#shifthappens in the Digital Workplace Podcast

Dux Raymond Sy
  • 5.0 (8)
  • Technology
  • Updated Biweekly

#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 threats, and build trust at scale. Built for CEOs and business leaders, CISOs and security practitioners, technology decision makers, digital transformation leaders, and entrepreneurs. Ranked in the top 10% of podcasts globally by Listen Score, with 100% year-over-year listener growth and an audience spanning the Americas, EMEA, and Asia & Oceania. New episodes drop regularly. Subscribe and follow #shifthappens wherever you get your podcasts.

  1. 4d ago

    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 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-native environments are the prerequisite, not the afterthought, for AI success — comparing the journey to paving a road before driving a car on it. He discusses how legacy tooling and on-prem comfort create a growth ceiling, why AI agents should be governed with the same guardrails as employees, and what happens when organizations fail to offer sanctioned AI tools: shadow AI fills the gap.  The conversation also covers the three-tier path to AI maturity, from baseline alignment to assisted automation to full autonomy, and why building trust in AI follows the same arc as trusting a driverless car. Lior closes with a practical 30-day action plan any MSP can follow: learn, experiment in a sandbox, and deploy on low-risk, high-impact processes.

    27 min

  2. Jun 11

    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, 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 responsibility, it brings control, visibility, and governance closer to the flow of work.  That change is prompting organizations to rethink how oversight is applied within the systems employees use every day.

    35 min

  3. Jun 4

    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, 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, Jenn outlines how established HIPAA foundations still matter, yet why AI forces organizations to rethink long‑held assumptions about consent, authorization, vendor risk, and data transparency.

    31 min

  4. May 28

    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 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.  Monica draws on frontline conversations with SMB founders, MSP partners, and her own career pivoting from traditional banking to fintech to explain why experiential learning outperforms passive training, why the chief human resource officer (CHRO) belongs at the AI table alongside the chief technology officer (CTO), and how lightweight governance can coexist with early experimentation. She also unpacks the gap between executive ambition and employee readiness — and what leaders can do to close it.

    33 min

  5. May 14

    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 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 Cybersecurity Maturity Model Certification (CMMC) as a practical pressure point. Drawing on real‑world examples from contractors, subcontractors, and multinational organizations, the conversation examines gaps in data security, classification, and ownership. It also highlights the disconnect between AI adoption and basic security hygiene across defense and government supply chains. Together, these challenges show why security readiness must be led at the organizational level.

    34 min

  6. May 7

    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 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 “assume breach” really means, why AI agents introduce new trust boundaries, how sovereignty and control are deeply connected, and why security breaks down the moment responsibility is outsourced.

    50 min

  7. Apr 23

    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 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), discusses why privacy and cybersecurity can no longer be governed in silos. She explains how regulation, global data flows, and technologies like AI are pushing organizations toward integrated risk models and shared accountability — shifting security and privacy from technical functions to leadership decisions.

    35 min

  8. Apr 2

    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 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 actually get made, how incentives collide, and which trade‑offs remain unspoken. The conversation focuses on navigating skepticism and silos, and addressing the growing gap between pilot and scale.

    35 min
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Ratings & Reviews

5
out of 5
8 Ratings

About

#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 threats, and build trust at scale. Built for CEOs and business leaders, CISOs and security practitioners, technology decision makers, digital transformation leaders, and entrepreneurs. Ranked in the top 10% of podcasts globally by Listen Score, with 100% year-over-year listener growth and an audience spanning the Americas, EMEA, and Asia & Oceania. New episodes drop regularly. Subscribe and follow #shifthappens wherever you get your podcasts.

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