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© 2026 #shifthappens in the Digital Workplace Podcast
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Accelerate your business transformation with the #shifthappens podcast. Hosts Dux Raymond Sy and Mario Carvajal explores real-life case studies, interviews industry leaders, and highlights the latest trends in the digital workplace. Whether you're a CEO, tech enthusiast, or just curious, tune in to unlock the full potential digital transformation offers. Get inspired to make the shift happen, adapt to shifts around you, and prepare for the future. Don't miss out - join us now!
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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 capability, Bud explains why AI is forcing leaders to confront something deeper: how decisions a...
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. Discover how ethical, user-centered AI can elevate your brand, empower your teams, and deliver re...
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 it takes to move AI from hype to habit.
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 treated as a quality discipline, how unstructured data quietly multiplies risk, and how AI can finally...
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, and an inclusive approach to training help transform ambitious ideas into everyday impact — ...
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 redefined work-life balance into a life-work blend. Her story – spanning journalism, entertainment,...
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, and how balancing innovation with genuine human connection is crucial to success.
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 people, not replacing them. He discusses giving teams “permission to play” with AI, fostering a ...
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 new ways to think about technology’s role in our daily lives.
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 ethical challenges of bias, the strategic tension between HIPAA and GDPR, and why human oversight re...
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 for their plastic footprint. We cover lessons from why “start and improve” beats waiting for per...
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 work that actually gets buyers to say “yes.”
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’ worth of experience, he reminds us that at the heart of it all is trust, alignment, and the peopl...
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 comments and opinions are provided in their personal capacity and not as a representative of Walmart....
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 confidence without forcing 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 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 lessons shaped in high-stakes environments and shows how they translate to today’s business challenge...
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 must do to navigate change while staying deeply human.
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 into what makes great boards work, how to lead through uncertainty, and why AI agents will soon outnumber your team. From Charlie Munger’s mental models to the next generation of work, this episode is a crash course in navigating disruption with clarity and confidence.
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 this episode, he shares battle-tested strategies on balancing growth and profitability, turning finance into a lever for innovation, and building governance systems that scale. This two-part episode is a must-listen for business leaders managing high-stakes decisions in large-scale environments.
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? Ahikam Kaufman, CEO of Safebooks AI, breaks down how AI is helping CFOs and finance teams automate financial data validation, reduce fraud, and navigate growing compliance demands.
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