Live Bold & Boss Up

Updated: 17 Jul 2025 • 168 episodes
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This week on Live Bold & Boss Up, Steph & Ash sit down with Amanda Dugger, CEO of DGR Systems, and Sable Davis, Managing Services Principal at CDW — and the newly appointed Chair and Vice-Chair of Tampa Bay Tech. Amanda and Sable open up about their career journeys, leadership philosophies, and what inspired them […] T

26 min
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This week, Steph & Ash continue the Tampa Bay Tech PoweredUp series with an eye-opening conversation featuring Saahil Udyavar and Denesh Mani, AI experts from Blackstraw. We talk about what Agentic AI really is and why it’s a game-changer. Saahil & Denesh walk thru some real-world use cases where smarter, autonomous AI

24 min
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Today Steph & Ash continue the Tampa Bay Tech PoweredUp Series with Teddy Benson, Director of Data Architecture & Platforms and Universal Destinations & Experiences. We dive into the cutting-edge technology behind Universal’s new theme park, EPIC and how innovation is transforming the future of immerse entertainment. F

18 min
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This week, Steph & Ash keep the Tampa Bay Tech PoweredUp series rolling with a fun and insightful chat with Doug Fee, Chief Information Security Officer at Moffitt Cancer Center. We explore the complex tech challenges facing the healthcare world, including the vital role cybersecurity plays in protecting patients and t

9 min
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This week, Steph & Ash continue the Tampa Bay Tech PoweredUp Series with two bold leaders shaking up the manufacturing world: Jay Rogers, CEO of Haddy, and Beth Galic, President of BAMA (Bay Area Manufacturers Association). Jay shares how Haddy is using AI and 3D printing to completely transform modern manufacturing—fr

17 min
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This week, Steph & Ash dive deep into digital governance and cybersecurity—one of the most important (and complex) conversations in today’s tech-driven business world. As part of the Tampa Bay Tech PoweredUp Series, they’re joined by three powerhouse experts: • Petar Besalev, EVP of Cybersecurity & Compliance at A-LIGN

13 min
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