#shifthappens in the Digital Workplace Podcast
By Dux Raymond Sy
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Episodes: 138
Description
#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.
| Episode | Date |
|---|---|
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Ep. 138: Why Most Enterprise AI Training Fails — and How Learning Design Turns Use Into Real Adoption
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Oct 08, 2026 |
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Ep. 137: Automation and Augmentation Are Not the Same Strategy
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Sep 24, 2026 |
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Ep. 136: When the Patient Owns the Agent: The Case for Individual-First AI Governance
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Sep 10, 2026 |
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Ep. 135: Agents, Governance, and the Discipline Behind AI That Actually Ships
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Aug 27, 2026 |
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Ep. 134: Escaping Proof-of-Concept Prison: The Path from AI Pilot to Production
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Aug 20, 2026 |
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Ep. 133: What Is Category Design? How to Stand Out in a Crowded Market
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Aug 06, 2026 |
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Ep. 132: AI Attacks Move in Minutes. Can Your Response Keep Up?
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Jul 16, 2026 |
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Ep. 131: AI Is a Tool, Not a Search Engine
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Jul 02, 2026 |
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Ep. 130: AI Readiness Starts Before AI: Identity, Endpoints, and Security First
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Jun 18, 2026 |
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Ep. 129: Where AI Meets Work: Why the Browser Is Becoming the New Work Surface
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Jun 11, 2026 |
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Ep. 128: Governance Makes AI Work in Healthcare: Managing Privacy and Security in Real Workflows
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Jun 04, 2026 |
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Ep. 127: What AI Adoption Really Looks Like for Small Businesses
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May 28, 2026 |
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Ep. 126: When Security Pressure Hits, Data Readiness Shows
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May 14, 2026 |
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Ep. 125: Zero Trust Starts with Leadership
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May 07, 2026 |
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Ep. 124: Modern Security Starts with Data Governance
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Apr 23, 2026 |
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Ep. 123: Utilizing AI as an Organizational Truth Serum
|
Apr 02, 2026 |
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Ep. 122: Build AI That People Welcome
|
Mar 05, 2026 |
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Ep. 121: Turning Hype Into Habit: Making AI Adoption Stick
|
Feb 19, 2026 |
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Ep. 120: Prevent Before You Respond: Mastering Cybersecurity
|
Feb 05, 2026 |
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Ep. 119: AI in Action: From Change to Competitive Advantage
|
Jan 22, 2026 |
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Ep. 118: Your Best PR Is You: Building Your Brand and Network Through Change
|
Dec 18, 2025 |
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Ep. 117: AI Can Find Talent, Only You Can Build Leaders
|
Dec 11, 2025 |
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Ep. 116: The Future of Work is Human
|
Nov 20, 2025 |
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Ep. 115: Autonomous Transit That Builds Trust and Community
|
Nov 13, 2025 |
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Ep. 114: The Foundation of AI Adoption Success in Healthcare
|
Oct 30, 2025 |
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Ep. 113: From Single-Use to System Change
|
Oct 16, 2025 |
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Ep. 112: Beyond the Pitch Deck: Turning Whiteboard Ideas to Market Wins
|
Oct 02, 2025 |
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Ep. 111: Tectonic Shifts, Agentic AI, and the Human Advantage in Ecosystem Strategy
|
Sep 18, 2025 |
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Ep. 110: From Novelty to Necessity: How Agentic AI Is Reshaping Enterprise Value
|
Sep 04, 2025 |
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Ep. 109: AI Trust Builds When Leaders Prompt First
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Aug 21, 2025 |
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Ep. 108: Developing Leaders Who Drive Real Change
|
Jul 31, 2025 |
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Ep. 107: Soft Skills: What AI Can’t Replace Still Matters Most
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Jul 17, 2025 |
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Ep. 106: Next-Level Leadership to Thrive in the AI Era
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Jul 03, 2025 |
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Ep. 105: The CFO’s Blueprint from Finance Leader to Business Transformer
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Jul 01, 2025 |
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Ep. 104: Audits, Automation, and AI: The Future of Financial Governance
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Jun 12, 2025 |
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Ep. 103: It’s Not Just Code Anymore: AI That Thinks
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May 28, 2025 |
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Ep. 102: AI Adoption: How to Make AI Work for Your Business
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May 08, 2025 |
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Ep. 101: Scaling Smarter: How MSPs Can Leverage AI, Security, and Strategic Partnerships
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Apr 24, 2025 |
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Ep. 100: AI, Deepfakes, and Cybersecurity: Why Protection Must Come First
|
Apr 10, 2025 |
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Ep. 99: Cybersecurity in the Age of AI: Navigating Threats with Confidence
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Mar 27, 2025 |
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Ep. 98: From Insight to Impact: How Quality Data and AI Shape the Future
|
Mar 13, 2025 |
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Ep. 97: Building a More Inclusive Future: How AI is Transforming Accessibility
|
Feb 20, 2025 |
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Ep. 96: The Transformative Power of AI Agents: Democratizing Innovation and Opportunity
|
Feb 06, 2025 |
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Ep. 95: Leadership Principles That Drive Big Bet Transformation
|
Jan 23, 2025 |
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Ep. 94: Technology Innovation and Digital Transformation in the Public Sector
|
Jan 02, 2025 |
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Ep. 93: AI in Accounting: Addressing Resistance to Adoption and Change Management
|
Dec 19, 2024 |
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Ep. 92: Moving Beyond AI Hype to Responsible Implementation
|
Dec 05, 2024 |
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Ep. 91: Overcoming AI Resistance Through Education
|
Nov 21, 2024 |
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Ep. 90: AI is a Copilot, Not an Autopilot
|
Nov 07, 2024 |
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Ep. 89: Women in Tech and the Role of AI in Diversity, Equity, and Inclusion
|
Oct 24, 2024 |
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Ep. 88: A Closer Look at GenAI in Portugal
|
Oct 10, 2024 |
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Ep. 87: Embracing AI and Innovation in Vietnam
|
Sep 26, 2024 |
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Ep. 86: How GenAI is Reshaping Business in Australia and New Zealand
|
Sep 12, 2024 |
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Ep. 85: AI Learning and Development in the Future Workplace
|
Aug 29, 2024 |
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Ep. 84: The Future of Internet Search and Content Creation
|
Aug 15, 2024 |
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Ep. 83: The Art of Writing in the Age of AI
|
Aug 01, 2024 |
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Ep. 82: More than Success and Failures: When Growth and Learning Lead to Outcomes
|
Jul 18, 2024 |
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Ep. 81: Adapt to Change: Microsoft's Success Strategy
|
Jul 02, 2024 |
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Ep. 80: Harnessing the Power of Personal Branding: Scott Brant's Transformative Journey
|
Jun 20, 2024 |
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Ep. 79: Unlocking the Unstoppable Mindset with Jason Yarusi’s LIVE 100 and 432 WON the Day Success Formula
|
Jun 06, 2024 |
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Ep. 78: Maximizing AI Adoption and Extensibility with Dona Sarkar
|
May 21, 2024 |
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Ep. 77: A Look into the Future with Artificial General Intelligence
|
May 09, 2024 |
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Ep. 76: Transforming Employee Experience with AI and Microsoft Copilot
|
Apr 25, 2024 |
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Ep. 75: MSPs as Technology Partners: Leading Organizations to Digital Transformation Success
|
Apr 11, 2024 |
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Ep. 74: Building an Information Management Foundation for Human-AI Collaboration
|
Apr 03, 2024 |
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Ep. 73: How Governments Worldwide Are Using AI to Transform Public Services
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Mar 21, 2024 |
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Ep. 72: Ctrl Alt Delete: Learning Cognitive Decluttering to Unlock Your Full Potential
|
Mar 07, 2024 |
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Ep. 71: Riding the Waves of Change in Cybersecurity: How partners can prepare customers for emerging threats and generative AI
|
Feb 22, 2024 |
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Ep. 70: Evolving Cybersecurity: Key Trends and Best Practices for Organizations
|
Feb 08, 2024 |
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Ep. 69: People First, Tech Second: Leading with Kindness in Times of Digital Transformation
|
Dec 22, 2023 |
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Ep. 68: The Future of Work in the Age of AI
|
Nov 14, 2023 |
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Ep. 67: Lessons in Digital Transformation from Johnson Controls
|
Oct 26, 2023 |
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Ep. 66: Leading with Vulnerability in Today’s Modern Workplace
|
Oct 04, 2023 |
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Ep. 65: Embracing Change and AI to Evolve Your Brand Storytelling
|
Sep 19, 2023 |
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Ep. 64: How to Embrace Technology for Digital Workplace Success
|
Sep 05, 2023 |
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Ep. 63: Having a Digital First Mindset
|
Aug 28, 2023 |
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Ep. 62: Navigating the AI Revolution: Challenges and Opportunities in the Digital Workplace
|
Aug 09, 2023 |
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Ep. 61: Modernizing the Digital Workplace: A People-First Approach with Stephanie Hung
|
Jul 25, 2023 |
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Ep. 60: What is FedRAMP Certification and Why Does It Matter?
|
Apr 06, 2022 |
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Ep. 59: How Estonia Fully Digitized its Government Services (and You Can Too)
|
Mar 30, 2022 |
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Ep. 58: How Can I Make Remote Learning Effective?
|
Mar 23, 2022 |
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Ep. 57: Delivering A Digital Workplace with HAVI
|
Mar 16, 2022 |
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Ep. 56: Do I Need a Virtual Data Room?
|
Mar 09, 2022 |
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Ep. 55: Clean Up Your Digital Transformation with Tips from Dyson
|
Mar 02, 2022 |
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Ep. 54: Microsoft Teams on the Frontlines
|
Feb 23, 2022 |
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Ep. 53: Building Value and New Revenue for MSPs with Ingram Micro Cloud
|
Feb 16, 2022 |
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Ep. 52: Bringing Broadband to Everyone with Vickie Robinson of Microsoft Airband
|
Dec 08, 2021 |
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Ep. 51: Productivity Hacks for Microsoft Teams
|
Dec 01, 2021 |
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Ep. 50: Transforming Municipal Services Delivery with Devonport City Council
|
Nov 24, 2021 |
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Ep. 49: Why Should I Care About Data Residency?
|
Nov 17, 2021 |
|
Ep. 48: Navigating Work-Life Changes with Adam and Helen Harmetz of Mind the Beet
|
Nov 10, 2021 |
|
Ep. 47: What Is Microsoft Whiteboard?
|
Nov 03, 2021 |
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Ep. 46: Enabling Automation with Microsoft Power Platform at Heineken
|
Oct 27, 2021 |
|
Ep. 45: How Can I Hold Better Meetings?
|
Oct 20, 2021 |
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Ep. 44: Designing a Smart Microsoft 365 Governance Plan at Kohler
|
Oct 13, 2021 |
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Ep. 43: Evolve Your Hybrid Office
|
Sep 08, 2021 |
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Ep. 42: Navigating Digital Disruption with R. “Ray” Wang
|
Sep 01, 2021 |
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Ep. 41: What Is Microsoft Viva?
|
Aug 25, 2021 |
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Ep. 40: Nurturing an All-Remote Workplace at Vital Farms
|
Aug 18, 2021 |
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Ep. 39: Why is Managing My Microsoft 365 Licenses So Complicated?
|
Aug 11, 2021 |
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Ep. 38: Supporting Disaster Relief with M365 at Team Rubicon
|
Aug 04, 2021 |
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Ep. 37: All things Microsoft Inspire
|
Jul 28, 2021 |
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Ep. 36: Forecasting the Future of Hybrid Work with Jared Spataro
|
Jul 21, 2021 |
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Ep. 35: Managing IT After the BB&T/SunTrust Merger with Paul Butticaz
|
Jun 23, 2021 |
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Ep. 34: Automating City Services Requests to Empower Richmond Residents
|
Jun 09, 2021 |
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Ep. 33: Building a Better Intranet with Sam Dolan and Brianne McClure
|
May 26, 2021 |
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Ep. 32: Reimagining Legal Work and Collaboration at Kroll
|
May 12, 2021 |
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Ep. 31: Celebrating 20 Years of SharePoint with Microsoft's Jeff Teper
|
Apr 28, 2021 |
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Ep. 30: A Sunny Forecast for Cloud Governance at Bank of Hawaii
|
Mar 31, 2021 |
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Ep. 29: Giving IT Teams a Place to Nest at Red Robin
|
Mar 17, 2021 |
|
Ep. 28: Evolving the Virtual Experience at Georgetown University
|
Mar 03, 2021 |
|
Ep. 27: Task Management with Microsoft Planner at Air University
|
Feb 17, 2021 |
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Ep. 26: Making Services Safer in King County, Wash.
|
Feb 03, 2021 |
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Ep. 25: Diversity + Inclusion in Tech with Abadesi Osunsade
|
Jan 13, 2021 |
|
Ep. 24: Tenant to Tenant Migration at Ordina with Jo Geeraerts
|
Jan 06, 2021 |
|
Ep. 23: Teams Adoption at University of Florida IFAS with Joe Gasper and Dewayne Hyatt
|
Dec 09, 2020 |
|
Ep. 22: Employee Engagement with M365 at Spinnaker Software with Helen Behm
|
Dec 02, 2020 |
|
Ep. 21: Service Modernization at City of Seattle with Dan Lewis and Robb Landis
|
Nov 18, 2020 |
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Ep. 20: Service Design at Department of Veterans Affairs with Clarice Chan
|
Nov 11, 2020 |
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Ep. 19: O365 at Florida Dept of Agriculture and Consumer Services with Eric Brown
|
Sep 23, 2020 |
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Ep. 18: MSFT Teams “Triage” at Bala Consulting Engineering with Matt Ezold
|
Sep 09, 2020 |
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Ep. 17: PowerBI, Power Platform at Trek Bikes with Steve Novoselac
|
Aug 26, 2020 |
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Ep. 16: Scaling Office 365 at the State of Indiana with Vanessa Williams
|
Aug 12, 2020 |
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Ep. 15: Microsoft Teams Adoption at McLean Bible Church with Matt Pugh
|
Jul 29, 2020 |
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Ep. 14: Office 365 in the UNSW Classroom with Dr. David Kellermann
|
Jul 15, 2020 |
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Ep. 13: Azure + DevOps at H&M with Jakob Knutsson
|
Jun 17, 2020 |
|
Ep. 12: Rapid MSFT Teams Deployment at METC with Jeff Godderz
|
Jun 03, 2020 |
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Ep. 11: O365 “as a Service” at Deloitte with Rob Foster
|
May 20, 2020 |
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Ep. 10: Microsoft Teams at Global Franchise Food Chain with Jaime LaPorte
|
May 06, 2020 |
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Ep. 9: Office 365 for First Line Workers at Belgian Police with Vincent Moreau
|
Apr 22, 2020 |
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Ep. 8: Modern Intranets at Wells Fargo with Christy Punch
|
Apr 15, 2020 |
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Ep. 7: Seamless Teamwork at Microsoft with Keshav Puttaswamy
|
Apr 01, 2020 |
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Ep. 6: Managing MSFT Teams at ISS Sweden with Christine Poulsen
|
Feb 18, 2020 |
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Ep. 5: SharePoint Migration at United Airlines with Rick Garcia
|
Feb 10, 2020 |
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Ep. 4: Teams Adoption at Millennium Challenge Corporation with Jeremy Wood
|
Feb 03, 2020 |
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Ep. 2: Office 365 Transformation at FedEx with Jes Flesch
|
Jan 22, 2020 |
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Ep. 3: Office 365 Adoption at Major Grocer with Becky Goodman
|
Jan 22, 2020 |
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Ep. 1: Power Platform at Heathrow Airport with Samit Saini
|
Jan 20, 2020 |