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PODCAST · business

The Digital Transformist

Welcome to The Digital Transformist, where we empower CEOs to lead their companies through digital transformation with confidence and clarity. If you’re a CEO of a midsize company between $100 million and $250 million in revenue or have those companies in your portfolio, and your goal is to create enterprise scale and exit, this podcast is your essential guide to leveraging technology for growth.Join us each week as we dive deep into the world of digital transformation, focusing on non-tech-enabled industries like manufacturing, construction, and distribution. We also extend our expertise to private equity and M&A firms, providing actionable strategies to drive digital excellence across investments, optimizing for both growth and exit.Whether you’re already on the path to digital success or facing obstacles in your journey, our interviews with CEOs provide valuable insights, practical advice, and inspiring stories.Discover how successful leaders are removing friction from their busi

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  1. 35

    AI Should Amplify People, Not Replace

    Have you ever wondered what happens when a corporate executive "accidentally" becomes an entrepreneur? Stephanie Sylvestre wasn't looking to leave her comfortable corporate career—until a chance conversation about digital twins sparked an idea she couldn't ignore. In this episode, Stephanie shares her journey from corporate America to founding Avatar Buddy, LLC, an AI company dedicated to amplifying people rather than replacing them. You'll learn why she believes the biggest risk in AI isn't job loss but unsupervised implementation, how she turned her CFO's expertise into an AI agent that mirrors how humans think and solve problems, and why relying on uninformed opinions about AI replacing jobs can be dangerous." Stephanie Sylvestre is the co-founder of Avatar Buddy and former executive at The Children's Trust in Miami-Dade County, where she managed a $184 million portfolio. If you're navigating the messy middle of AI implementation in your business, this conversation will change how you think about automation. Subscribe for more candid conversations about digital transformation. Chapters:00:00 - Intro00:49 - From Corporate America to Entrepreneurship03:13 - The No-Choice-But-to-Succeed Moment04:38 - Avatar Buddy's Mission: Amplify People, Not Replace Them05:51 - Why Jobs Are Just a Series of Tasks07:52 - Creating Fiscal Buddy: Cloning a Rockstar CFO11:13 - The Power of Removing Mundane Work12:18 - Digital Howard and the 50-Page Marketing Strategy14:36 - Why relying on uninformed opinions about AI replacing jobs can be dangerous15:45 - The Terrifying Power of AI Finding Security Holes Get Mike's book "Superpowered" on Amazon: https://www.amazon.com/dp/B0F1Y2M3X4 Caxy Interactive -- Showing organizations how to play offense with technology https://www.caxy.com | [email protected]

  2. 34

    Construction Opportunities Nearly Doubled in 2025

    Construction opportunities have nearly doubled in 2025—and it's not just about buildings. Regional President Damian Eallonardo of W.E. O'Neil Construction reveals that optimism is driving unprecedented demand across the Midwest and beyond, fueling growth in everything from tech campuses to healthcare facilities. In this episode, you'll discover what's really behind the construction boom, how successful builders solve problems before clients even know they exist, and why the skilled labor shortage is about to get much worse as baby boomers retire.Damian brings over 30 years of construction expertise, leading O'Neil's operations east of the Rockies. He shares candid insights on attracting talent in an "online business" world, the death of tribal knowledge management, and why AI might finally transform an industry notoriously slow to adopt new technology. From data centers powering our digital lives to the future of apprenticeship programs, this conversation goes deep on the forces reshaping how America builds.If you're interested in where business, technology, and infrastructure intersect, this episode delivers actionable insights you won't find anywhere else. Subscribe for more conversations with leaders navigating digital transformation in unexpected industries.To reach Damian, please visit https://www.weoneil.com/Chapters:00:00 - Intro00:37 - Why W.E. O'Neil Construction02:24 - What's Driving Construction Demand05:59 - Problem Solving Mindset in Construction09:16 - Finding and Retaining Skilled Labor12:16 - Tribal Knowledge and Cultural Shifts14:46 - Technology Adoption in Construction19:20 - AI's Role in Construction Future25:08 - Data Centers and Digital Infrastructure31:45 - Apprenticeship Programs and Trade Schools37:22 - Private Equity in ConstructionGet Mike's book "Superpowered" on Amazon: https://www.amazon.com/dp/B0F1Y2M3X4Caxy Interactive -- Showing organizations how to play offense with technology.https://www.caxy.com | hello@caxy.

  3. 33

    5 Reasons You Should Start Your Podcast Today (and Grow Your Business)

    Think cold calling is the only way to generate leads? John Morris, CEO of 444 Media, went from making 150+ cold calls a day to building a top 5% globally ranked podcast that generates revenue on autopilot. In this episode, he reveals the exact strategy that transformed his business development approach. You'll discover why your first 10 episodes will be terrible (and why that's perfectly normal), how consistency beats perfection every time, and the game-changing mindset shift from begging for attention to attracting your ideal clients. John breaks down his journey from reluctant cold caller to podcast powerhouse, sharing actionable insights on content creation, audience building, and turning conversations into customers. John Morris is the CEO of 444 Media and host of multiple top-performing podcasts. He's mastered the art of using content and podcasting as a business development tool, helping companies move beyond traditional sales tactics to build genuine relationships and generate sustainable revenue. If you're tired of traditional sales methods and ready to build a content strategy that actually works, hit subscribe and let us know in the comments what your biggest content creation challenge is right now! Get Mike's book "Superpowered" on Amazon: https://www.amazon.com/Superpowered-Leadership-Superpowers-Tech-driven-Organization-ebook/dp/B09D9XWWZS Caxy Interactive -- Showing organizations how to play offense with software and AI.https://www.caxy.com | [email protected]

  4. 32

    The Why Behind Taking the Leap on New AI Tech | Chris Sullivan

    What separates companies that successfully adopt AI from those that get stuck in endless planning cycles? In this episode, Chris Sullivan shares the exact moment he decided to move forward with AI implementation at Painters USA, despite uncertainties and risks. You'll learn how Chris identified a critical business problem costing hundreds of thousands in labor hours, made the strategic decision to pilot AI technology, and transformed his sales team's proposal process. We dive deep into his approach to keeping sales teams "in flow," the challenge of scaling from 12 to 20 sales reps while maintaining consistency, and how AI became the solution for both standardization and efficiency. Chris Sullivan is the Senior Vice President of Sales at Painters USA, bringing over 20 years of sales leadership experience across technical industries. With a unique background combining a chemistry degree with extroverted sales skills, Chris has built expertise in consultative technical sales, authored over 400 industry articles, and mentored sales teams on leveraging technology for competitive advantage. If you're a sales leader considering AI implementation or wondering how to move from planning to action with new technology, this episode provides a practical roadmap. Subscribe to The Digital Transformist for more insights on playing offense with AI and technology. Like this episode if it helped clarify your AI strategy, and comment below with your biggest challenge in sales process automation. Get Mike's book "Superpowered" on Amazon: https://www.amazon.com/Superpowered-Leadership-Superpowers-Tech-driven-Organization-ebook/dp/B09D9XWWZS Caxy Interactive -- Showing organizations how to play offense with software and AI.https://www.caxy.com | [email protected]

  5. 31

    Why Eliminating Jobs Because of AI is Failing and How to Get It Right

    Companies like Klarna made headlines for replacing 700 customer service workers with AI agents, only to quietly hire them all back 18 months later. IBM laid off 8,000 employees to implement AI systems, then had to bring people back when they realized the 15% of problems AI couldn't handle contained all the real risk. This episode reveals why the "AI will eliminate jobs" narrative is backfiring spectacularly. Join Michael LaVista, CEO of Caxy Interactive, and COO Hannah Deason as they break down what's really happening with AI in the workforce. You'll discover Hannah's "TJR Scan" framework (Time, Judgment, Risk) for identifying what should actually be automated, learn about the "Decent Effect" - why removing all easy tasks makes jobs unbearably difficult, and understand why companies that think they can eliminate entire roles might have contempt for their own workforce. Hannah Deason is COO at Caxy Interactive, where she's been implementing AI solutions for 5+ years. She specializes in AI integration that enhances rather than replaces human capabilities, and has developed frameworks for successful AI adoption that preserve workforce development pipelines. If this episode changed how you think about AI and jobs, hit subscribe for more insights on digital transformation that actually works. Drop a comment with your own AI implementation experiences - we'd love to hear what's working (and what isn't) in your industry. Like this episode if you think more leaders need to hear this message before they make expensive mistakes with their workforce. Get Mike's book "Superpowered" on Amazon: https://www.amazon.com/Superpowered-Leadership-Superpowers-Tech-driven-Organization-ebook/dp/B09D9XWWZS Caxy Interactive -- Showing organizations how to play offense with software and AI.https://www.caxy.com | [email protected]

  6. 30

    3 Things You Should Call Your Banker About Today

    Is your business outgrowing basic online banking? If you're hitting 7-8 figure revenues with 10+ employees, you might need more than just digital convenience from your bank. In this episode of The Digital Transformist, host Michael LaVista sits down with Mike Goelitz, VP of Commercial Banking at FNBO, to reveal when and why growing businesses should pick up the phone and call their banker. You'll discover how banking has evolved beyond simple transactions to strategic partnership, especially for businesses navigating rapid growth. Mike shares insider insights on protecting your company from increasingly sophisticated fraud attempts, leveraging banking technology for operational efficiency, and why the "new community banking" focuses on businesses with serious growth trajectories. Learn about positive pay protection, dual authorization systems, and how AI is revolutionizing both fraud prevention and banking convenience. Mike Goelitz brings 32 years of banking experience to this conversation, with 14 years at FNBO helping business owners achieve their financial goals. His expertise in commercial banking and focus on relational banking makes this a must-listen for any entrepreneur ready to think strategically about their banking relationships. Running a growing business? Don't let banking hold you back. Subscribe to The Digital Transformist for more insights on using technology and strategic partnerships to drive real business results. Like this episode if it helped you think differently about your banking strategy, and comment below with your biggest banking challenge. Hosted by Michael LaVista, CEO of Caxy Interactive - helping companies use software and AI to play offense and impact the bottom line. Get Mike's book "Superpowered" on Amazon: https://www.amazon.com/Superpowered-Leadership-Superpowers-Tech-driven-Organization-ebook/dp/B09D9XWWZS Caxy Interactive -- Showing organizations how to play offense with software and AI.https://www.caxy.com | [email protected]

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ABOUT THIS SHOW

Welcome to The Digital Transformist, where we empower CEOs to lead their companies through digital transformation with confidence and clarity. If you’re a CEO of a midsize company between $100 million and $250 million in revenue or have those companies in your portfolio, and your goal is to create enterprise scale and exit, this podcast is your essential guide to leveraging technology for growth.Join us each week as we dive deep into the world of digital transformation, focusing on non-tech-enabled industries like manufacturing, construction, and distribution. We also extend our expertise to private equity and M&A firms, providing actionable strategies to drive digital excellence across investments, optimizing for both growth and exit.Whether you’re already on the path to digital success or facing obstacles in your journey, our interviews with CEOs provide valuable insights, practical advice, and inspiring stories.Discover how successful leaders are removing friction from their busi

HOSTED BY

Michael LaVista

CATEGORIES

Frequently Asked Questions

How many episodes does The Digital Transformist have?

The Digital Transformist currently has 6 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is The Digital Transformist about?

Welcome to The Digital Transformist, where we empower CEOs to lead their companies through digital transformation with confidence and clarity. If you’re a CEO of a midsize company between $100 million and $250 million in revenue or have those companies in your portfolio, and your goal is to create...

How often does The Digital Transformist release new episodes?

The Digital Transformist has 6 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to The Digital Transformist?

You can listen to The Digital Transformist 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 The Digital Transformist?

The Digital Transformist is created and hosted by Michael LaVista.
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