and Technology Practice at TechCXO. Greg leads fractional CTO, CIO, CPO, and CISO engagements while advising private equity and venture capital firms on technology diligence. With decades of experience as an operator, founder, and executive, Greg brings a practical lens to AI adoption, leadership, and organizational transformation.Greg and I unpack what organizations are still misunderstanding about AI. We discuss why top down AI mandates often fail and why grassroots adoption inside teams produces more durable results. We explore how AI is reshaping the tech diligence lifecycle by accelerating information gathering, improving insight extraction, and compressing reporting timelines, while still requiring seasoned judgment in the middle of the process. AI can surface patterns and highlight risks, but it cannot replace wisdom, contextual interpretation, or accountability.We also dive into how investors are using AI to evaluate companies and why overreliance on automated reports creates false confidence. AI can make technology assessments feel accessible, but it cannot fully interpret architectural nuance, team capability, product maturity, or leadership readiness. We discuss the shift from entry level analytical roles toward higher leverage, product minded technical leadership and how development bottlenecks are moving upstream into product strategy and planning. As AI accelerates execution, clarity of thinking becomes the new constraint.Whether you are a founder, executive, private equity partner, or technology leader, this episode will help you rethink how AI fits into diligence, innovation, and long term value creation. The mindset shift is clear. AI is not a replacement for leadership. It is an amplifier of it.What You Will Learn in This EpisodeWhy Grassroots AI Adoption Outperforms Top Down MandatesHow AI Accelerates Tech Diligence Without Replacing JudgmentWhy Information Gathering And Reporting Are Ideal AI Use CasesHow Investors Risk False Confidence From Automated AI ReportsWhy Wisdom And Context Still Outperform Pure Prediction EnginesHow AI Is Compressing Development Timelines And Shifting BottlenecksWhy Developers Must Become More Product Minded To Stay RelevantHow To Evaluate AI Claims Inside Portfolio CompaniesWhy Continuous Innovation Becomes The New Competitive MoatHow Leaders Can Remove Fear And Drive Responsible AI AdoptionConnect with Greg SmithTechCXO https://www.techcxo.comLinkedIn https://www.linkedin.com/in/fractionalcto/Resources, Tools and Platforms MentionedAI Models and AssistantsChatGPT https://chat.openai.comClaude by Anthropic https://www.anthropic.com/claudeResearch and Knowledge ToolsNotebookLM by Google https://notebooklm.google.comDevelopment or Execution ToolsOpenAI API https://platform.openai.comMicrosoft Azure AI https://azure.microsoft.com/en-us/products/ai-servicesIndustry or Concept ReferencesTech DiligenceFractional CTO LeadershipSOC 2 ComplianceWatch and Follow AI with BryFull episodes and show notes https://bry.net/aiYouTube https://www.youtube.com/@aiwithbryInstagram https://www.instagram.com/@aiwithbryFacebook https://www.facebook.com/profile.php?id=61575757332333TikTok https://www.tiktok.com/@aiwithbryThe future belongs to leaders who move from insight to execution. Learn, leverage, and lead.

  12. 24

    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 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 without losing clarity, culture, or control.I am joined by Danny Mendoza and the team from Escape Velocity, a group working at the intersection of innovation, capital, and execution. Alongside Danny are Michael Heiser and Elijah Gutman, who bring deep experience in product strategy, AI systems, and venture acceleration. Together, they are helping founders move from idea to execution faster than ever before.We unpack what organizations are misunderstanding about AI today, why overwhelm is often the first barrier to adoption, and how leaders can shift from analysis paralysis to rapid experimentation. This episode dives into the recent leap from basic automation to agentic systems that can pilot software, build product roadmaps, and execute research workflows autonomously. We also explore how AI is compressing development timelines from months to weeks, replacing traditional research teams, reshaping capital deployment in investment banking, and redefining what talent looks like. This is not about replacing people. It is about amplifying execution and unlocking new levels of speed and access that were previously reserved for massive enterprise budgets.Whether you are a founder, executive, investor, or builder, this episode will challenge you to rethink how you plan, execute, and lead in a world where AI is replacing research and accelerating every stage of the product lifecycle.What You Will Learn in This EpisodeWhy AI overwhelm is the first barrier organizations must overcomeHow NotebookLM can instantly accelerate research and learningWhat changed with Claude Code and why it signals a major shiftWhat Model Context Protocol means for product strategyHow AI can build multi year product roadmaps autonomouslyWhy research heavy industries like investment banking are ripe for AI accelerationHow AI is democratizing access to enterprise level consultingWhy development timelines are compressing dramaticallyHow leaders can reduce AI theater and focus on real executionWhy talent definitions are shifting in the AI eraHow to rethink planning in a world where execution happens in daysConnect with Danny Mendoza and Escape Velocity TeamEscape Velocity: https://www.escapevelocity.us/Danny Mendoza LinkedIn: https://www.linkedin.com/in/danny-mendoza-hx/Michael Heiser LinkedIn: https://www.linkedin.com/in/michael-heiser-45458b13b/Elijah Gutman LinkedIn: https://www.linkedin.com/in/elijah-gutman/Resources, Tools and Platforms MentionedAI Models and PlatformsChatGPT https://chat.openai.comClaude https://claude.aiResearch and LearningNotebookLM https://notebooklm.google.comAI Development and Agentic ToolsOpenClaw https://openclaw.ai/ElevenLabs https://elevenlabs.ioClaude Code https://www.anthropic.com/claudeMeeting and Knowledge ToolsGranola https://granola.aiOtter https://otter.aiFireflies https://fireflies.aiOrganizations MentionedEscape Velocity https://www.escapevelocity.us/Umergence https://www.umergence.com/1 Million Cups https://www.1millioncups.comY Combinator https://www.ycombinator.com3M https://www.3m.comWatch and Follow AI with BryFull episodes and show notes https://bry.net/aiYouTube https://www.youtube.com/@aiwithbryInstagram https://www.instagram.com/aiwithbryFacebook https://www.facebook.com/profile.php?id=61575757332333TikTok https://www.tiktok.com/@aiwithbryThe future belongs to the leaders who move from research to execution. Learn, leverage, and lead.

  13. 23

    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 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 can use AI to execute with clarity without surrendering judgment, creativity, or trust.I am joined by Michael Baer, fractional Chief Marketing Officer and Chief Growth Officer at TechCXO. Michael brings an operator first perspective shaped by decades of experience helping leadership teams translate strategy into real world outcomes. Rather than treating AI as a buzzword, Michael focuses on how leaders can use it responsibly to support thinking, decision making, and execution without replacing the human work that actually drives value.Michael and I unpack why AI’s first answer is rarely the best answer and why strong leadership still requires probing, challenging, and refining outputs rather than accepting speed at face value. We discuss how AI systems are designed to please users, why repeated prompting matters, and why good work sometimes requires intentional inefficiency. From writing and creativity to marketing performance, leadership decision making, and healthcare adoption, this episode highlights where AI helps and where leaders must slow down.We also explore how AI is reshaping creative workflows through image generation, curriculum design, and coaching frameworks. Michael shares how he uses AI to build structured programs, workshops, and strategic exercises that would previously have required large teams or months of work. At the same time, we confront the risks of AI generated content saturation, declining trust, and the growing need for leaders who can think beyond automation.Whether you are a founder, executive, marketer, or healthcare leader navigating AI adoption, this episode will help you rethink AI as an execution amplifier rather than a strategy replacement, and why leadership judgment has never mattered more.What You Will Learn in This EpisodeWhy AI’s first response is rarely the right oneWhy repeated prompting and human guidance still matterHow efficiency can undermine creativity if left uncheckedWhy good writing and original thinking stand out more than everHow AI is changing marketing performance and audience trustWhy leaders must separate value creation from AI hypeHow AI can support coaching, workshops, and curriculum designWhy healthcare adoption requires trust, not just automationHow AI impacts jobs while increasing demand for strategic leadershipWhy judgment, not speed, is the real leadership advantageResources, Tools and Platforms MentionedAI Models and PlatformsChatGPT https://chat.openai.comOpenAI https://openai.comClaude https://claude.aiAnthropic https://www.anthropic.comCreative and Media PlatformsSpotify https://www.spotify.comNano Bananas https://nanobanana.io/Organizations and Technology ReferencesTechCXO https://www.techcxo.comXeroxIBM Selectric TypewriterWatch and Follow AI with BryFull episodes and show notes https://bry.net/aiYouTube https://www.youtube.com/@aiwithbryInstagram https://www.instagram.com/aiwithbryFacebook https://www.facebook.com/profile.php?id=61575757332333TikTok https://www.tiktok.com/@aiwithbryRemember, the future does not wait. Learn, leverage, and lead.

  14. 22

    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 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 easily magnify confusion as it can performance.I am joined by Paul King, Principal at Tech CXO, where he works hands on with founders, CEOs, and executive teams to bring operational discipline, scalable systems, and execution clarity to growing organizations. Paul has spent his career helping companies move from ambition to reality, making him uniquely positioned to cut through AI hype and focus on what actually works inside real teams.Paul and I unpack what leaders often misunderstand about large language models, why AI is not “thinking” but still incredibly powerful, and why context and control matter more than speed. We explore real examples of hallucinations, fabricated features, and misleading outputs, not as reasons to avoid AI, but as reasons leaders must stay engaged and intentional. This conversation dives into how AI fits into product development, architecture decisions, testing, and quality assurance, and why the role of developers is shifting from writing code to guiding, validating, and structuring systems.We also discuss how effective AI leverage goes far beyond small productivity gains. From autonomous coding agents and parallel development to better visibility for executives and stronger accountability across teams, this episode shows how AI can transform how organizations operate when leaders rethink processes instead of just installing tools. Paul shares why companies that refuse to engage with AI will fall behind, and why those that only use it as a chatbot are leaving massive value on the table.Whether you are a founder, executive, or technology leader trying to navigate AI adoption without losing control, this episode will help you think more clearly about leverage, leadership, and how to build organizations that can move faster without breaking themselves in the process.What You Will Learn in This EpisodeWhy AI is not thinking and why that distinction mattersHow hallucinations happen and how leaders should manage themWhy context and framing determine AI output qualityHow AI is changing the role of developers and engineersWhy leverage is about systems, not shortcutsHow leaders can gain real visibility into product developmentWhy junior and senior talent must learn AI differentlyHow autonomous agents accelerate development cyclesWhy small productivity gains are not real AI leverageHow leadership decisions determine whether AI creates growth or chaosResources, Tools and Platforms MentionedAI Models and PlatformsChatGPT https://chat.openai.comClaude https://claude.aiGemini https://gemini.google.comDeveloper and Coding ToolsClaude Code https://www.anthropic.com/news/claude-codeGitHub Copilot https://github.com/features/copilotCursor https://www.cursor.shAdvisory and LeadershipTech CXO https://techcxo.comWatch and Follow AI with BryFull episodes and show notes https://bry.net/aiYouTube https://www.youtube.com/@aiwithbryInstagram https://www.instagram.com/aiwithbryFacebook https://www.facebook.com/profile.php?id=61575757332333TikTok https://www.tiktok.com/@aiwithbryRemember, the tools will keep changing. Strong leadership never goes out of style. Learn, leverage, and lead.

  15. 21

    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. 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 change how work gets done.I am joined by Anu Ram, a fractional product leader and advisor working with organizations across industries to help them navigate AI driven change with intention. Anu brings deep experience spanning product strategy, execution, and organizational design, including her work with Crux Partners and Parsan AI. Her perspective is rooted in real operator challenges, not theory, and focuses on how leaders and teams actually build better products in practice.Anu and I unpack why AI should be invited into everything, but never left to run unchecked. We discuss why context is the real unlock for AI usefulness, why leaders must remain firmly in the human in the loop, and how trust is built by asking AI to show its work rather than blindly accepting outputs. From rapid prototyping and proof of concepts to workflow automation, security reviews, and internal decision making, this conversation highlights how AI creates true leverage when paired with strong product judgment.We also explore how AI is reshaping the role of product teams as development cycles shrink and vision, prioritization, and customer understanding become the new bottlenecks. Anu shares practical examples of how leaders can start small, codify tribal knowledge, and create space for experimentation without creating chaos. The episode reinforces why leverage should be rewarded as much as output, and why leadership in the AI era means modeling curiosity, restraint, and intentional adoption.Whether you are a product leader, founder, executive, or operator trying to move beyond surface level AI adoption, this episode will help you rethink AI as a force multiplier for strategy, not a replacement for thinking.What You Will Learn in This EpisodeWhy leverage matters more than tools in AI driven organizationsWhy context is the most important input leaders can give AIHow to stay human in the loop while still moving fasterWhy AI accelerates good product thinking and exposes weak strategyHow rapid prototyping changes product discovery and validationWhy workflows, not moonshots, are the best place to start with AIHow AI helps surface insights across sales, support, and customer dataWhy leaders must reward leverage, not just outputHow governance and experimentation must coexist in larger organizationsWhy inviting AI to everything starts with curiosity, not expertiseResources and Organizations MentionedCrux Partners https://cruxpartners.coParsan AI https://www.parsan.ai/AI Models and AssistantsChatGPT: https://chat.openai.comClaude: https://www.anthropic.com/claudePerplexity: https://www.perplexity.aiVibe Coding and Agentic DevelopmentAI-assisted prototyping: https://www.anthropic.com/researchAgentic workflows for product, research, and operations: https://www.microsoft.com/en-us/research/blog/ai-agents-explainedProduct and Leadership ConceptsHuman-in-the-loop systems: https://www.nist.gov/itl/ai-risk-management-frameworkContext-driven product discoveryLeverage over automationWatch and Follow AI with BryFull episodes and show notes https://bry.net/aiYouTube https://www.youtube.com/@aiwithbryInstagram https://www.instagram.com/aiwithbryFacebook https://www.facebook.com/profile.php?id=61575757332333TikTok https://www.tiktok.com/@aiwithbryRemember, the future does not wait. Learn, leverage, and lead.

  16. 20

    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 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 without reinforcing bias or losing sight of the people it is meant to serve.I am joined by Sheila Pande, CEO of Tandem, a company focused on improving maternal mental health outcomes through trust, community, and culturally responsive care. Sheila brings a rare combination of public health training, systems thinking, and hands on leadership as she builds technology designed to reduce racial disparities while integrating responsibly into real healthcare workflows.Sheila and I unpack how AI is already shaping healthcare decisions and why leaders must understand the limits of data, especially in women’s health and communities that have historically been underrepresented in research. We discuss how bias shows up in AI outputs, why context and prompting matter, and how leaders can engage AI thoughtfully without assuming it is neutral or complete. From building complex healthcare platforms through agentic and vibe coding to rethinking how data, governance, and trust intersect, this episode offers a grounded look at what responsible AI adoption really looks like.We also explore how AI is compressing development timelines, lowering costs, and creating entirely new leadership and operational roles, while still requiring strong human judgment. Sheila shares how AI is being leveraged across product development, marketing, business development, and healthcare delivery, all while keeping equity and outcomes at the center.Whether you are a healthcare leader, founder, nonprofit executive, or builder navigating AI in high stakes environments, this episode will challenge you to rethink leadership as the ability to ask better questions, design better systems, and use AI in service of people rather than performance metrics alone.What You Will Learn in This EpisodeWhy AI reflects the gaps and biases of existing healthcare dataWhy trust and context matter more than automation in healthcare AIHow AI can reinforce or reduce inequity depending on leadership choicesWhy leaders must understand AI systems, not just delegate themHow agentic and vibe coding are compressing development timelines dramaticallyWhy healthcare AI requires governance, not just policyHow AI is changing hiring models and creating entirely new rolesWhy human judgment remains essential in AI driven health systemsHow AI can lower costs and unlock access to underserved populationsWhy ethical leadership starts with admitting what you do not yet understandResources, Tools and Platforms MentionedAI Models and PlatformsChatGPT https://chat.openai.comClaude https://claude.aiHealthcare and TechnologyTandem http://beintandem.coConnect with Sheila PandeTandem: https://beintandem.co/LinkedIn: https://www.linkedin.com/in/sheilapande/Watch and Follow AI with BryFull episodes and show notes https://bry.net/aiYouTube https://www.youtube.com/@aiwithbryInstagram https://www.instagram.com/aiwithbryFacebook https://www.facebook.com/profile.php?id=61575757332333TikTok https://www.tiktok.com/@aiwithbryRemember, the future does not wait. Learn, leverage, and lead.

  17. 19

    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 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 will never come. This conversation dives into why understanding AI is less about mastering tools and more about rethinking productivity, responsibility, and human potential.I am joined by Todd Merrill, host of Tales from the Sky Lounge, longtime CTO, and deeply thoughtful business leader who has spent decades navigating major technology shifts. Todd brings a grounded, experience-driven perspective on how AI fits into real organizations, real workflows, and real leadership challenges. Rather than chasing hype, Todd focuses on practical AI literacy, personal productivity, and helping teams level up without fear-based management.Todd and I unpack what 2025 has already taught us about AI adoption, why no one truly understands AI completely, and why that should not stop leaders from engaging with it right now. We discuss why AI is best treated as an assistant rather than a replacement, how crawl-walk-run adoption begins with individual productivity, and why AI magnifies both good and bad leadership. From coding acceleration and rapid product development to meeting intelligence, voice tools, and workflow automation, this episode shows what it looks like to leverage AI without abandoning sound strategy or human judgment.Whether you are a founder, executive, or team leader trying to make sense of how AI fits into your organization, this episode will help you rethink AI as a capability you learn, leverage, and lead with—while preserving trust, clarity, and humanity.What You Will Learn in This EpisodeWhy no one fully understands AI yet—and why that’s okayWhy AI adoption starts with personal productivity before scaling to teamsHow AI magnifies leadership quality instead of replacing itWhy fear-based leadership fails in the AI eraHow to think about AI as an assistant, not a silver bulletWhy solving the right problem matters more than picking the right toolHow AI accelerates coding, research, and business validationWhy leaders must model AI usage instead of delegating learningHow AI can create headroom for better work, not more burnoutWhy learning to think differently is the real AI skillResources, Tools and Platforms MentionedAI Models and PlatformsChatGPT: https://chat.openai.comClaude: https://claude.aiGemini: https://gemini.google.comCoding, Voice, and Productivity ToolsClaude Code: https://www.anthropic.com/claudeWhisper (Speech-to-Text): https://openai.com/research/whisperPlod (Voice Recorder): https://www.plod.aiKrisp AI: https://krisp.aiProject Management and AutomationClickUp: https://clickup.comJira: https://www.atlassian.com/software/jiraPodcasts and Learning ResourcesTales from the Sky Lounge: https://talesfromtheskylounge.comConnect with Todd MerrillTales from the Sky Lounge Podcast: https://talesfromtheskylounge.comWatch and Follow AI with BryFull episodes and show notes: https://bry.net/aiYouTube: https://www.youtube.com/@aiwithbryInstagram: https://www.instagram.com/aiwithbryFacebook: https://www.facebook.com/profile.php?id=61575757332333TikTok: https://www.tiktok.com/@aiwithbryRemember, the future does not wait. Learn, leverage, and lead.

  18. 18

    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 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 entire organizations up a rung — and when misunderstood, can leave them behind.I am joined by Mark Hinkle, co-founder of All Things AI and a leader deeply embedded at the intersection of emerging technology, open-source innovation, and enterprise AI transformation. With decades of experience guiding organizations through major technological shifts, Mark brings a grounded, pragmatic perspective on what AI actually changes — and what it doesn’t.Mark and I unpack why AI is one of the most polarizing technologies of our lifetime, how resistance today mirrors the early days of electricity adoption, and why leaders who opt out risk leaving their teams and businesses behind. We discuss the “unsexy AI revolution” happening beneath the surface — where AI quietly improves safety, productivity, and decision-making rather than grabbing headlines.This conversation dives into why most AI initiatives fail when companies buy tools before upskilling people, why leadership understanding matters more than AI mandates, and how breaking work into small, discrete steps unlocks real leverage. From digital workers and agent-based workflows to email triage, document processing, and data analysis, Mark shares concrete examples of how teams are already benefiting without chasing mythical “do-everything” AI agents.We also explore the human side of AI leadership: judgment, taste, ethics, and accountability. AI can get you most of the way there, but the final stretch — trust, brand, creativity, and responsibility — still belongs to humans. Leaders who model learning, curiosity, and experimentation are the ones setting their organizations up to thrive.Whether you are a founder, executive, or operator trying to cut through the noise and understand what AI actually means for your business, this episode will help you rethink AI as infrastructure rather than magic, and leadership as the true differentiator.What You Will Learn in This EpisodeWhy AI is one of the most polarizing technologies of our lifetimeHow AI adoption mirrors the early days of electricity and industrializationWhy buying AI tools before upskilling teams leads to failureThe real reason 90%+ of AI pilots stall or collapseHow digital workers and AI agents actually fit into modern teamsWhy breaking workflows into small, discrete steps unlocks better AI outcomesHow AI can move entire organizations “up one rung” when implemented correctlyWhy leadership modeling matters more than AI mandatesThe role of judgment, taste, and accountability in an AI-driven worldWhy the future of AI is better, not just faster or cheaperResources, Tools, and Platforms MentionedAll Things AI- https://allthingsai.org.Artificially Intelligent Enterprise- https://aie.net. Connect with Mark HinkleLinkedIn: https://www.linkedin.com/in/markrhinkle/AIE newsletter and resources at https://aie.net. Community events and trainings at https://allthingsai.org.Watch and Follow AI with BryFull episodes and show notes at https://bry.net/ai. YouTube at https://www.youtube.com/@aiwithbry. Instagram at https://www.instagram.com/aiwithbry. Facebook at https://www.facebook.com/profile.php?id=61575757332333. TikTok at https://www.tiktok.com/@aiwithbry.Remember, the future does not wait. Learn, leverage, and lead.

  19. 17

    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 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 shortcut are the ones building real momentum.I am joined by Rebl Risty, founder of Rebl Marketing and Rebl Labs AI, a seasoned technology and marketing leader who helps organizations turn AI curiosity into production ready systems. With deep experience across software engineering, data driven product development, and team leadership, Rebl brings a practical and refreshingly human perspective on how AI actually fits into day to day work.Rebl and I dive into why most AI efforts fail when leaders try to make one tool do everything, and how breaking work into focused steps unlocks better results. We talk about treating AI like a nine year old that needs clear instructions, why process matters more than prompts, and how teams are already using AI team members for content, sales development, and operations. From no code app builders like Lovable to AI SDRs that can call, text, and email prospects, this conversation shows what it looks like to move from experimentation to real business impact.Whether you are a founder, executive, or team leader trying to figure out how AI fits into your organization, this episode will help you rethink AI as a tool you use, a process you design, and a team member you lead.What You Will Learn in This EpisodeWhy AI adoption is not an age advantage and why everyone is still learningHow to think of AI as a tool, a process, and a team memberWhy focus and specificity matter more than asking AI to do everythingHow breaking workflows into smaller AI steps leads to better outcomesReal examples of AI team members in marketing, sales, and operationsWhy leaders must model AI usage instead of delegating it awayHow curiosity is becoming a critical leadership trait in the AI eraWhy AI should be part of strategy, not a side experimentHow small teams can scale faster by designing AI powered workflowsResources, Tools and Platforms MentionedAI Models and Platforms ChatGPT: https://chat.openai.com Claude: https://claude.ai Gemini: https://gemini.google.comNo Code and Automation Tools Lovable: https://lovable.dev Make: https://www.make.com n8n: https://n8n.ioVoice and AI AudioElevenLabs: https://elevenlabs.ioRebl Labs and Learning Resources Rebl Labs AI: https://rebllabs.aiConnect with Rebl RistyLinkedIn https://www.linkedin.com/in/rebeccaristyWatch and Follow AI with Bry Full episodes and show notes https://bry.net/ai YouTube https://www.youtube.com/@aiwithbry Instagram https://www.instagram.com/aiwithbry Facebook https://www.facebook.com/profile.php?id=61575757332333 TikTok https://www.tiktok.com/@aiwithbryRemember, the future does not wait. Learn, leverage, and lead.

  20. 16

    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 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 marketer who helps entrepreneurs and teams build smarter funnels, understand their numbers, and turn data into momentum. Through workshops, hands-on consulting, and a vibrant learning community, Ben has helped countless brands simplify their marketing, amplify their results, and think more strategically about growth in an AI-first world.Ben and I dive into how AI has merged his product-builder brain and his growth brain into a single, powerful workflow—where tools like Cursor, Lovable, and voice-first dictation let him go from idea to landing page, dashboard, or even full SaaS prototype in days instead of months. We talk about “giving AI arms and legs,” why leaders should stop typing and start talking, and how data literacy is quickly becoming one of the most important leadership skills in the age of AI. Whether you’re a founder, marketer, or executive trying to figure out where AI fits into your business, this conversation will help you rethink how you build, grow, and repeat.What You’ll Learn in This EpisodeHow AI is collapsing the gap between product and growth into one continuous loopWhy “never start from scratch” is the new default for decks, campaigns, and product specsHow to use voice-first workflows (Whisper-style tools) to 10x the context you give to AIWhat it means to “give AI arms and legs” so it doesn’t just ideate, it executesHow deep research workflows can replace traditional consulting-style reportsWhy data-literate leadership is now a core executive skill—not just a specialist functionHow to rethink pricing when AI lets you do in 2 hours what used to take 20Why leaders should audit internal “suck points” and turn them into AI-powered workflowsHow to build tiny, powerful teams that ship faster using AI agents, dashboards, and custom toolsPractical ways to start building your own internal AI-powered tools without being a developerResources, Tools & Platforms MentionedAI Models & PlatformsChatGPT / GPT-5.1 — https://chat.openai.comGemini 3 + Nano Banana Pro (for visuals & infographics) — https://gemini.google/overview/image-generation/ GeminiVibe Coding, Product & Dev ToolsCursor — AI Code Editor & Dev Environment: https://cursor.com CursorLovable — AI App Builder (idea → working app): https://lovable.dev LovableVibe Coding Resource: https://pirateskills.com/build/codexVibe Coding Workshop: https://pirateskills.com/build/forgeVoice & Input ToolsWispr Flow / Whisperflow-style Voice Keyboard: https://wisprflow.ai/ Wispr Flow+1Analytics, Data & Visualization (Discussed Conceptually)Google Analytics, Power BI, custom dashboardsDeep research-style workflows (AI-generated long-form reports + discussion)Ben’s Ecosystem & Learning ResourcesPirate Skills (Build • Grow • Repeat codex, workshops & resources): https://pirateskills.comPirate Skills YouTube channel: https://www.youtube.com/pirateskills youtube.comConnect with Ben SufianiLinkedIn: https://www.linkedin.com/in/bensufiani/?locale=%20LinkedInPirate Skills Website: https://pirateskills.com(Keep an eye out for the Build Forge and Growth Forge cohorts Ben mentions for more hands-on, guided practice.)Discount Code: AIWITHBRY250Watch & Follow AI with Bry🎧 Full episodes + show notes: https://bry.net/ai ▶️ YouTube: https://www.youtube.com/@aiwithbry 📸 Instagram: https://www.instagram.com/aiwithbry 📘 Facebook: https://www.facebook.com/profile.php?id=61575757332333 🎵 TikTok: https://www.tiktok.com/

  21. 15

    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 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 Singularity, keynote speaker, and co-founder of the AI safety company Conscium. Calum has been thinking about AI’s long-term impact for decades, and he brings a rare mix of economic realism, philosophical depth, and practical optimism to the conversation. If you’re a founder, executive, policy leader, or just AI-curious, this episode will stretch how you think about work, wealth, and what comes next.Calum and I dig into artificial consciousness, “mind crime,” and why treating future AIs as mere tools could be morally catastrophic. We explore the idea of an economic singularity, a world where there are no jobs because machines do everything cheaper, better, and faster—and whether that could actually be a good thing if we redesign how value and abundance are shared. We also get practical: how Calum personally uses GPT in his daily life, why AI agents need rigorous verification before we unleash them at scale, and what kind of leadership this moment demands from people building companies, products, and policy. If you’ve ever wondered whether superintelligence makes us gods, pets, or partners—this episode is for you.What You’ll Learn in This EpisodeWhat “mind crime” is and why it could become humanity’s greatest moral failureThe Economic Singularity explained: a future with no human jobs (and why that might be amazing)How AI could create a world where most people “get to play” instead of work for survivalThe hard but urgent question: who owns the wealth in an AI-driven economy?Why AI agents are powerful and risky, and why verifying what agents do is becoming a critical new industryThe tension between racing toward superintelligence and the non-trivial risk of human extinctionWhat “AI-ready leadership” looks like: less command-and-control, more enabling, trusting, and equipping peopleWhy every leader now has a responsibility to deeply understand what AI can and cannot doResources, Tools & Platforms MentionedAI Models & Platforms:ChatGPT (GPT-4/5 family) — https://chat.openai.comGPT Agents / Agentic GPT — https://openai.com/index/introducing-agentic-ai/Agentic & AI Safety ToolsConscium — AI Safety & Agent Verification: https://conscium.comVerify AX (Agent Verification Service) Launching soon — access via Conscium homepage: https://conscium.comFuture of Life Institute: https://futureoflife.orgBooks & Thought Leadership by Calum ChaceThe Economic Singularity: https://www.calum-chace.com/books/ or on (Amazon: https://www.amazon.com/dp/099321164X)Surviving AI: https://www.calum-chace.com/books/Key Concepts, Frameworks & IdeasArtificial Consciousness: https://plato.stanford.edu/entries/consciousness/Mind Crime (Nick Bostrom, Superintelligence): https://nickbostrom.com/superintelligenceSuperintelligence & P(doom): https://nickbostrom.com/superintelligenceBroader AI Research & Safety EcosystemDeepMind — https://deepmind.googleOpenAI — https://openai.comAnthropic — https://www.anthropic.comConnect with Calum ChaceWebsite: https://calumchace.comBooks: https://www.calum-chace.com/books/Watch & Follow AI with Bry🎧 Full episodes + show notes: https://bry.net/ai ▶️ YouTube: https://www.youtube.com/@aiwithbry 📸 Instagram: https://www.instagram.com/aiwithbry 📘 Facebook: https://www.facebook.com/profile.php?id=61575757332333 🎵 TikTok: https://www.tiktok.com/@aiwithbry.com 🐦 X (Twitter): https://x.com/aiwithbry 💼 LinkedIn: https://www.linkedin.com/in/phingers

  22. 14

    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 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 executive leadership. If you’re a PM, founder, engineer, or anyone responsible for building digital products, this episode is your roadmap for what’s changing and how to stay ahead of it.Brooks and I dive into how agentic AI is collapsing the traditional product timeline, from research to specs to user feedback. We talk about the rise of “vibe coding,” instant Figma mockups, AI-driven user personas, and how product managers can avoid becoming the bottleneck in the age of AI-accelerated development. Whether you’re experimenting with GPT-5, Claude, Figma AI, or agentic development tools, this conversation will help you rethink how your team builds, iterates, and learns—and why leaders must shift from managing tasks to enabling experimentation if they want to thrive.What You’ll Learn in This EpisodeWhy agentic AI is transforming product management faster than any previous innovationHow PMs can “vibe code” product concepts, flows, and requirements with AIThe new workflow where developers move faster than product—and how PMs can keep upFigma’s AI revolution and what instant mockups mean for design cyclesHow to generate usable user feedback using AI personasWhy leaders must adopt AI personally before they can implement it organizationallyHow AI gives every person the power of a small team—without replacing human creativityResources, Tools & Platforms MentionedAI Models & PlatformsChatGPTClaudePerplexity (used for fact-checking research)Agentic & Developer ToolsAgentic AI (Auto-actions / GPT Agents)Model Context Protocol (MCP)SpecKit — AI requirements + repo analysisFigma AI — rapid UI mockup generatorDesign & Product FrameworksMobbin (UI pattern library)ShadCN (UI components + design system)Product Workflows & TechniquesAI User Personas for instant feedbackAI-driven focus group simulationsAI requirement generation + dev-QA upfront promptingVibe CodingOrganizationsConnect with Brooks Morrison LinkedIn: https://www.linkedin.com/in/brooks-morrisonTechCXO — https://www.techcxo.comWatch & Follow AI with Bry🎧 Full episodes + show notes: https://bry.net/ai ▶️ YouTube: https://www.youtube.com/@aiwithbry 📸 Instagram: https://www.instagram.com/aiwithbry 📘 Facebook: https://www.facebook.com/profile.php?id=61575757332333 🎵 TikTok: https://www.tiktok.com/@aiwithbry.com 🐦 X (Twitter): https://x.com/aiwithbry 💼 LinkedIn: https://www.linkedin.com/in/phingers

  23. 13

    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 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, elevate craftsmanship, and create room for creativity, service, and growth.In this episode, you’ll learn how to:Flip the script on “efficiency”: Use AI to increase profitability with the same headcount, not justify cuts.Lead with humans-in-the-loop: Why governance, evaluation windows, and role-specific upskilling beat “set-and-forget” automation.Fix inputs first: Garbage-in → garbage-out. Data hygiene, prompts, and clear guidelines are the difference between noise and ROI.Crawl → Walk → Run:Manual prototyping (GPT/Claude/Grok)No-code workflows to “think in systems”Guard-railed automation + human reviewRebuild culture: Safety and experimentation unlock bottom-up ideas (where the real process knowledge lives).Measure what matters: Replace vanity “AI-first” labels with business cases tied to cycle time, quality, CX, and margin.Real-world use cases we unpack:AI that cuts 50–60% of recruiting busywork (sourcing, screening, outreach) so teams spend time in high-trust conversations.Marketing for small firms that looks enterprise-grade—without enterprise budgets.Internal, workflow-fit tools (vs. tool-fit workflows) that scale operations without proportional hiring.Ethical lines: why we don’t ship sentiment-steering “gotcha” tools—and how principles keep you honest when capability tempts you.Tools & ideas mentionedChatGPT, Claude, Grok, PerplexityModel Context Protocol (MCP), “vibe coding,” EOS/ops software using AIGuardrails, evaluation dashboards, and governance as enablers (not blockers)Who this is forLeaders, HR/People Ops, and RevOps teams who are done playing defense with layoffs and ready to play offense with better workflows, cleaner data, and a braver culture.Connect with Christine Santacroce📧 [email protected] Search AI-enabled recruiting: https://www.viragosearch.com/SkillzForge AI talent matching: https://skillzforge.ai/LinkedIn: https://www.linkedin.com/in/csantacroce/Watch / Listen🎧 All episodes & show notes: https://bry.net/aiFollow me & join the conversation Facebook: https://www.facebook.com/profile.php?id=61575757332333 Instagram: https://www.instagram.com/aiwithbry TikTok: https://www.tiktok.com/@aiwithbry.com YouTube: https://www.youtube.com/@aiwithbry X (Twitter): https://x.com/aiwithbry LinkedIn: https://www.linkedin.com/in/phingers#aiwithbry #aileadership #futureofwork #responsibleai #digitaltransformation #peopleops #hrtech #talentacquisition #automation #datagovernance #culture #innovation #leadership

  24. 12

    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 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:Learn: “The soul becomes dyed with the color of its thoughts.” In a world of infinite information, Marcus reminds us that true learning comes from discernment, knowing what deserves your attention. AI can assist you, but it cannot think for you.Leverage: “Use technology not to amplify greed, but to amplify virtue.” AI, like a sword, is only as noble as the hand that wields it. We discuss how to use technology to elevate humanity, not to replace it.Lead: “The greatest empire to rule is one’s own mind.” Marcus redefines leadership for the age of algorithms: influence through character, not control. Use AI to illuminate, not dominate.Favorite Quotes“The power to shape the world must begin with the power to shape oneself.”“Do not chase immortality through machines. Chase meaning through mastery of your own mind.”🎧 Listen to the episode: https://bry.net/ai🧭 If Marcus Aurelius could guide today’s founders, technologists, and leaders, what would he say? This episode invites you to pause, reflect, and rediscover timeless wisdom in an age driven by algorithms.💻 Follow me & join the conversation: 👉 Facebook: facebook.com/profile.php?id=61575757332333👉 Instagram: instagram.com/aiwithbry👉 TikTok: tiktok.com/@aiwithbry.com👉 YouTube: youtube.com/@aiwithbry👉 X (Twitter): x.com/aiwithbry👉 LinkedIn: linkedin.com/in/phingers#AIwithBry #MarcusAurelius #Stoicism #AncientWisdom #AILeadership #ArtificialIntelligence #FutureOfWork #EthicalAI #Philosophy #Leadership #Virtue #Wisdom #Mindset #Innovation #DigitalTransformation

  25. 11

    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, fintech, telco, and insurance, Federico shows how leaders turn messy data and vague AI goals into practical wins.In this episode, you’ll learn how to:🧭 Lead with problems, not tools: Tie AI to clear business outcomes (revenue, cost, CX) or don’t do it.🧱 Get your data house in order: Pipelines, quality, and simple BI often beat fancy models.🪜 Crawl → Walk → Run: Manual → no-code → fully automated (with human-in-the-loop and evaluation).🎯 Personalize at scale: From regulated, client-specific newsletters to smarter channel-native social posts.🔒 Ship responsibly: Governance, fail-safes, and model evaluation windows before letting agents act.👥 Win the people side: Replace AI fear with curiosity, role-specific upskilling, and quick, scoped pilots.Highlights & PlaybookData > model: The model is the smallest box in a successful data product—data quality drives results.Three-tier delivery:Manual (Claude/GPT) to prove valueNo-code to think in systems (triggers → actions)Automated with tests, guardrails, and reviewHuman checkpoints: Agentic workflows need evaluation visibility before you remove approvals.Start small, stack wins: Simple dashboards or cleaned CRMs can unlock more ROI than a new LLM.Federico’s 90-Day MVP Roadmap (Healthcare & beyond)Zero→One (or One→Two) program for startups/scaleups: business definition, gap analysis, pilot support, team upskilling, plus 1-year follow-on coaching.🔗 Connect with Federico Nagy🌐 WayToGo Data: https://waytogodata.com👉 LinkedIn: https://www.linkedin.com/in/federiconagy📺 Watch more episodes & subscribe: https://bry.net/ai💻 Follow me & join the conversation👉 Facebook: https://www.facebook.com/profile.php?id=61575757332333👉 Instagram: https://www.instagram.com/aiwithbry👉 TikTok: https://www.tiktok.com/@aiwithbry.com👉 YouTube: https://www.youtube.com/@aiwithbry👉 X (Twitter): https://x.com/aiwithbry👉 LinkedIn: https://www.linkedin.com/in/phingers#AIwithBry #AILeadership #DataEngineering #AIAdoption #HumanInTheLoop #ResponsibleAI #HealthcareAI #DigitalTransformation #FutureOfWork #BusinessIntelligence #Automation #MachineLearning #Innovation #AIForBusiness

  26. 10

    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 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:⚡ Build human–machine symbiosis without losing the “God sauce” of human creativity🧠 Replace ego and sticky notes with workflows that augment brainstorming and delivery🧭 Lead adoption with governance, transparency, and upskilling (so Mary’s “spreadsheet superpower” becomes her next promotion)🧩 Document AI processes now to create repeatable frameworks your org can scale🤝 Make your company feel more human, not less, by giving machines the mundaneTools & workflows mentioned:ChatGPT, Claude, Perplexity, Midjourney (plus a keep-it-simple stack mindset)Why this matters:80–90% of AI efforts stall without leadership. Vincent shows how to realign roles, rewrite processes, and guide overwhelmed teams through adoption—so creativity compounds instead of getting crushed.🎧 Watch or listen now: https://ai.bry.net or https://bry.net/ai📩 DM me — How are you helping your team create more human work with AI?💻 Follow me:👉 Facebook: facebook.com/profile.php?id=61575757332333👉 Instagram: instagram.com/aiwithbry👉 TikTok: tiktok.com/@aiwithbry.com👉 YouTube: youtube.com/@aiwithbry👉 X (Twitter): x.com/aiwithbry👉 LinkedIn: linkedin.com/in/phingers#AIwithBry #AILeadership #CreativeLeadership #FutureOfWork #ArtificialIntelligence #Innovation #DigitalTransformation #HumanCreativity #AIinBusiness #ChangeManagement

  27. 9

    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 (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⚡ Boost win rates with speed, relevance, and confidenceWe dive into:✅ Why 80–90% of AI projects stall before delivering ROI✅ How RGA solves three “unsolvable” sales problems: prep, discovery, proposals✅ Game-changing tools: MyBrandy, Claude Desktop (MCP), Perplexity, ChatGPT, Make.com, bolt.new, VS Code✅ Why leaders must invest in experimentation budgets & build cultures of curiosity✅ Best practices for guiding overwhelmed teams through AI adoptionWhether you’re in SaaS, enterprise, or scaling a startup, this episode shows how AI workflows can transform sales when paired with strong leadership and execution.🎧 Watch or listen now: https://ai.bry.net or https://bry.net/ai📩 DM me — how are you using AI to accelerate sales?💻 Follow me on:👉 Facebook: facebook.com/profile.php?id=61575757332333👉 Instagram: instagram.com/aiwithbry👉 TikTok: tiktok.com/@aiwithbry.com👉 YouTube: youtube.com/@aiwithbry👉 X (Twitter): x.com/aiwithbry👉 LinkedIn: linkedin.com/in/phingers#AIwithBry #RevenueGrowth #SalesEnablement #AIinSales #ArtificialIntelligence #MachineLearning #BusinessGrowth #DigitalTransformation #FutureOfWork #Innovation

  28. 8

    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 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 people gap and lead AI adoption with confidence🧱 Why data governance + AI governance are essential foundations🎓 The power of customized AI training over generic “prompt engineering” courses🚀 The three futures of work with AI: replaced tasks, augmented roles, and entirely new jobsWe dive into:✅ The #1 mistake leaders make in AI adoption — chasing shiny tools instead of solving real problems✅ How to build an AI roadmap: objectives → use cases → value × feasibility✅ Why leadership, culture, and governance are more critical than the tech itself✅ Best practices for educating teams and reducing fear around AI adoption✅ New roles being created in the AI era (AI strategists, ethicists, prompt engineers)Whether you’re in banking, healthcare, or any industry wrestling with digital transformation, this episode shows how AI delivers results when guided by strong leadership and strategy.🎧 Watch or listen to the full episode at: ai.bry.net or bry.net/ai📩 DM me — how are you leading AI projects in your business? I’d love to hear.💻 Follow me on:👉 Facebook: facebook.com/profile.php?id=61575757332333👉 Instagram: instagram.com/aiwithbry👉 TikTok: tiktok.com/@aiwithbry.com👉 YouTube: youtube.com/@aiwithbry👉 X (Twitter): x.com/aiwithbry👉 LinkedIn: linkedin.com/in/phingers#AIwithBry #AILeadership #FutureOfWork #AIProjects #AITransformation #AIGovernance #Innovation #BryanDennstedt #SarahCornett #NewPodcastEpisode

  29. 7

    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 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🎓 Scaling real-time course creation for agencies and teams🛠 The importance of experimentation budgets for testing tools & prompts📖 How Justin is tying AI insights into his upcoming book Retain (Nov 1)We dive into:✅ Practical AI workflows that deliver measurable ROI✅ Strategies for training & knowledge retention at scale✅ How leaders can build an AI roadmap: workflows → bottlenecks → tools✅ Using prompts to get better prompts (and better outcomes)✅ Why smaller agencies must invest now—or risk falling behind larger competitorsWhether you’re in insurance, marketing, or any learning-heavy industry, this episode shows how AI can create tangible wins when applied with strategy and creativity.🎧 Watch or listen to the full episode at: ai.bry.net or bry.net/ai📩 DM me — how are you using AI to cut costs or scale training in your business? I’d love to hear.💻 Follow me on:👉 Facebook: facebook.com/profile.php?id=61575757332333👉 Instagram: instagram.com/aiwithbry👉 TikTok: tiktok.com/@aiwithbry.com👉 YouTube: youtube.com/@aiwithbry👉 X (Twitter): x.com/aiwithbry👉 LinkedIn: linkedin.com/in/phingers#AIwithBry #AILeadership #FutureOfWork #AITraining #SEO #Insurance #Innovation #BryanDennstedt #JustinGoodman #NewPodcastEpisode

  30. 6

    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 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🎨 The future of art tools that respect attribution & empower creators🎶 AI music experiments that remix voices, instruments—even bird songs📚 Teaching the next generation to use AI responsibly & creativelyWe dive into:✅ Agentic AI systems that mirror group problem-solving✅ The role of blockchain & NFTs in fair attribution for artists✅ Why purpose-built tools (like Cursor for coding) beat generic ones✅ How pushing AI until it “breaks” can inspire unexpected creativity✅ Strategies for leaders to foster adaptive collective intelligenceWhether you’re an artist, entrepreneur, or leader, this episode will expand how you think about creativity, networks, and the human–AI collaboration shaping our future.🎧 Watch or listen to the full episode at: ai.bry.net or bry.net/ai📩 DM me—how are you blending human creativity with AI in your work? I’d love to hear.💻 Follow me on:Facebook: facebook.com/profile.php?id=61575757332333Instagram: instagram.com/aiwithbryTikTok: tiktok.com/@aiwithbry.comYouTube: youtube.com/@aiwithbryX (Twitter): x.com/aiwithbryLinkedIn: linkedin.com/in/phingers#AIwithBry #AILeadership #CollectiveIntelligence #FutureOfWork #AIandCreativity #Innovation #BryanDennstedt #MasonYoungblood #NewPodcastEpisode

  31. 5

    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 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 teams💭 How AI challenges human purpose and the meaning of work🚀 Strategies for thriving as humans in an AI-driven worldWe dive into:✅ How AI elevates strategic marketing & market research✅ The risks of “AI-only” systems vs. human-centered design✅ Why adaptability > efficiency in an era of disruption✅ Ethical, cultural & climate impacts of large-scale AI use✅ Practical ways leaders can guide teams through changeWhether you’re a leader, builder, or curious explorer, this episode will challenge how you think about AI, work, and the future of purpose itself.🎧 Watch the full episode at: ai.bry.net or bry.net/ai📩 DM me how you’re leading your team or business through AI disruption — I’d love to hear.💻 Follow me on:Facebook: facebook.com/profile.php?id=61575757332333Instagram: instagram.com/aiwithbryTikTok: tiktok.com/@aiwithbry.comYouTube: youtube.com/@aiwithbryX (Twitter): x.com/aiwithbryLinkedIn: linkedin.com/in/phingers#AIwithBry #AILeadership #FutureOfWork #HumanPurpose #TechPodcast #Innovation #Ethics #BryanDennstedt #VirginieGlaenzer #NewPodcastEpisode

  32. 4

    The Future of Creativity: Pete Sena on AI and Branding

    Creativity, Storytelling & the Future of AIIn 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 with AI-generated ideas🚀 How to build teams and brands that thrive in the AI eraWe dive into:✅ Why “garbage in, garbage out” matters more than ever✅ Multimodal AI — and why it’s the next big leap✅ How leaders can create safe spaces to experiment with AI✅ Real-world examples of AI boosting productivity and profits✅ The future of creativity: remixing, storytelling, and vibe-codingWhether you’re a founder, a creative, or just curious about what’s next, this episode will leave you with fresh ideas and tools to put AI to work in your world.🎧 Check out the podcast on: ai.bry.net or bry.net/ai 📩 DM me how you’re using AI in your business or personal life — I’d love to hear. 💻 Follow me on:Facebook: https://www.facebook.com/profile.php?id=61575757332333Instagram: https://www.instagram.com/aiwithbry/TikTok: https://www.tiktok.com/@aiwithbry.comYouTube: https://www.youtube.com/@aiwithbryX (Twitter): https://x.com/aiwithbryLinkedIn: https://www.linkedin.com/in/phingers/#AIwithBry #AILeadership #Creativity #Storytelling #BusinessGrowth #AIstrategy #TechPodcast #Innovation #FutureOfWork #BryanDennstedt #PeteSena #NewPodcastEpisode

  33. 3

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

    🎙️ S1:E3 — AI & Cybersecurity: How Kevin Carlson is Guiding Leaders Through the Hype and the RealityWelcome 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 cybersecurity. Kevin has decades of experience in big data, predictive analytics, machine learning, and AI model development including holding multiple AI patents and he knows how to separate the value from the hype.We talk about:💡 Why most businesses should target 30% AI-driven code generation—and why full developer replacement is still far off🎨 How AI can unlock creativity in music, media, and beyond—without erasing human artistry🛡️ The privacy, governance, and data protection essentials leaders can’t ignore🎥 The rapid evolution (and hidden costs) of AI-generated video and audio⚖️ How to balance efficiency gains with security risks in an AI-first world📈 Kevin’s “AIIM” model for moving from off-the-shelf tools to differentiated, proprietary AI solutions🤖 The difference between automation and true “agentic” AI and when to use eachFrom busting myths about replacing entire engineering teams to showing leaders how to run meaningful AI proofs of concept, Kevin shares a leadership mindset and practical steps you can act on right now. If you’re building a security-conscious AI strategy or just trying to make sense of the tools flooding the market, this episode is packed with value.🔗 Mentioned in This EpisodeTools & Topics:GPT (ChatGPT by OpenAI) — https://openai.com/chatgpt/overview/Gemini (Google AI) — https://gemini.google/about/LLaMA (Meta AI) — https://www.llama.com/11 Labs (AI Voice Tools) — https://elevenlabs.io/CLINE (AI code assistant — VS Code plugin; no official site available)Retrieval-Augmented Generation (RAG) — IBM Overview: https://www.ibm.com/think/topics/retrieval-augmented-generation, Cohesity Glossary: https://www.cohesity.com/glossary/retrieval-augmented-generation-rag/Frameworks & Models:AIIM AI Implementation Model (Proprietary framework shared by Kevin Carlson)Agentic AI vs Automation — Medium Article: https://medium.com/data-science-collective/why-there-is-confusion-around-automation-and-agentic-ai-1a4c33860736XenonStack Blog: https://www.xenonstack.com/blog/agentic-ai-automation-agentsUiPath Overview: https://www.uipath.com/ai/agentic-ai• Connect with Kevin Carlson: https://kevincarlson.substack.com👉 Want to learn, leverage, and lead with AI?Join my community at https://ai.bry.net💻 Follow me on:Facebook: https://www.facebook.com/profile.php?id=61575757332333Instagram: https://www.instagram.com/aiwithbry/TikTok: https://www.tiktok.com/@aiwithbry.comYouTube: https://www.youtube.com/@aiwithbryX (Twitter): https://x.com/aiwithbryLinkedIn: https://www.linkedin.com/in/phingers/🎧 Subscribe to AI with Bry and never miss a conversation on the future of leadership, technology, and strategy in the age of AI.

  34. 2

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

    🎙️ S1:E2 — Trust, Risk & Responsible AI: A Strategy Guide with Terry ZiemniakWelcome 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 of AI: trust, governance, and responsible strategy.With decades of experience advising Fortune 500 companies at the intersection of risk, strategy, and technology, Terry shares the must-know principles for any leader navigating AI in 2025 and beyond. Together, they explore:🧱 Why your cybersecurity and data governance frameworks matter more than ever🛡️ How to build AI responsibly — without derailing your compliance or culture📊 The top data governance gaps and how to fix them before it’s too late🌐 What "Shadow AI" is and why it's the next major risk to watch🧭 How to align your AI roadmap with your organization’s risk tolerance👥 Why executive education and cross-functional AI literacy are make-or-break factors for successTerry also shares a multi-phase roadmap he's used to guide real companies through their AI journeys from education and use case clarity to governance and long-term risk management. Whether you’re overwhelmed by AI risk or just want a clear, practical way to move forward, this episode offers a thoughtful, grounded perspective that every tech-enabled leader needs.🔗 Mentioned in This Episode• Frameworks: NIST AI Risk Management Framework• Tools & Topics: Co-Pilot, Shadow AI, Data Governance, Trust, Cybersecurity, Generative AI• Connect with Terry Ziemniak on LinkedIn👉 Want to learn, leverage, and lead with AI?Join our community at ai.bry.net💻 Follow us on:Facebook: https://www.facebook.com/profile.php?id=61575757332333Instagram: https://www.instagram.com/aiwithbry/TikTok: https://www.tiktok.com/@aiwithbry.comYouTube: https://www.youtube.com/@aiwithbryX (Twitter): https://x.com/aiwithbryLinkedIn: https://www.linkedin.com/in/phingers/🎧 Subscribe to AI with Bry and never miss a conversation on the future of leadership, technology, and strategy in the age of AI.

  35. 1

    Claude, MCP & the Future of Work: Deep Dive with Todd Merrill

    🎙️ S1:E1 — Claude, MCP & The Future of Work: Deep Dive with Todd MerrillWelcome 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 unpack the current explosion of AI innovation and break down what it means for leaders, teams, and businesses trying to stay ahead. From Claude’s evolving planning capabilities to the rise of MCPs (Modular Capability Providers) and the shift from SaaS to autonomous agents, this episode covers:🧠 How non-technical teams are finally gaining AI superpowers🔧 Why planning and composability are the real game-changers⚙️ The rise of infrastructure for agent-based frameworks🚀 Real-world examples of AI-leveraged workflows (from coding to consulting proposals)📈 What AI’s doing to job roles—and why that’s not a bad thing💡 Why leadership today means tech fluency AND human connectionTodd also shares how he spun up a 5-page client proposal using AI in hours, not days, and why he believes we're entering a new Renaissance era for business and innovation.If you’ve been overwhelmed by the AI hype and want practical, strategic insight, this is your launchpad.🔗 Mentioned in This Episode• Todd’s podcast: Tales from the Sky Lounge• Tools: Claude, Superbase, Figma Make, MCP, RAID, Perplexity👉 Ready to learn, leverage, and lead with AI?Join our community at ai.bry.net💻 Or follow us on: Facebook: https://www.facebook.com/profile.php?id=61575757332333Instagram: https://www.instagram.com/aiwithbry/TikTok: https://www.tiktok.com/@aiwithbry.comYouTube: youtube.com/@aiwithbryX (Twitter): https://x.com/aiwithbryLinkedIn: https://www.linkedin.com/in/phingers/🎧 Subscribe to AI with Bry and never miss an episode on the future of work, leadership, and AI strategy.

  36. 0

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

    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.You’ll discover Bryan’s 3-part framework: Learn. Leverage. Lead.Plus:- How to start small and win fast- Where to get ROI without the hype- What it really takes to scale what works- No fluff. No jargon. Just real strategies to use AI to boost your bottom line.If you’re a startup founder or lead a $1M–$50M company, this is your playbook for leading with AI.👉 Subscribe now and turn AI into your company’s secret weapon.🔗 Learn more: ai.bry.netFollow AI with Bry:Facebook: https://www.facebook.com/profile.php?id=61575757332333Instagram: https://www.instagram.com/aiwithbry/TikTok: https://www.tiktok.com/@aiwithbry.comYouTube: youtube.com/@aiwithbryX (Twitter): https://x.com/aiwithbryLinkedIn: https://www.linkedin.com/in/phingers/

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ABOUT THIS SHOW

AI with Bry – Scale Smarter with AI Tools & StrategiesAI 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 m

HOSTED BY

Bryan Dennstedt

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How many episodes does AI with Bry Podcast have?

AI with Bry Podcast currently has 36 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is AI with Bry Podcast about?

AI with Bry – Scale Smarter with AI Tools & StrategiesAI 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...

How often does AI with Bry Podcast release new episodes?

AI with Bry Podcast has 36 episodes. Check the episode list to see recent publication dates and frequency.

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You can listen to AI with Bry Podcast on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts AI with Bry Podcast?

AI with Bry Podcast is created and hosted by Bryan Dennstedt.
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