Episodes

  • From Strategy to Execution: Leading with AI Without Losing Judgment

    From Strategy to Execution: Leading with AI Without Losing Judgment
    Feb 6 2026
    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.
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    37 mins
  • AI as a Leadership Lever: Driving Real Impact

    AI as a Leadership Lever: Driving Real Impact
    Jan 30 2026
    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.
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    32 mins
  • Leverage Over Tools: How Product Leaders Actually Win with AI

    Leverage Over Tools: How Product Leaders Actually Win with AI
    Jan 24 2026
    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.
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    28 mins
  • Lead with Trust: AI, Community, and Health Equity in Women’s Mental Health

    Lead with Trust: AI, Community, and Health Equity in Women’s Mental Health
    Jan 18 2026
    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.
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    34 mins
  • The AI Divide in 2025: Leaders Who Learn Fast vs. Those Who Fall Behind

    The AI Divide in 2025: Leaders Who Learn Fast vs. Those Who Fall Behind
    Jan 10 2026
    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.
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    35 mins
  • The Unsexy AI Revolution: Where Real Value Actually Comes From

    The Unsexy AI Revolution: Where Real Value Actually Comes From
    Dec 24 2025
    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.
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    37 mins
  • Lead by Example: AI as a Tool, Process, and Team Member

    Lead by Example: AI as a Tool, Process, and Team Member
    Dec 12 2025
    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.
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    28 mins
  • Build, Grow, Repeat: Data-Literate Leadership in the Age of AI

    Build, Grow, Repeat: Data-Literate Leadership in the Age of AI
    Dec 4 2025

    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 Episode


    • How AI is collapsing the gap between product and growth into one continuous loop
    • Why “never start from scratch” is the new default for decks, campaigns, and product specs
    • How to use voice-first workflows (Whisper-style tools) to 10x the context you give to AI
    • What it means to “give AI arms and legs” so it doesn’t just ideate, it executes
    • How deep research workflows can replace traditional consulting-style reports
    • Why data-literate leadership is now a core executive skill—not just a specialist function
    • How to rethink pricing when AI lets you do in 2 hours what used to take 20
    • Why leaders should audit internal “suck points” and turn them into AI-powered workflows
    • How to build tiny, powerful teams that ship faster using AI agents, dashboards, and custom tools
    • Practical ways to start building your own internal AI-powered tools without being a developer


    Resources, Tools & Platforms Mentioned


    AI Models & Platforms

    • ChatGPT / GPT-5.1 — https://chat.openai.com
    • Gemini 3 + Nano Banana Pro (for visuals & infographics) — https://gemini.google/overview/image-generation/ Gemini


    Vibe Coding, Product & Dev Tools

    • Cursor — AI Code Editor & Dev Environment: https://cursor.com Cursor
    • Lovable — AI App Builder (idea → working app): https://lovable.dev Lovable
    • Vibe Coding Resource: https://pirateskills.com/build/codex
    • Vibe Coding Workshop: https://pirateskills.com/build/forge


    Voice & Input Tools

    • Wispr Flow / Whisperflow-style Voice Keyboard: https://wisprflow.ai/ Wispr Flow+1


    Analytics, Data & Visualization (Discussed Conceptually)

    • Google Analytics, Power BI, custom dashboards
    • Deep research-style workflows (AI-generated long-form reports + discussion)


    Ben’s Ecosystem & Learning Resources

    • Pirate Skills (Build • Grow • Repeat codex, workshops & resources): https://pirateskills.com
    • Pirate Skills YouTube channel: https://www.youtube.com/pirateskills youtube.com


    Connect with Ben Sufiani

    • LinkedIn: https://www.linkedin.com/in/bensufiani/?locale=%20LinkedIn
    • Pirate 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: AIWITHBRY250


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    38 mins