Dux Raymond Sy

#shifthappens in the Digital Workplace Podcast

#shifthappens is the podcast for leaders navigating the frontier of AI, security, and digital trust in the modern workplace. Hosted by Dux Raymond Sy, Chief Transformation Officer at AvePoint, each episode goes beyond the buzzwords to explore the real strategies, hard decisions, and lessons learned at the frontier of business transformation. Conversations span artificial intelligence, digital transformation, the future of work, information security, leadership, and real-world implementation — with guests who are actively shaping how enterprises adopt AI responsibly, defend against modern threa...

Author

Dux Raymond Sy

Category

Technology

Podcast website

www.avepoint.com

Latest episode

Jul 2, 2026

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Episodes

Ep. 131: AI Is a Tool, Not a Search Engine 02.07.2026

Most organizations gave everyone access to AI — and then watched them use it as a search engine.   In this episode of #shifthappens, Marco Galimberti, CEO of Venchi Asia Pacific, explains why the real shift is AI use. Drawing from his experience leading a global premium brand across manufacturing, retail, and consumer engagement, Marco breaks down where AI creates immediate value (process automati...

Ep. 130: AI Readiness Starts Before AI: Identity, Endpoints, and Security First 18.06.2026

AI readiness doesn't start with AI; it starts with the infrastructure most organizations overlook. In this episode of #shifthappens, Lior Bela, Business Director for Microsoft Intune, breaks down what it actually takes to prepare managed service providers (MSPs) and their customers for AI adoption, and why skipping the foundation creates more risk than it solves.  Lior explains why cloud-nati...

Ep. 129: Where AI Meets Work: Why the Browser Is Becoming the New Work Surface 11.06.2026

AI is reshaping how work gets done — but the deeper shift is where control sits. Increasingly, that control lives in the browser.  In this episode of #shifthappens, Arunesh Chandra, Head of Product for Microsoft Edge for Business, breaks down how the browser has evolved into the environment where employees access information, interact with tools, and engage with AI. As this layer takes on greater...

Ep. 128: Governance Makes AI Work in Healthcare: Managing Privacy and Security in Real Workflows 04.06.2026

AI is already shaping how data in healthcare is accessed, exchanged, and used across clinical, operational, and development workflows.  In this episode of #shifthappens, Kuma Partner and Executive Vice President of Privacy & Security Jenn Johnson explains why traditional governance approaches are being stretched — and where leaders need to respond differently. Drawing on real-world experience,...

Ep. 127: What AI Adoption Really Looks Like for Small Businesses 28.05.2026

Most organizations treat AI adoption as a technology rollout. However, the ones gaining traction treat it as a leadership and culture challenge. In this episode of #shifthappens, Monica French, USA SMB Director at Microsoft, shares what she's hearing directly from small business leaders navigating AI — and why the human side of adoption is where most initiatives either accelerate or stall.  M...

Ep. 126: When Security Pressure Hits, Data Readiness Shows 14.05.2026

Security frameworks and regulations may change, but the underlying challenge stays the same: Many organizations still struggle to understand their data — how it moves, where it lives, and who is responsible for protecting it.  In this #shifthappens episode, Summit 7 Systems CEO Scott Edwards explores what today’s defense and government supply chains reveal about security readiness, using Cybersecu...

Ep. 125: Zero Trust Starts with Leadership 07.05.2026

Zero Trust is a responsibility leaders choose to own.  In this #shifthappens episode, we’re joined by Nicolas Blank, CTO of NBConsult, to unpack why most security programs fail before technology even enters the picture.  Through analogies and real‑world examples, Nicolas explains why Zero Trust starts with leadership alignment, emotional buy‑in, and clear guardrails. The conversation explores what...

Ep. 124: Modern Security Starts with Data Governance 23.04.2026

Cybersecurity now runs on data, and that dependence is reshaping how organizations think about privacy, risk, and governance. As teams collect more signals to detect threats, long‑standing assumptions about how data should be limited, shared, and protected are being tested.  In this episode of #shifthappens, Bojana Bellamy, President of the Centre for Information Policy Leadership (CIPL), discusse...

Ep. 123: Utilizing AI as an Organizational Truth Serum 02.04.2026

Most AI strategies struggle not because the technology is immature, but because organizations treat AI as a technical upgrade instead of an organizational shift.  In this episode of #shifthappens, Bud Caddell, Founder of NOBL, shares what he’s seeing inside large, complex enterprises in 2026. From the repeated mistakes of the first digital transformation to the week‑by‑week acceleration of AI capa...

Ep. 122: Build AI That People Welcome 05.03.2026

What if AI could do more than automate tasks—what if it could transform how your organization solves problems, builds trust, and drives innovation? In this episode of #shifthappens, Erin Rollenhagen, Founder and CEO of People-Friendly Tech, shares a bold blueprint for leaders: start with what truly matters to your people, simplify relentlessly, and turn compliance into a launchpad for creativity....

Ep. 121: Turning Hype Into Habit: Making AI Adoption Stick 19.02.2026

AI is everywhere, but turning it into lasting value is a challenge for every organization. In this episode of #shifthappens, Claire Engels, Senior Manager for Collaboration Experience & Productivity at Versuni, shares how to make AI adoption practical, sustainable, and people-first. From building momentum with small wins to keeping teams engaged beyond the initial rollout, Claire explores what...

Ep. 120: Prevent Before You Respond: Mastering Cybersecurity 05.02.2026

Greg van der Gaast, cybersecurity leader and founder of Sequoia Consulting, shares why modern security keeps failing — and it’s not because attackers are getting smarter. Drawing from his path from teenage hacker to government witness to CISO, Greg reveals how weak IT foundations, broken processes, and poor data habits create the conditions for most breaches. He explains why security must be treat...

Ep. 119: AI in Action: From Change to Competitive Advantage 22.01.2026

Ally Ward, M365 Product and Platform Services Manager at a leading global law firm, shares how innovation takes shape in one of the most complex business environments for this #shifthappens episode.  Managing technology across regions, regulations, and cultures, Ally leads the firm’s strategy for responsible AI and collaboration at scale. She discusses how data-driven adoption, strong governance,...

Ep. 118: Your Best PR Is You: Building Your Brand and Network Through Change 18.12.2025

How do you thrive when cultural expectations, career pivots, and global moves collide? In this episode of #shifthappens, we sit down with Angela Chen, Microsoft’s Communications Lead, podcast host, and mentor to the next generation of tech talent. Angela shares how growing up in an Asian cultural context shaped her views on personal branding, why mentorship must be a two-way street, and how she re...

Ep. 117: AI Can Find Talent, Only You Can Build Leaders 11.12.2025

In this #shifthappens episode, Travis Hann, Co-Founder and Managing Partner at Pender & Howe and Board Member at Kestria, shares how AI is transforming executive search — without replacing the human judgment that defines great leadership. From the cost of a bad hire to the traits that set modern leaders apart, Travis discusses why curiosity, humility, and storytelling matter more than ever, an...

Ep. 116: The Future of Work is Human 20.11.2025

Work today feels busier than ever, and yet, we’re all expected to do more. That tension between what people can give and what organizations demand is what Shawn Villaron calls the “capacity chasm.”  In this episode of #shifthappens, Microsoft’s Vice President of Customer and Strategic Initiatives in the Office Product Group, Shawn Villaron, shares how AI can help bridge that gap by empowering peop...

Ep. 115: Autonomous Transit That Builds Trust and Community 13.11.2025

Autonomy in tech is already changing how we move. In this episode, Michael Kelly, Chief Strategy Officer of Mozee, shares how people-first technology is making urban transportation safer, more efficient, and more connected. Michael discusses the practical realities of deploying autonomous vehicles, the importance of building trust with communities, and how these advances in mobility are inspiring...

Ep. 114: The Foundation of AI Adoption Success in Healthcare 30.10.2025

In this #shifthappens episode, Ghazenfer Mansoor, CEO and founder of Technology Rivers, shares how real AI adoption in healthcare starts with trust, not tech. From HIPAA-first design to clinician-led workflows, Ghazenfer reveals why starting small, designing for compliance, and embedding AI invisibly into operations are the keys to scaling transformation in the industry. He also dives into the eth...

Ep. 113: From Single-Use to System Change 16.10.2025

Plastic pollution is an environmental crisis and a leadership challenge. In this episode of #shifthappens, we sit down with Nanette Medved Po, founder of HOPE and Plastic Credit Exchange (PCX), to talk about what it takes to move from pledges to action. From failed treaty negotiations to grassroots innovation, Nanette shares how governments, businesses, and individuals can take real responsibility...

Ep. 112: Beyond the Pitch Deck: Turning Whiteboard Ideas to Market Wins 02.10.2025

Virtual CMO for B2B Tech Companies Mark Donnigan shares his philosophy: Don’t compete – create. In this #shifthappens episode, Mark explains how it’s not the perfect plan that wins in the AI era but the team that can move fast and keep improving. He reveals how to reshape marketing teams into nimble “marketing pods,” hand repetitive work to AI, and give people more time for the creative, strategic...

Ep. 111: Tectonic Shifts, Agentic AI, and the Human Advantage in Ecosystem Strategy 18.09.2025

Thriving in the partner ecosystem takes more than great tech. In this episode of #shifthappens, Vince Menzione, founder of Ultimate Partner and former Microsoft executive, shares what it takes to succeed in a hyperscaler-driven economy. From the rise of agentic AI to the evolution of co-selling and marketplace strategies, Vince unpacks how companies can navigate constant disruption. With decades’...

Ep. 110: From Novelty to Necessity: How Agentic AI Is Reshaping Enterprise Value 04.09.2025

Agentic AI is becoming a strategic layer in enterprise operations. In this #shifthappens episode, Shashank Kapadia, AI and Machine Learning Thought Leader, shares how AI is evolving from content generator to intelligent decision-maker. He breaks down what this shift means for leaders, how to overcome adoption hurdles, and why 2025 is the breakout year for agentic AI.   Shashank Kapadia's comm...

Ep. 109: AI Trust Builds When Leaders Prompt First 21.08.2025

AI adoption starts with small, visible habits, not just with strategy decks. In this #shifthappens episode, Matt Berg, Microsoft’s Director of AI Business Solutions Business Strategy, shares how leaders can quietly but powerfully shape AI culture by using Copilot in real, everyday ways. From smart prompting to gamified challenges and Excel hacks, our conversation is a playbook for modeling confide...

Ep. 108: Developing Leaders Who Drive Real Change 31.07.2025

Leadership in complex times isn’t about having all the answers; it’s about knowing how to create the conditions for learning, trust, and growth. In this #shifthappens episode, Nate Allen, retired Army officer and co-author of Taking the Guidon, reflects on what it really takes to lead through uncertainty. From psychological safety to leadership development that spans generations, Nate unpacks less...

Ep. 107: Soft Skills: What AI Can’t Replace Still Matters Most 17.07.2025

When AI reshapes the workplace, emotional intelligence becomes your edge.  Vladimer Botsvadze, globally recognized marketing influencer by Thinkers360, AI advisor, and Techstars mentor, explains how businesses can stay ahead by combining tech adoption with authentic human connection. He explores how AI is shifting talent demands, why personal branding is now a business asset, and what enterprises...

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