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#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 —…
Episodes
- #shifthappens in the Digital Workplace Podcast
Ep. 140: The AI Skill No One Is Teaching: Knowing When to Disagree
Most AI training focuses on prompting. However, real AI literacy also requires knowing when to challenge the output. In this episode of #shifthappens, Chanel…
- #shifthappens in the Digital Workplace Podcast
Ep. 139: AI Won’t Fix What’s Already Broken: Rethinking the Operating Model for Scale
Most enterprises are applying AI to ways of working that were never designed for it. In this episode of #shifthappens, Giovanni Piccirilli, Founder of Pepper…
- #shifthappens in the Digital Workplace Podcast
Ep. 138: Why Most Enterprise AI Training Fails — and How Learning Design Turns Use Into Real Adoption
Most organizations measure AI adoption by who attended training and how many licenses got activated. That's not adoption — that's logistics. In this episode of…
- #shifthappens in the Digital Workplace Podcast
Ep. 137: Automation and Augmentation Are Not the Same Strategy
Most AI strategies treat every initiative as the same kind of project. Ori Marom, program manager innovation at the Port of Rotterdam, argues that’s where…
- #shifthappens in the Digital Workplace Podcast
Ep. 136: When the Patient Owns the Agent: The Case for Individual-First AI Governance
Healthcare organizations say patient data is secure. Paul Swider, CEO and Chief AI Officer of RealActivity, argues that security and patient control are not…
- #shifthappens in the Digital Workplace Podcast
Ep. 135: Agents, Governance, and the Discipline Behind AI That Actually Ships
Moving AI into production requires clarity on what AI is allowed to do and who is accountable for the outcome. In Part 2 of our two-part series, Luise Freese…
- #shifthappens in the Digital Workplace Podcast
Ep. 134: Escaping Proof-of-Concept Prison: The Path from AI Pilot to Production
Organizations aren't short on AI enthusiasm — they're short on the ability to turn that enthusiasm into anything that actually runs. In Part 1 of our two-part…
- #shifthappens in the Digital Workplace Podcast
Ep. 133: What Is Category Design? How to Stand Out in a Crowded Market
Most companies think they have a messaging problem. In reality, they haven't defined who they are and their place in the market. In this episode of…
- #shifthappens in the Digital Workplace Podcast
Ep. 132: AI Attacks Move in Minutes. Can Your Response Keep Up?
GenAI has industrialized social engineering. The human entry point is now automated, personalized, and scalable, and that changes how security leaders must…
- #shifthappens in the Digital Workplace Podcast
Ep. 131: AI Is a Tool, Not a Search Engine
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…
- #shifthappens in the Digital Workplace Podcast
Ep. 130: AI Readiness Starts Before AI: Identity, Endpoints, and Security First
AI readiness doesn't start with AI; it starts with the infrastructure most organizations overlook. In this episode of #shifthappens, Lior Bela, Business…
- #shifthappens in the Digital Workplace Podcast
Ep. 129: Where AI Meets Work: Why the Browser Is Becoming the New Work Surface
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 in the Digital Workplace Podcast
Ep. 128: Governance Makes AI Work in Healthcare: Managing Privacy and Security in Real Workflows
AI is already shaping how data in healthcare is accessed, exchanged, and used across clinical, operational, and development workflows. In this episode of…
- #shifthappens in the Digital Workplace Podcast
Ep. 127: What AI Adoption Really Looks Like for Small Businesses
Most organizations treat AI adoption as a technology rollout. However, the ones gaining traction treat it as a leadership and culture challenge. In this…
- #shifthappens in the Digital Workplace Podcast
Ep. 126: When Security Pressure Hits, Data Readiness Shows
Security frameworks and regulations may change, but the underlying challenge stays the same: Many organizations still struggle to understand their data — how…
- #shifthappens in the Digital Workplace Podcast
Ep. 125: Zero Trust Starts with Leadership
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…
- #shifthappens in the Digital Workplace Podcast
Ep. 124: Modern Security Starts with Data Governance
Cybersecurity now runs on data, and that dependence is reshaping how organizations think about privacy, risk, and governance. As teams collect more signals to…
- #shifthappens in the Digital Workplace Podcast
Ep. 123: Utilizing AI as an Organizational Truth Serum
Most AI strategies struggle not because the technology is immature, but because organizations treat AI as a technical upgrade instead of an organizational…
- #shifthappens in the Digital Workplace Podcast
Ep. 122: Build AI That People Welcome
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…
- #shifthappens in the Digital Workplace Podcast
Ep. 121: Turning Hype Into Habit: Making AI Adoption Stick
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…
- #shifthappens in the Digital Workplace Podcast
Ep. 120: Prevent Before You Respond: Mastering Cybersecurity
Greg van der Gaast, cybersecurity leader and founder of Sequoia Consulting, shares why modern security keeps failing — and it’s not because attackers are…
- #shifthappens in the Digital Workplace Podcast
Ep. 119: AI in Action: From Change to Competitive Advantage
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…
- #shifthappens in the Digital Workplace Podcast
Ep. 118: Your Best PR Is You: Building Your Brand and Network Through Change
How do you thrive when cultural expectations, career pivots, and global moves collide? In this episode of #shifthappens, we sit down with Angela Chen…
- #shifthappens in the Digital Workplace Podcast
Ep. 117: AI Can Find Talent, Only You Can Build Leaders
In this #shifthappens episode, Travis Hann, Co-Founder and Managing Partner at Pender & Howe and Board Member at Kestria, shares how AI is transforming…
- #shifthappens in the Digital Workplace Podcast
Ep. 116: The Future of Work is Human
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…
- #shifthappens in the Digital Workplace Podcast
Ep. 115: Autonomous Transit That Builds Trust and Community
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…
- #shifthappens in the Digital Workplace Podcast
Ep. 114: The Foundation of AI Adoption Success in Healthcare
In this #shifthappens episode, Ghazenfer Mansoor, CEO and founder of Technology Rivers, shares how real AI adoption in healthcare starts with trust, not tech…
- #shifthappens in the Digital Workplace Podcast
Ep. 113: From Single-Use to System Change
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…
- #shifthappens in the Digital Workplace Podcast
Ep. 112: Beyond the Pitch Deck: Turning Whiteboard Ideas to Market Wins
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…
- #shifthappens in the Digital Workplace Podcast
Ep. 111: Tectonic Shifts, Agentic AI, and the Human Advantage in Ecosystem Strategy
Thriving in the partner ecosystem takes more than great tech. In this episode of #shifthappens, Vince Menzione, founder of Ultimate Partner and former…
- #shifthappens in the Digital Workplace Podcast
Ep. 110: From Novelty to Necessity: How Agentic AI Is Reshaping Enterprise Value
Agentic AI is becoming a strategic layer in enterprise operations. In this #shifthappens episode, Shashank Kapadia, AI and Machine Learning Thought Leader…
- #shifthappens in the Digital Workplace Podcast
Ep. 109: AI Trust Builds When Leaders Prompt First
AI adoption starts with small, visible habits, not just with strategy decks. In this #shifthappens episode, Matt Berg, Microsoft’s Director of AI Business…
- #shifthappens in the Digital Workplace Podcast
Ep. 108: Developing Leaders Who Drive Real Change
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 in the Digital Workplace Podcast
Ep. 107: Soft Skills: What AI Can’t Replace Still Matters Most
When AI reshapes the workplace, emotional intelligence becomes your edge. Vladimer Botsvadze, globally recognized marketing influencer by Thinkers360, AI…
- #shifthappens in the Digital Workplace Podcast
Ep. 106: Next-Level Leadership to Thrive in the AI Era
AI is reshaping modern leadership — and Jeff Epstein is here to help us decode the shift. In Part 2 of our two-part series, we go beyond the balance sheet and…
- #shifthappens in the Digital Workplace Podcast
Ep. 105: The CFO’s Blueprint from Finance Leader to Business Transformer
What separates a good CFO from a transformational one? Jeff Epstein, Operating Partner at Bessemer Venture Partners and former Oracle CFO, breaks it down. In…
- #shifthappens in the Digital Workplace Podcast
Ep. 104: Audits, Automation, and AI: The Future of Financial Governance
The finance world is shifting fast, and AI is leading this change. However, how can organizations use it responsibly to maintain trust and stay compliant?…
- #shifthappens in the Digital Workplace Podcast
Ep. 103: It’s Not Just Code Anymore: AI That Thinks
AI is moving fast, and for Ron Green, co-founder and CTO of kungfu.ai, it’s about more than just new tools. It’s about how to work with them. In this…
- #shifthappens in the Digital Workplace Podcast
Ep. 102: AI Adoption: How to Make AI Work for Your Business
AI is here to stay, but are businesses using it effectively? In this episode, Kevin Dean, President and CEO of ManoByte, shares how companies can move beyond…
- #shifthappens in the Digital Workplace Podcast
Ep. 101: Scaling Smarter: How MSPs Can Leverage AI, Security, and Strategic Partnerships
The Managed Service Provider (MSP) industry is undergoing a major shift as AI, automation, and cybersecurity redefine business operations. In this…
- #shifthappens in the Digital Workplace Podcast
Ep. 100: AI, Deepfakes, and Cybersecurity: Why Protection Must Come First
#shifthappens 100th episode dives into one of the biggest challenges in tech: staying secure while pushing innovation forward. In this episode, Crayon CEO…
- #shifthappens in the Digital Workplace Podcast
Ep. 99: Cybersecurity in the Age of AI: Navigating Threats with Confidence
Cybercrime is advancing fast, with AI playing a significant role in both attacks and defense. In this episode of #shifthappens, we sit down with cybersecurity…
- #shifthappens in the Digital Workplace Podcast
Ep. 98: From Insight to Impact: How Quality Data and AI Shape the Future
AI is transforming data security, but not by changing the rules; it’s amplifying both risks and rewards. In this episode of the #shifthappens podcast, Bob…
- #shifthappens in the Digital Workplace Podcast
Ep. 97: Building a More Inclusive Future: How AI is Transforming Accessibility
The future of accessible AI isn't just about creating new technologies – it's about ensuring technologies serve everyone regardless of ability. Ioana Tanase…
- #shifthappens in the Digital Workplace Podcast
Ep. 96: The Transformative Power of AI Agents: Democratizing Innovation and Opportunity
AI agents represent the next frontier in artificial intelligence. Unlike traditional AI, which requires explicit instructions, AI agents can take actions on…
- #shifthappens in the Digital Workplace Podcast
Ep. 95: Leadership Principles That Drive Big Bet Transformation
Leadership plays a crucial role in driving digital transformation. A hands-on approach is exemplified by leaders like Jeff Bezos and Satya Nadella, who are…
- #shifthappens in the Digital Workplace Podcast
Ep. 94: Technology Innovation and Digital Transformation in the Public Sector
Join us as Javier Inclán, Assistant Inspector General for Management and CIO at the National Science Foundation - Office of Inspector General (NSF OIG)…
- #shifthappens in the Digital Workplace Podcast
Ep. 93: AI in Accounting: Addressing Resistance to Adoption and Change Management
Imagine a world where sorting through stacks of invoices and summarizing financial reports is no longer a tedious task, but one accomplished quickly and…
- #shifthappens in the Digital Workplace Podcast
Ep. 92: Moving Beyond AI Hype to Responsible Implementation
The business technology landscape is rapidly evolving, but not in the ways many expected. Rather than returning to "normalcy" following the COVID-19 pandemic…
- #shifthappens in the Digital Workplace Podcast
Ep. 91: Overcoming AI Resistance Through Education
One of the key challenges in AI adoption is overcoming resistance rooted in misconceptions about what AI is and how it works. Daniel Larsson, Senior Architect…
- #shifthappens in the Digital Workplace Podcast
Ep. 90: AI is a Copilot, Not an Autopilot
How can we overcome the stigma that when one uses AI, it means they didn’t put any thought into their task? By understanding AI's strengths and limitations, we…
- #shifthappens in the Digital Workplace Podcast
Ep. 89: Women in Tech and the Role of AI in Diversity, Equity, and Inclusion
Empowering women in technology through education, mentorship, and networking—this is the mission of Christine Bongard, the co-founder and CEO of the WIT…
- #shifthappens in the Digital Workplace Podcast
Ep. 88: A Closer Look at GenAI in Portugal
Portugal is experiencing a cultural and digital shift with the bring-your-own-AI trend spanning across generations. According to the 2024 Work Trend Index…
- #shifthappens in the Digital Workplace Podcast
Ep. 87: Embracing AI and Innovation in Vietnam
According to the Microsoft Work Trend Index, 88% of knowledge workers in Vietnam use generative AI, higher than the global average of 75%. Vietnam has long…
- #shifthappens in the Digital Workplace Podcast
Ep. 86: How GenAI is Reshaping Business in Australia and New Zealand
The rapid advancement of artificial intelligence (AI) is transforming the global business landscape, and Australia and New Zealand are no exception. In this…
- #shifthappens in the Digital Workplace Podcast
Ep. 85: AI Learning and Development in the Future Workplace
Artificial intelligence (AI) is no longer a futuristic concept but a transformative tool reshaping industries and revolutionizing the way we live, learn, and…
- #shifthappens in the Digital Workplace Podcast
Ep. 84: The Future of Internet Search and Content Creation
Many businesses are concerned about the impact of AI on content creation and SEO. Greg Brooks, Partner and CMO at SearchTides, offers a balanced perspective…
- #shifthappens in the Digital Workplace Podcast
Ep. 83: The Art of Writing in the Age of AI
How can writers strike a balance between the human element and AI collaboration? In this engaging episode of #shifthappens, Nick Usborne, a pioneer in digital…
- #shifthappens in the Digital Workplace Podcast
Ep. 82: More than Success and Failures: When Growth and Learning Lead to Outcomes
It’s not always about successes and failures, each step and experience are just as important in your journey to transformation. In this episode of…
- #shifthappens in the Digital Workplace Podcast
Ep. 81: Adapt to Change: Microsoft's Success Strategy
The only thing constant in life is change. In this episode of the #shifthappens Podcast, Eric Savitz, Associate Editor for Technology at Barron's, brings in a…