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How IT Can Make or Break a Business: Stephen Sweeney, CEO of Upright Services | Ep. 43

Industry Ignited Podcast · 2025-11-28 · 56 min

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Topics in this episode

Managed IT servicesTechnology leadershipStephen SweeneyUpright ServicesIT strategy

Episode notes

In this episode of Industry Ignited , Dr. Leeanne Aguilar sits down with Stephen Sweeney, CEO of Upright Services , to unpack how small and mid-sized businesses can turn technology from a constant headache into a genuine competitive advantage. Stephen shares his unexpected journey from educator to entrepreneur, the lessons he learned buying and scaling an IT company, and why proactive technology decisions - not reactive ones - ultimately determine a company’s resilience, profitability, and long-term success. From cybersecurity pitfalls to AI’s growing role in automation, Stephen offers practical, real-world insights that empower leaders to grow smarter, operate safer, and build organizations that can adapt in an age of nonstop digital change.

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  • Service Management Leadership - Ted Williams MindsetService Management Leadership Podcast · on Technology leadership42 / 100
  • Why Managed Services Matter When IT Delays Slow Daily OperationsT3 Audios · on Managed IT services27 / 100

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